[ CAS No. 636-32-8 ] {[proInfo.proName]}

Name: 636-32-8|Benzene-1,2,4,5-tetraol|95%
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SKU: A162888
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3d Animation Molecule Structure of 636-32-8

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Quality Control of [ 636-32-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 636-32-8 ]

SDS Specification

Alternatived Products of [ 636-32-8 ]

Product Details of [ 636-32-8 ]

CAS No. :	636-32-8	MDL No. :	MFCD19441381
Formula :	C₆H₆O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	UYQMSQMCIYSXOW-UHFFFAOYSA-N
M.W :	142.11	Pubchem ID :	69464
Synonyms :

Calculated chemistry of [ 636-32-8 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	0
Num. H-bond acceptors :	4.0
Num. H-bond donors :	4.0
Molar Refractivity :	34.53
TPSA :	80.92 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-6.81 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.41
Log Po/w (XLOGP3) :	0.5
Log Po/w (WLOGP) :	0.51
Log Po/w (MLOGP) :	-0.4
Log Po/w (SILICOS-IT) :	-0.06
Consensus Log Po/w :	0.19

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.48
Solubility :	4.7 mg/ml ; 0.0331 mol/l
Class :	Very soluble
Log S (Ali) :	-1.77
Solubility :	2.42 mg/ml ; 0.017 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.07
Solubility :	120.0 mg/ml ; 0.847 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	1.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.02

Safety of [ 636-32-8 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 636-32-8 ]

* 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.

Upstream synthesis route of [ 636-32-8 ]
Downstream synthetic route of [ 636-32-8 ]

[ 636-32-8 ] Synthesis Path-Upstream 1~4

1
[ 615-94-1 ]
[ 636-32-8 ]

Yield	Reaction Conditions	Operation in experiment
74%	at 110℃; for 1 h;	To a solution of 2,5-dihydroxy-1,4-dibenzoquinone 7 (2.0 g, 1.0 equiv.) in HCl (110 mL) tin granulate (2.068 g, 1.2 equiv.) was added slowly. The reaction was warmed to 110 °C for 1 hour, and when temperature decrease (50-60 °C), was filtered and cooled to 0 °C, to obtain, after crystallization, compound 8 (1.450 g, 74percent) as colorless crystals. ¹H NMR (MeOD, 300 MHz) δ 5.0 (br, 4H), 5.90 (s, 2H). ESI-MS: m/z 145.03 [M⁺].

Reference： [1] Journal of Organometallic Chemistry, 2000, vol. 614-615, p. 188 - 194
[2] Journal of Organic Chemistry, 2008, vol. 73, # 12, p. 4452 - 4457
[3] Chemistry - A European Journal, 2013, vol. 19, # 51, p. 17349 - 17357
[4] European Journal of Medicinal Chemistry, 2013, vol. 67, p. 269 - 279
[5] Collection of Czechoslovak Chemical Communications, 2012, vol. 77, # 3, p. 201 - 209
[6] Journal of Organic Chemistry, 1985, vol. 50, # 22, p. 4276 - 4281
[7] Journal of the American Chemical Society, 2016, vol. 138, # 18, p. 5797 - 5800
[8] Collection of Czechoslovak Chemical Communications, 1959, vol. 24, p. 729,733
[9] Archiv der Pharmazie, 1979, vol. 312, # 9, p. 741 - 746
[10] Tetrahedron Letters, 1994, vol. 35, # 39, p. 7255 - 7258
[11] Journal of the Chemical Society. Perkin Transactions 2, 1996, vol. 2, p. 229 - 240
[12] The Journal of organic chemistry, 2002, vol. 67, # 14, p. 4635 - 4639
[13] Dalton Transactions, 2003, # 11, p. 2219 - 2223
[14] Patent: US5599522, 1997, A,
[15] Journal of the American Chemical Society, 2009, vol. 131, # 47, p. 17321 - 17327
[16] Canadian Journal of Chemistry, 2012, vol. 90, # 1, p. 23 - 33
[17] Chemical Communications, 2013, vol. 49, # 81, p. 9308 - 9310
[18] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 10, p. 2379 - 2382
[19] Journal of Physical Chemistry A, 2015, vol. 119, # 22, p. 5676 - 5684
[20] Dalton Transactions, 2016, vol. 45, # 4, p. 1339 - 1344
[21] Patent: CN103030549, 2016, B, . Location in patent: Paragraph 0061;0062
[22] Polyhedron, 2018, vol. 143, p. 209 - 214

