22532-60-1|2-Bromo-4-hydroxybenzaldehyde| Ambeed

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Quality Control of [ 22532-60-1 ] Purity: 95% SDS Specification

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Product Details of [ 22532-60-1 ]

CAS No. :	22532-60-1
Formula :	C₇H₅BrO₂
M.W :	201.02
SMILES Code :	OC1=CC(Br)=C(C=O)C=C1
MDL No. :	MFCD16999767
Boiling Point :	No data available
InChI Key :	OCBOCCOUCDGNKX-UHFFFAOYSA-N
Pubchem ID :	11084866

Safety of [ 22532-60-1 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302+H312+H332-H315-H319-H335
Precautionary Statements:	P261-P280-P305+P351+P338

Computational Chemistry of [ 22532-60-1 ] Show Less

Physicochemical Properties

Num. heavy atoms	10
Num. arom. heavy atoms	6
Fraction Csp3	0.0
Num. rotatable bonds	1
Num. H-bond acceptors	2.0
Num. H-bond donors	1.0
Molar Refractivity	41.55
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	37.3 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	1.33
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	2.3
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	1.97
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	1.55
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	2.18
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	1.87

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-2.91
Solubility	0.245 mg/ml ; 0.00122 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-2.72
Solubility	0.382 mg/ml ; 0.0019 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-2.63
Solubility	0.473 mg/ml ; 0.00236 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	Yes
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	No
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	Yes
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-5.89 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	0.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	1.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<1.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	1.2

Application In Synthesis of [ 22532-60-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 22532-60-1 ]
Downstream synthetic route of [ 22532-60-1 ]

[ 22532-60-1 ] Synthesis Path-Upstream 1~1

1
[ 22532-60-1 ]
[ 28547-28-6 ]

Yield	Reaction Conditions	Operation in experiment
88%	With potassium permanganate; sodium hydroxide In water at 20℃; for 2 h; Cooling with ice	2-Bromo-4-hydroxybenzaldehyde (1.7 g, 8.46 mmol, 1.0 eq.)Dissolved in 2 moles of aqueous sodium hydroxide solution (30 ml),Under ice bath conditions,Potassium permanganate (2.7 g, 616.92 mmol, 2.0 equiv) was added in portions,Warm to room temperature and stir for 2 hours.After filtration, the filtrate was washed once with dichloromethane, and 2 mol per liter of aqueous hydrochloric acid was added to the filtrate to adjust the pH to 1. The mixture was extracted with ethyl acetate, and the organic phase was dried over anhydrous sodium sulfate and evaporated.The product as a white solid was obtained 2-bromo-4-hydroxybenzoic acid (1.6 g, 88percent).

References: [1] Patent: CN107383024, 2017, A, . Location in patent: Paragraph 0481.

[ 22532-60-1 ] Synthesis Path-Downstream 1~35

1
[ 74-90-8 ]
[ 591-20-8 ]
[ 22532-60-1 ]

References: [1]Justus Liebigs Annalen der Chemie,1907,vol. 357,p. 373.

2
[ 67-66-3 ]
[ 591-20-8 ]
[ 22532-62-3 ]
[ 22532-60-1 ]

References: [1]Journal of the Chemical Society,1929,p. 469,470.

3
[ 75-25-2 ]
[ 591-20-8 ]
[ 22532-62-3 ]
[ 22532-60-1 ]

References: [1]Journal of the Chemical Society,1929,p. 469,470.

4
[ 67-66-3 ]
[ 591-20-8 ]
[ 22532-62-3 ]
[ 22532-61-2 ]
[ 22532-60-1 ]

References: [1]Journal of Medicinal Chemistry,1992,vol. 35,p. 734 - 740.

5
[ 22532-60-1 ]
[ 84459-31-4 ]
[ 84459-43-8 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1984,p. 561 - 565.

6
[ 22532-60-1 ]
[ 5759-64-8 ]
[ 84459-40-5 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1984,p. 561 - 565.

7
[ 22532-60-1 ]
[ 5759-63-7 ]
[ 75427-52-0 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1984,p. 561 - 565.

