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4-Mercaptobenzyl alcohol

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Name

4-Mercaptobenzyl alcohol

EINECS N/A
CAS No. 53339-53-0 Density 1.21 g/cm3
PSA 59.03000 LogP 1.46760
Solubility N/A Melting Point 52-54 °C
Formula C7H8OS Boiling Point 277.7 °C at 760 mmHg
Molecular Weight 140.206 Flash Point 121.8 °C
Transport Information N/A Appearance White Crystal
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 53339-53-0 (4-Mercaptobenzyl alcohol) Hazard Symbols N/A
Synonyms

Benzylalcohol, p-mercapto- (7CI);(4-Mercaptophenyl)methanol;4-(Hydroxymethyl)thiophenol;4-Mercaptobenzyl alcohol;p-Mercaptobenzyl alcohol;

Article Data 28

4-Mercaptobenzyl alcohol Synthetic route

1074-36-8

4-mercaptobenzoic acid

53339-53-0

4-mercaptobenzyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 6h; Inert atmosphere;97%
With lithium aluminium tetrahydride In tetrahydrofuran for 16.5h; Inert atmosphere; Reflux;93%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 16h; Inert atmosphere;82%
18282-51-4

4-iodo-benzyl alcohol

53339-53-0

4-mercaptobenzyl alcohol

Conditions
ConditionsYield
Stage #1: 4-iodo-benzyl alcohol With copper(l) iodide; potassium carbonate; sulfur In N,N-dimethyl-formamide at 90℃; for 12h; Inert atmosphere;
Stage #2: With sodium tetrahydroborate In N,N-dimethyl-formamide at 40℃; Inert atmosphere; Cooling with ice;
89%
832-32-6

4-(pentafluoro-λ6-sulphanyl)benzoic acid

A

773872-73-4

[4-(pentafluoro-λ6-sulfanyl)phenyl]methanol

B

53339-53-0

4-mercaptobenzyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at -5 - 20℃;A 81%
B n/a
35190-68-2

dimethyl 4,4'-dithiobisbenzoate

53339-53-0

4-mercaptobenzyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether for 1h; Ambient temperature;71%
20057-83-4

diethyl 4,4'-dithiobis

53339-53-0

4-mercaptobenzyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
3446-90-0

4-(methylthio)benzyl alcohol

53339-53-0

4-mercaptobenzyl alcohol

Conditions
ConditionsYield
Yield given. Multistep reaction;
6302-65-4

methyl 4-mercaptobenzoate

53339-53-0

4-mercaptobenzyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride
13511-93-8

S-(4-carbomethoxyphenyl) N,N-dimethylthiocarbamate

53339-53-0

4-mercaptobenzyl alcohol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. KOH / methanol
2: 51 percent / LiAlH4 / tetrahydrofuran / 14 h
View Scheme
1155-51-7

4,4'-Dithiobisbenzoic acid

53339-53-0

4-mercaptobenzyl alcohol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) SOCl2, 2.) Et3N / 1.) reflux, 2 h, 2.) Et2O, reflux, 2 h
2: 71 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 1 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
2: LiAlH4; diethyl ether
View Scheme
150-13-0

4-amino-benzoic acid

53339-53-0

4-mercaptobenzyl alcohol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) aq. HCl, NaNO2, (ii) potassium ethyl xanthate, (iii) KOH, EtOH
2: HCl
3: LiAlH4
View Scheme

4-Mercaptobenzyl alcohol Specification

The 4-Mercaptobenzyl alcohol is an organic compound with the formula C7H8OS. The IUPAC name of this chemical is (4-sulfanylphenyl)methanol. With the CAS registry number 53339-53-0, it is also named as benzenemethanol, 4-mercapto-. The product's categories are Thiol; Benzhydrols, Benzyl & Special Alcohols; Phenol & Thiophenol & Mercaptan; Aromatics Compounds; Aromatics; Sulfur & Selenium Compounds. Besides, it is a white crystal.

Physical properties about 4-Mercaptobenzyl alcohol are: (1)ACD/LogP: 1.34; (2)ACD/LogD (pH 5.5): 1.28; (3)ACD/LogD (pH 7.4): 0.23; (4)ACD/BCF (pH 5.5): 5.31; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 110.49; (7)ACD/KOC (pH 7.4): 9.93; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 34.53 Å2; (12)Index of Refraction: 1.623; (13)Molar Refractivity: 40.87 cm3; (14)Molar Volume: 115.8 cm3; (15)Polarizability: 16.2×10-24cm3; (16)Surface Tension: 50.8 dyne/cm; (17)Density: 1.21 g/cm3; (18)Flash Point: 121.8 °C; (19)Enthalpy of Vaporization: 54.54 kJ/mol; (20)Boiling Point: 277.7 °C at 760 mmHg; (21)Vapour Pressure: 0.00213 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: OCc1ccc(S)cc1
(2)InChI: InChI=1/C7H8OS/c8-5-6-1-3-7(9)4-2-6/h1-4,8-9H,5H2
(3)InChIKey: XBKHQENGCLDART-UHFFFAOYAX
(4)Std. InChI: InChI=1S/C7H8OS/c8-5-6-1-3-7(9)4-2-6/h1-4,8-9H,5H2
(5)Std. InChIKey: XBKHQENGCLDART-UHFFFAOYSA-N

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