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Basic Information
CAS No.: 237429-33-3
Name: 4-Mercaptophenylboronic acid
Article Data: 2
Molecular Structure:
Molecular Structure of 237429-33-3 (4-Mercaptophenylboronic acid)
Formula: C6H7BO2S
Molecular Weight: 153.997
Synonyms: Boronicacid, (4-mercaptophenyl)- (9CI);(4-sulfanylphenyl)boronic acid;
Density: 1.27 g/cm3
Melting Point: >230 °C(lit.)
Boiling Point: 329.4 °C at 760 mmHg
Flash Point: 153 °C
Safety: 24/25
PSA: 79.26000
LogP: -0.34490
Synthetic route
237429-34-4

4-[(dimethyl-tert-butyl-silyl)thio]-phenylboronic acid

237429-33-3

4-mercaptophenylboronic acid

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane desilylation;88%
76-05-1

trifluoroacetic acid

237429-34-4

4-[(dimethyl-tert-butyl-silyl)thio]-phenylboronic acid

237429-33-3

4-mercaptophenylboronic acid

Conditions
ConditionsYield
In dichloromethane equimolar amts., stirring overnight; evapn. (reduced pressure), crystn. (water);88%
106-53-6

para-bromobenzenethiol

237429-33-3

4-mercaptophenylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 92 percent / sodium hydride in oil / tetrahydrofuran / 14 h / 20 °C
2.1: n-butyl lithium / tetrahydrofuran; hexane / 0.25 h / -78 °C
2.2: 77 percent / tri-isopropyl borate / tetrahydrofuran / 4 h / -78 - -20 °C
3.1: 88 percent / trifluoroacetic acid / CH2Cl2
View Scheme
153312-70-0

(4-bromophenylsulfanyl)-tert-butyldimethylsilane

237429-33-3

4-mercaptophenylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyl lithium / tetrahydrofuran; hexane / 0.25 h / -78 °C
1.2: 77 percent / tri-isopropyl borate / tetrahydrofuran / 4 h / -78 - -20 °C
2.1: 88 percent / trifluoroacetic acid / CH2Cl2
View Scheme

C10H13BOS

237429-33-3

4-mercaptophenylboronic acid

Conditions
ConditionsYield
With sodium hydroxide In water pH=11 - 12; Large scale;1.93 kg
76-09-5

2,3-dimethyl-2,3-butane diol

237429-33-3

4-mercaptophenylboronic acid

1029438-23-0

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenethiol

Conditions
ConditionsYield
With sodium sulfate at 20℃; for 16h; Inert atmosphere;100%
With magnesium sulfate In diethyl ether at 20℃;98%
With magnesium sulfate In cyclohexane at 20℃;98%
105-36-2

ethyl bromoacetate

237429-33-3

4-mercaptophenylboronic acid

1211474-17-7

{4-[(2-ethoxy-2-oxoethyl)thio]phenyl}boronic acid

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetonitrile at 20℃; for 18h;100%
76-84-6

triphenylmethyl alcohol

237429-33-3

4-mercaptophenylboronic acid

1310810-82-2

4-(tritylsulfanyl)phenylboronic acid

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 1h;95%

N'-(cyclohexylmethyl)-N'-((1R,2S,E)-1-hydroxy-1,4-diphenylbut-3-en-2-yl)-4-methoxybenzohydrazide

237429-33-3

4-mercaptophenylboronic acid

4-((7S,8R,Z)-6-(cyclohexylmethyl)-4-(4-methoxyphenyl)-8-phenyl-7-((E)-styryl)-7,8-dihydro-6H-1,3,5,6,2-dioxadiazaborocin-2-yl)benzenethiol

Conditions
ConditionsYield
In dichloromethane at 40℃; for 0.5h;95%
96-27-5

rac-3-sulfanylpropane-1,2-diol

237429-33-3

4-mercaptophenylboronic acid

C9H11BO2S2

Conditions
ConditionsYield
In toluene at 20℃; for 24h; Molecular sieve; Glovebox;94.8%
Downstream Products
98546-51-1
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Specification

The Boronic acid,B-(4-mercaptophenyl)-, with the CAS registry number 237429-33-3, has the systematic name of (4-sulfanylphenyl)boronic acid. It belongs to the following product categories: Benzene Series; Boronic Acid; Aryl; Boronic Acids; Boronic Acids and Derivatives; Boronic Acids. And the molecular formula of the chemical is C6H7BO2S.

The characteristics of Boronic acid,B-(4-mercaptophenyl)- are as followings: (1)ACD/LogP: 1.89; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.75; (4)ACD/LogD (pH 7.4): 0.39; (5)ACD/BCF (pH 5.5): 11.58; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 182.9; (8)ACD/KOC (pH 7.4): 7.95; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 43.76 Å2; (13)Index of Refraction: 1.594; (14)Molar Refractivity: 41.13 cm3; (15)Molar Volume: 121.1 cm3; (16)Polarizability: 16.3×10-24cm3; (17)Surface Tension: 50.5 dyne/cm; (18)Density: 1.27 g/cm3; (19)Flash Point: 153 °C; (20)Enthalpy of Vaporization: 60.36 kJ/mol; (21)Boiling Point: 329.4 °C at 760 mmHg; (22)Vapour Pressure: 7.17E-05 mmHg at 25°C. 
   
Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: OB(O)c1ccc(S)cc1
(2)InChI: InChI=1/C6H7BO2S/c8-7(9)5-1-3-6(10)4-2-5/h1-4,8-10H
(3)InChIKey: AUVSUPMVIZXUOG-UHFFFAOYAO