8
[ 22532-60-1 ]
C₁₃H₁₉LiO₂Si [ No CAS ]

References: [1]Journal of Organometallic Chemistry,2003,vol. 668,p. 101 - 122.

9
[ 22532-60-1 ]
[ 557762-78-4 ]

References: [1]Journal of Organometallic Chemistry,2003,vol. 668,p. 101 - 122.

10
[ 22532-60-1 ]
[ 1026725-08-5 ]

References: [1]Journal of Medicinal Chemistry,2000,vol. 43,p. 690 - 705.

11
[ 22532-60-1 ]
[ 1026449-26-2 ]

References: [1]Journal of Medicinal Chemistry,2000,vol. 43,p. 690 - 705.

12
[ 22532-60-1 ]
{(E)-[4-(Benzothiazol-2-ylmethoxy)-2-bromo-phenyl]-cyclohexyl-methoxyimino}-acetic acid [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2000,vol. 43,p. 690 - 705.

13
[ 22532-60-1 ]
[ 1027996-03-7 ]

References: [1]Journal of Medicinal Chemistry,2000,vol. 43,p. 690 - 705.

14
[ 13057-17-5 ]
[ 22532-60-1 ]
[ 949090-27-1 ]

Yield	Reaction Conditions	Operation in experiment
92.8%	With sodium hydride; In tetrahydrofuran; at 0 - 20℃; for 2h;Inert atmosphere;	[00567] To a stirred solution of NaH (2.7 g, 68.7 mmol, 60%) in THF (50 mL) under N2 at 0 C was added <strong>[22532-60-1]2-bromo-4-hydroxybenzaldehyde</strong> (4.6 g, 22.9 mmol), bromo(methoxy)methane (4.3 g, 34.3 mmol), the mixture was stirred at rt for 2 h. The reaction mixture was added dropwise slowly to a cold saturated aqueous NaCl solution at 0 C. The mixture was extracted with EtOAc (20 mLx3), and the organic layers were washed with water, brine, dried and concentrated, purified by silica gel column chromatography (PE/EtOAc=4/l) to give 2-bromo-4-(methoxymethoxy)benzaldehyde (5.2 g, 92.8%) as a yellow solid. MS (EI+, m/z): No mass 1H NMR (500 MHz, DMSO) delta 10.10 (s, 1H), 7.84 (d, J= 8.7 Hz, 1H), 7.42 (d, J= 2.4 Hz, 1H), 7.20 (dd, J= 8.7, 2.3 Hz, 1H), 5.35 (s, 2H), 3.40 (s, 3H).

References: [1]Patent: WO2018/191146,2018,A1 .Location in patent: Paragraph 00567.
[2]Journal of Medicinal Chemistry,2008,vol. 51,p. 2279 - 2290.

15
[ 22532-60-1 ]
[ 98-80-6 ]
[ 1234846-50-4 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydrogencarbonate;tetrakis(triphenylphosphine) palladium(0); In methanol; toluene; at 120℃;pressure tube;	[0439] Step A: A mixture of <strong>[22532-60-1]2-bromo-4-hydroxybenzaldehyde</strong> (350 mg, 1.74 mmol), phenyl boronic acid (233.5 mg, 1.92 mmol), Pd(PPh3)4 (60 mg, 0.052 mmol), saturated sodium bicarbonate (6.0 mL), methanol (15 mL), and toluene (6.0 mL) was heated in a pressure tube at 120 °C overnight. Ethyl acetate and water were added and the layers separated. The aqueous phase was extracted with ethyl acetate and the combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude compound was purified by flash column chromatography on silica gel with hexanes and EtOAc (30percent) to afford 5 -hydroxy- [l,l'-biphenyl]-2-carbaldehyde (651).
	With sodium hydrogencarbonate;tetrakis(triphenylphosphine) palladium(0); In methanol; toluene; at 120℃;pressure tube;	[0431] Step A: A mixture of <strong>[22532-60-1]2-bromo-4-hydroxybenzaldehyde</strong> (350 mg, 1.74 mmol), phenyl boronic acid (233.5 mg, 1.92 mmol), Pd(PPh3)4 (60 mg, 0.052 mmol), saturated sodium bicarbonate (6.0 mL), methanol (15 mL), and toluene (6.0 mL) was heated in a pressure tube at 120 0C overnight. Ethyl acetate and water were added and the layers separated. The aqueous phase was extracted with ethyl acetate and the combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude compound was purified by flash column chromatography on silica gel with hexanes and EtOAc (30percent) to afford 5 -hydroxy- [l,l'-biphenyl]-2-carbaldehyde (651).

