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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 1475-11-2 |
Formula : | C8H8Cl2O |
M.W : | 191.06 |
SMILES Code : | CC(O)C1=CC=C(Cl)C(Cl)=C1 |
MDL No. : | MFCD00021865 |
Boiling Point : | No data available |
InChI Key : | VZTGSONNNMGQNQ-UHFFFAOYSA-N |
Pubchem ID : | 97899 |
GHS Pictogram: | ![]() ![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H302-H315-H318-H335-H410 |
Precautionary Statements: | P261-P273-P280-P305+P351+P338 |
Class: | 9 |
UN#: | 3082 |
Packing Group: | Ⅲ |
Num. heavy atoms | 11 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.25 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 1.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 47.4 |
TPSA ? Topological Polar Surface Area: Calculated from | 20.23 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from | 2.29 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by | 3.32 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from | 2.72 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from | 3.03 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by | 3.1 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions | 2.89 |
Log S (ESOL):? ESOL: Topological method implemented from | -3.45 |
Solubility | 0.0672 mg/ml ; 0.000352 mol/l |
Class? Solubility class: Log S scale | Soluble |
Log S (Ali)? Ali: Topological method implemented from | -3.42 |
Solubility | 0.0724 mg/ml ; 0.000379 mol/l |
Class? Solubility class: Log S scale | Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by | -3.49 |
Solubility | 0.0614 mg/ml ; 0.000321 mol/l |
Class? Solubility class: Log S scale | Soluble |
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) | No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) | Yes |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) | No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) | No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) | No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) | No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from | -5.11 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from | 0.0 |
Ghose? Ghose filter: implemented from | None |
Veber? Veber (GSK) filter: implemented from | 0.0 |
Egan? Egan (Pharmacia) filter: implemented from | 0.0 |
Muegge? Muegge (Bayer) filter: implemented from | 2.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat | 0.55 |
PAINS? Pan Assay Interference Structures: implemented from | 0.0 alert |
Brenk? Structural Alert: implemented from | 0.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from | No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) | 1.8 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With manganese(IV) oxide; silica gel; In acetonitrile; at 70℃; for 8h;Molecular sieve; | General procedure: The above secondary alcohol was dissolved in acetonitrile (30mL). Molecular sieve (1.5g), silica gel (1.5g) and activated MnO2 (3.5g, 40mmol) were added, and the mixture was stirred at 70C for 8h. upon completion of the oxidation, the resulting suspension was filtered through diatomite, and the filtrate was concentrated by rotary evaporation. Purification of the residue by column chromatography (petroleum ethrt/EtOAc, 15:1) afforded ketone 13. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | With Cp*Ir(6,6'-dionato-2,2'-bipyridine)(H2O); isopropyl alcohol; at 82℃; for 6h;Inert atmosphere; Green chemistry; | The 3, 4 - dichloro ethanone (189 mg, 1.0 mmol), cat. [Ir] (1.1 mg, 0 . 002 mmol, 0.2 muM %) and isopropyl alcohol (5 ml) are added to the 25 ml Kjeldahl tube, N2Protection, 82 C reaction 6 h. Cooling to room temperature, rotary evaporation to remove the solvent, then through the column chromatography (developing solvent: petroleum ether/ethyl acetate) to obtain the pure target compound, yield: 97% |
94% | With Cp*Ir(6,6'-dionato-2,2'-bipyridine)(H2O); hydrogen; In tert-Amyl alcohol; at 30℃; under 760.051 Torr; for 12h;Green chemistry; | General procedure: To an oven-dried 5 mL round-bottom flask were added ketone (1 mmol), cat. 7 (2.7 mg, 0.5 mol %) and tert-amyl alcohol (1 mL). Next, vacuum was applied to the flask followed by filling with H2 gas and keeping the flask attached to a balloon filled with H2 gas. The mixture was heated at 30 C for 12 h. After completion of the reaction, the solvent was removed by evaporation under reduced pressure. The alcohols were isolated and purified by filtering a hexanes/ethyl acetate (5:1) solution of the crude product through a pad of silica gel, and then removing the solvent under reduced pressure. The conversion and purity of the alcohol products was assessed using NMR spectroscopy. |