2
[ 123-31-9 ]
[ 636-32-8 ]

Reference： [1] Patent: US2006/180791, 2006, A1,

3
[ 615-94-1 ]
[ 636-32-8 ]

Yield	Reaction Conditions	Operation in experiment
14.07 mmol, 49.3%	With hydrogenchloride In water	EXAMPLE 54 1,2,4,5-Tetrahydroxybenzene STR76 2,5-Dihydroxy-1,4-benzoquinone (4.00 g, 28.55 mmol) was suspended in water (50 ml, distilled) followed by Na₂ S₂ O₄ (10.00 g, 57.47 mmol) and HCl (5.5 g, 55.75 mmol conc. soln.). The mixture was stirred 30 min. at room temperature and evaporated to dryness. The residue was washed with THF (40 ml) and filtered. The THF was evaporated yielding 2.00 g (14.07 mmol, 49.3percent) of the title substance. ¹ H NMR (DMSO6, 300 MHz) δ: 7.59 (bs, OH, 4H),6.23 (s, CH, 2H). ¹³ C NMR (DMSOd6, 75 MHz) δ: 136,96, 104.65.

Reference： [1] Patent: US5599522, 1997, A,

4
[ 72391-34-5 ]
[ 636-32-8 ]

Reference： [1] Archiv der Pharmazie, 1979, vol. 312, # 9, p. 741 - 746

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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:
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P351	Rinse cautiously with water for several minutes.
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P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
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P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
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P378
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
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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.
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Yield	Reaction Conditions	Operation in experiment
74%	With hydrogenchloride; tin; at 110℃; for 1h;	To a solution of 2,5-dihydroxy-1,4-dibenzoquinone 7 (2.0 g, 1.0 equiv.) in HCl (110 mL) tin granulate (2.068 g, 1.2 equiv.) was added slowly. The reaction was warmed to 110 C for 1 hour, and when temperature decrease (50-60 C), was filtered and cooled to 0 C, to obtain, after crystallization, compound 8 (1.450 g, 74%) as colorless crystals. 1H NMR (MeOD, 300 MHz) delta 5.0 (br, 4H), 5.90 (s, 2H). ESI-MS: m/z 145.03 [M+].
65%	With hydrogenchloride; tin; for 1h;Reflux;	To a flask was added 2,5-dihydroxy-[1,4] benzoquinone (1.0 g, 7.15 mmol), concentrated HCl(20 mL). The mixture was constantly stirred with slowly adding to tinpowder (1.02 g, 8.58 mmol), refluxed for 1 h. The reaction mixture at50 C was filtered off, and the filtrate was cooled at 0 C to yield whitesolid. The crude product was recrystallized from THF to yield tetrahydroxybenzene(0.65 g, 65%).
	With hydrogenchloride; iron; In water;	EXAMPLE 55 1,2,4,5-Tetrahydroxybenzene STR77 2,5-Dihydroxy-1,4-benzoquinone (10.00 g, 71.43 mmol) was suspended in water (200 ml, distilled) followed by HCl (6 mL, 142.86 mmol, conc.). Iron (4.00 g, 71.43 mmol, powder) was added and the mixture was stirred 30 minutes at room temperature. The solution was filtered and the solution evaporated to dryness. The product was isolated as a grey brown powder containing some iron complexes. Yield 14.80 g. The product is used as such in the reaction with acetone and P2 O5 (Example 5) with no negative effects.