References: [1]Patent: WO2011/159297,2011,A1 .Location in patent: Page/Page column 123-124.
[2]Patent: WO2010/80537,2010,A1 .Location in patent: Page/Page column 98.

16
[ 64-17-5 ]
[ 591-20-8 ]
[ 22532-60-1 ]

Yield	Reaction Conditions	Operation in experiment
15%		The mixture of aqueous OH (30percent, 160 m1) and 3-bromophenol (10.04 g, 58 mmol) was heated to 70-75 °C and then ethanol (5 ml) was added in one portion followed by dropwise addition of chloroform (28 ml, 0.35 mol) for lh at 75 °C. The reaction mixture was stirred for additional 3h at that temperature. After cooling to room temperature and acidification with 10N HC1, most of the by-products were removed by steam distillation. The residue was cooled and the precipitate was separated by filtration. Column chromatography of the crude solid on silica gel with a mixture of hexane/ethyl acetate (2: 1 , v/v) as eluent afforded 1.75 g (15percent) of 2-bromo- 4-hydroxybenzaldehyde

References: [1]Patent: WO2011/37731,2011,A1 .Location in patent: Page/Page column 111-112.

17
[ 22532-60-1 ]
[ 109-64-8 ]
[ 1281885-10-6 ]

Yield	Reaction Conditions	Operation in experiment
84%	With caesium carbonate; In acetonitrile; for 0.166667h;Reflux;	A mixture of <strong>[22532-60-1]2-bromo-4-hydroxybenzaldehyde</strong> (12 g, 60 mmol), CS2CO3 (29.25 g, 90 mmol) and 1 ,3-dibromopropane (60.6 g, 300 mmol) in MeCN (300 ml) was refluxed for 10 min with stirring. The reaction mixture was filtered and concentrated. The residue was dissolved in ethyl acetate (500 ml), washed with brine, dried over Na^SC^, filtered, concentrated and purified by silica gel column chromatography to afford 16.2g of 2-bromo-4-(3-bromopropoxy)benzaldehyde as a white solid. Yield 84percent.

References: [1]Patent: WO2011/37731,2011,A1 .Location in patent: Page/Page column 112.

18
[ 22532-60-1 ]
[ 1281885-12-8 ]

References: [1]Patent: WO2011/37731,2011,A1 .

19
[ 22532-60-1 ]
6-(3-bromopropoxy)benzo[c][1,2]oxaborol-1(3H)-ol [ No CAS ]

References: [1]Patent: WO2011/37731,2011,A1 .

20
[ 22532-60-1 ]
1-cyclopropyl-6-fluoro-7-(4-(3-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yloxy)propyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid trifluoroacetate [ No CAS ]

References: [1]Patent: WO2011/37731,2011,A1 .

21
[ 22532-60-1 ]
[ 69393-95-9 ]

References: [1]Organic Letters,2011,vol. 13,p. 3686 - 3689.

22
[ 22532-60-1 ]
[ 1312466-17-3 ]

References: [1]Organic Letters,2011,vol. 13,p. 3686 - 3689.

23
[ 22532-60-1 ]
[ 1338067-80-3 ]

References: [1]Organic Letters,2011,vol. 13,p. 3686 - 3689.

24
[ 22532-60-1 ]
C₂₇H₂₇BrO₈ [ No CAS ]
[ 1312466-18-4 ]

References: [1]Organic Letters,2011,vol. 13,p. 3686 - 3689.

25
[ 22532-60-1 ]
[ 1312466-19-5 ]

References: [1]Organic Letters,2011,vol. 13,p. 3686 - 3689.

26
[ 22532-60-1 ]
[ 1312466-20-8 ]

References: [1]Organic Letters,2011,vol. 13,p. 3686 - 3689.