80% | With sodium tetrahydroborate; ethanol; at 20℃;Cooling with ice; | 2.2 mmol NaBH4 was added to 2.1 mmol of 8a in dry ethanol (10 mL) stirred in an ice bath.The suspension was further stirred at room temperature overnight. After the reaction was completed, it was quenched by the addition of 1.0 N HCl, and the remaining ethanol was evaporated under reduced pressure. The product was extracted with diethyl ether (25 mL x 2),washed with sodium bicarbonate (15 mL), and water (10 mL), dried over MgSO4, and evaporated under reduced pressure. Silica gel column chromatography (hex ane:ethyl acetate4:1) was performed to give the corresponding rac-8b. 9a-11a and 13a (2.21 mmol~2.66 mmol) were also reduced similarly. The 1H-NMR spectra of alcohols 8b [1], 9b-11b [2], and 13b [3] were in agreement with those reported in the literature. 1.2.1 1-(3?,4?-Dichlorophenyl)ethanol, rac-8b. 0.42 g (2.21 mmol) of 8a was converted to 0.34 g of rac-8b (1.77 mmol, 80%, colorless oil). 1H-NMR (400 MHz, CDCl3, 25C, TMS): delta=7.47-7.48 (m, 1H), 7.41(d, J=8.4 Hz, 1H), 7.20 (dd, J=8.4 Hz, 2.0Hz, 1H), 4.85-4.90 (m, 1H), 1.85 (brd,J=3.6 Hz, 1H), 1.48 (d, J=6.4 Hz, 3H). |
With sodium tetrahydroborate; In methanol; at 0 - 20℃; | To a stirred solution of 3,4-dichloroacetophenone (4 g, 21.15 mmol, Aldrich) in dry MeOH (80 mL), sodium borohydride (0.96 g, 25.39 mmol, spectrochem) was added portionwise at 0 C. The reaction mixture was stirred at rt overnight. It was cooled to 0 C and quenched using ice water (10 mL). Solvents were removed under reduced pressure and resulting residue was dissolved in DCM (50 mL). The organic layer was washed with water (25 mL), brine (20 mL), dried over Na2SO4 and concentrated. The crude product was used for next step without further purification. Yield: 95% (3.8 g, colorless liquid). 1H NMR (400 MHz, DMSO-d6): delta 7.57-7.55 (m, 2H), 7.33 (d, J = 1.9 Hz, 1H), 5.38 (d, J = 4.4 Hz, 1H), 4.76-4.70 (m, 1H), 1.30 (d, J = 6.4 Hz, 3H). | |
With methanol; sodium tetrahydroborate; at 0 - 20℃; | General procedure: Ten mmol of NaBH4 was added to a cooled (0C) solution of 2.5 mmol of each specific substrate(1a-1f, 1m and 1n) in 50 mL of methanol. After stirring for 10 min, the mixture was warmed to room temperature and stirred for another 3-4 h to complete the reduction. After quenching with 2 M HCl topH 7.0, the mixture was extracted with EtOAc (50 mL 3). The organic phases were washed withbrine, dried over Na2SO4, filtered and concentrated in vacuum. The residue was purified by flashchromatography on silica gel (eluent: EtOAc/PE 1:20) to give the racemic alcohol 2a-2f, 2m and 2n(see Supplementary Materials for NMR spectroscopic data). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 169 5-(2-Piperidinyl-ethyl)-2-methyl-1H-indole-3-carboxylic 1-(3,4-dichlorophenyl)-ethyl Ester The procedure for Example 65 was followed, substituting (3,4-dichlorophenyl)-ethan-1-ol for (S)-phenylethanol, and substituting piperidine for diethylamine. ESI+MS m/z 459 (M+1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 78; 5-[1-(3,4-Dichlorophenyl)-ethoxy]-quinazoline-2,4-diamine; [00244] Step 1; To a cold (ice water) suspension of sodium hydride (316 mg; 7.9 mmol) in anhydrous DMF (10 mL) is added a solution of 1-(3,4-dichlorophenyl)- ethanol (1.40 g; 7.3 mmol) in anhydrous DMF (5 mL) over 30 minutes. After allowing to room temperature over 30 minutes, this solution is added to a cold (ice water) stirred solution of 2,6-difluorobenzonitrile (1.0 g; 7.2 mmol) in anhydrous DMF (15 mL), and allowed to room temperature over 2 hours. The reaction mixture is poured into ice water with vigorous stirring and extracted with ethyl acetate. The organics are separated and dried over magnesium sulfate. The solvent is removed and the resulting oil is dried under vacuum at 30 C overnight to give 1.93 gm of 2-[1- (3,4-dichlorophenyl) -ethoxy]-6-fluorobenzonitrile. |
Tags: 1475-11-2 synthesis path| 1475-11-2 SDS| 1475-11-2 COA| 1475-11-2 purity| 1475-11-2 application| 1475-11-2 NMR| 1475-11-2 COA| 1475-11-2 structure
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H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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