	With palladium 10% on activated carbon; hydrogen; In ethanol; under 3750.38 Torr; for 72h;	A suspension of 2,5-dihydroxycyclohexa-2,5-diene-1,4-dione (1) (10 g, 3.6 mmol) in 100 mL ethanol was hydrogenated in the presenceof 10% Pd/C (1.2 g) under in an initial hydrogen pressure of 0.5 MPa for 3 days. After completion of the reaction (LC-MS), the mixture was filtered off, the filtrate was concentrated under reduced pressure to afford compound a-1. To a round-bottom flask fitted with Dean-Stark apparatus were added compound a-1 (9.9 g, 70 mmol), Pyridiniumtoluene-4-sulfonate (2 g, 8 mmol), 2-Methoxypropene (30 mL, 0.31 mol), and toluene (300 mL).The mixture was heated to reflux for 3 h. A second portion of 2-methoxypropene (20 mL, 0.21 mol) was added and heating continued for 12 h. After cooling, the reaction mixture was washed with aqueous NaOH (6 mol/L) and brine, dried over Na2SO4, and concentrated under reduced pressure. Thecrude product was purified by chromatography on silica gel (PE/EtOAc = 100/1) to afford compound a-2 with the yield of 80%. n-BuLi (1.6 M in hexane, 1.6 mL, 2.5 mmol) at -10 oC under nitrogen was added to a solution of a-2 (0.43 g, 2.2 mmol) in THF (10 mL). After stirring for 30 min at -10 oC, alkyl bromide (2.5 mmol) was added to the solution slowly. After 10 min, the mixture was warm to 25 oC and stirred overnight. After completion of the reaction (TLC), saturated ammonium chloride (2 mL) was added to the solution. The mixture was extracted with diethyl ether, washed with brine,dried over Na2SO4, and concentrated under reduced pressure. The crude product was purified by chromatography on silica gel to give intermediates 4a-8a. Then the intermediate was dissolved in dioxane (5 mL), followed by the addition of hydrochloride acid (6 mol/L, 2 mL). The mixture was stirred at reflux under the air for 8h. After cooling, the solution was extracted with diethyl ether, washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The crude product was purified by chromatography on silica gel (acidated by 0.1 mol/L oxalic acid) to give the pure product.
	With palladium on activated charcoal; hydrogen; In ethanol; under 2280.15 - 3800.26 Torr;	The starting materials for the preparation of the following compounds are all Compound A,It was prepared from 2,5-diphenylyl-1,4-benzothiophene followed by H2 / Pd-C reduction,To obtain 1,2,4,5-benzenetetraol,And then with 2-methyl propylene,Pyridine p-toluenesulfonate (PPTS)
	With (iPr4PCP)IrH4; hydrogen; In toluene; at 100℃; under 760.051 Torr; for 2h;	General procedure: To a Teflon stoppered tube shaped glass ampoule ?4.8mL in volume, 0.166mmol of the desired para-benzoquinone, a stir bar, and 0.25mL toluene containing 0.5mg iPrPCPIrH4 are added. Then the solution is freeze-pump-thaw degassed twice, and 1atm H2 applied. The sealed vessel is heated at a given temperature in an aluminum heat block with stirring for a prescribed period of time. When the reaction is ceased, volatiles are removed until only several muL toluene remain, and then the ampoule is quickly sealed. After this, 0.5mL THF-d8 is added and the solution transferred to an NMR tube for analysis.

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

[ CAS No. 636-32-8 ] {[proInfo.proName]}

Quality Control of [ 636-32-8 ]

Related Doc. of [ 636-32-8 ]

Product Details of [ 636-32-8 ]

Calculated chemistry of [ 636-32-8 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 636-32-8 ]

Application In Synthesis of [ 636-32-8 ]

[ 636-32-8 ] Synthesis Path-Upstream 1~4

[ 636-32-8 ] Synthesis Path-Downstream 1~88

Related Functional Groups of [ 636-32-8 ]

Aryls

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 636-32-8 ]