27
[ 22532-60-1 ]
[ 1312466-21-9 ]

References: [1]Organic Letters,2011,vol. 13,p. 3686 - 3689.

28
[ 22532-60-1 ]
[ 1312466-22-0 ]

References: [1]Organic Letters,2011,vol. 13,p. 3686 - 3689.

29
[ 22532-60-1 ]
[ 1312466-23-1 ]

References: [1]Organic Letters,2011,vol. 13,p. 3686 - 3689.

30
[ 22532-60-1 ]
[ 1312466-24-2 ]

References: [1]Organic Letters,2011,vol. 13,p. 3686 - 3689.

31
[ 22532-60-1 ]
[ 100-39-0 ]
4-(benzyloxy)-2-bromobenzaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
91%	With potassium carbonate; In acetonitrile; at 20℃;	To a mixture of B-12 (6.6 g, 32.83 mmol) in CH3CN (65 ml) with K2CO3 (13.7 g, 98.84 mmol) was added BnBr (6.8 g, 39.58 mmol). The reaction was stirred at room temperature for overnight. Water was added and the mixture was extracted with EtOAc thrice. Concentration and chromatograph on silica gel (1:10 ethyl acetate/petroleum ether) gave 8.7 g (91percent) of C-12 as yellow solid.

References: [1]Patent: US2014/256657,2014,A1 .Location in patent: Paragraph 0378.
[2]Organic Letters,2011,vol. 13,p. 3686 - 3689.
[3]Chemistry - A European Journal,2017,vol. 23,p. 15775 - 15782.

32
[ 123-08-0 ]
[ 22532-60-1 ]

Yield	Reaction Conditions	Operation in experiment
88%	With 1,2-diphenyl-1,1,2,2-tetrahydroperoxyethane; hydrogen bromide; In water; acetonitrile; at 20℃; for 2.5h;	General procedure: To a solution of aniline/phenol (1 mmol) in CH3CN (4 mL), HBr and THPDPE (depending on the substrate as shown in Table 7) were added and the solution was stirred at room temperature. After the reaction was completed, Na2SO3 (3M, 1mL) was added to the stirring mixture followed by the addition of H2O (10 mL). The solution was stirred until the desired precipitates appeared. The products were filtered and more purification was carried out using silica- packed column chromatography (Hexane?EtOAc). All of the products were characterized on the basis of their melting points, IR, 1H NMR, and 13C NMR spectral analysis and compared with those reported
	With bromine; acetic acid; at 100℃; for 0.25h;	First, take into 100g of phenol in the reaction vessel, to which was added the CH 25 3I solution until completely dissolved phenol solution, then added thereto 10g of sodium hydroxide, stir, using a mixed gas of the container was sealed and pressurized to 0.8MPa, reaction at 40 1.5h, after the standing was right methylphenol; then on each apparatus with a stirrer, a condenser, a dropping funnel and a thermometer four flask at room temperature, poured into the above obtained methyl phenol, to which was added to the resulting methyl phenol mass 0.5 times CaO2And 0.4 times the magnesium oxide to elevate the temperature to 35 , stir quickly sealed container, in the 10s the pressure vessel as to the standard atmospheric pressure, the reaction after 45min, to obtain p-hydroxybenzaldehyde; subsequently obtained in the above hydroxybenzaldehyde and immediately added 150mL mass concentration of 37percent HAC solution and 120mL of bromine liquid, stir and stand for 15min, then placed in a blender, set the speed to 400r / min, the temperature is set to 100 , until the liquid container is less than 1/3 of its original volume, speed and stopping heating, cooled to room temperature, to give 2-bromo-hydroxybenzaldehyde; thereafter the resultant 2-bromo-hydroxybenzaldehyde was cooled to -3 after the negative pressure 1.5MPa added dropwise with stirring 120mL of nitroethane, dropping to 3 drops per second, after the completion of the dropwise addition the reaction was stirred at 2 2h, then increase normal temperature, and filtered to give 2- nitro-1- (2-bromo-4-hydroxy) propylene benzene; Next after filtration to give 2-nitro-1- (2-bromo-4-hydroxy) propylene benzene placed again after disinfection, means with a stirrer, a condenser, a dropping funnel and a thermometer, 4-neck flask, while adding 0.5g of Fe, heated to 105 deg.] C, then again in the form of added dropwise 60mL mass concentration of 40percent HCl solution, 3min the completion of the dropwise addition, stirring evenly, sealed reaction 2h, then cooled to room temperature, to obtain 2-bromo-4-hydroxyphenyl acetone; Finally, the 2-bromo-4-hydroxyphenyl acetone at a pressure of 0.6MPa, a temperature condition is 110 , was added 35mL of CH3OH solution and 50mL of PCl3Solution, and the pH was adjusted to 6.5, after mixing evenly, increasing the temperature to 115 deg.] C, reaction was continued for 2h, cooled, filtered and dried to give 2-methoxy-4-hydroxyphenyl acetone.This unique and novel method, during the operation without the environmental pollution, the reaction process easy, moderate, so that the finally obtained 2-methoxy-4-hydroxyphenyl acetone 7.4g, yield of 90percent.

References: [1]Tetrahedron,2018,vol. 74,p. 6584 - 6592.
[2]Organic Letters,2011,vol. 13,p. 3686 - 3689.
[3]Patent: CN105418399,2016,A .Location in patent: Paragraph 0005; 0012.

33
[ 83521-93-1 ]
[ 22532-60-1 ]

References: [1]Organic Letters,2011,vol. 13,p. 3686 - 3689.

34
[ 22532-60-1 ]
[ 1234846-54-8 ]

References: [1]Patent: WO2011/159297,2011,A1 .
[2]Patent: WO2010/80537,2010,A1 .

35
[ 22532-60-1 ]
[ 1234846-53-7 ]

References: [1]Patent: WO2011/159297,2011,A1 .
[2]Patent: WO2010/80537,2010,A1 .

Historical Records

Technical Information

• Acidity of Phenols • Alkyl Halide Occurrence • Barbier Coupling Reaction • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Bucherer-Bergs Reaction • Chan-Lam Coupling Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Chaykovsky Reaction • Corey-Fuchs Reaction • Electrophilic Substitution of the Phenol Aromatic Ring • Etherification Reaction of Phenolic Hydroxyl Group • Fischer Indole Synthesis • Friedel-Crafts Reaction • General Reactivity • Grignard Reaction • Halogenation of Phenols • Hantzsch Dihydropyridine Synthesis • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Hydrogenolysis of Benzyl Ether • Julia-Kocienski Olefination • Kinetics of Alkyl Halides • Knoevenagel Condensation • Kumada Cross-Coupling Reaction • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mukaiyama Aldol Reaction • Nozaki-Hiyama-Kishi Reaction • Oxidation of Phenols • Passerini Reaction • Paternò-Büchi Reaction • Pechmann Coumarin Synthesis • Petasis Reaction • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Dihalides • Reformatsky Reaction • Reimer-Tiemann Reaction • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Stetter Reaction • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction

Related Functional Groups of
[ 22532-60-1 ]

Aryls

A182047 [2973-80-0]

2-Bromo-5-hydroxybenzaldehyde

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A122998 [22532-61-2]

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2-Bromo-4-methoxybenzaldehyde

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4-Bromo-2-hydroxybenzaldehyde

Similarity: 0.91

Bromides

A182047 [2973-80-0]

2-Bromo-5-hydroxybenzaldehyde

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A122998 [22532-61-2]

2-Bromo-6-hydroxybenzaldehyde

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A171239 [199177-26-9]

3-Bromo-5-hydroxybenzaldehyde

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A153271 [43192-31-0]

2-Bromo-4-methoxybenzaldehyde

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4-Bromo-2-hydroxybenzaldehyde

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Aldehydes

A182047 [2973-80-0]

2-Bromo-5-hydroxybenzaldehyde

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A122998 [22532-61-2]

2-Bromo-6-hydroxybenzaldehyde

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A171239 [199177-26-9]

3-Bromo-5-hydroxybenzaldehyde

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A153271 [43192-31-0]

2-Bromo-4-methoxybenzaldehyde

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4-Bromo-2-hydroxybenzaldehyde

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Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 22532-60-1

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