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| CAS No.: | 137-07-5 |
|---|---|
| Name: | 2-Aminobenzenethiol |
| Molecular Structure: | |
|
|
|
| Formula: | C6H7NS |
| Molecular Weight: | 125.194 |
| Synonyms: | NSC 106635;o-Aminobenzenethiol;o-Aminophenyl mercaptan;o-Aminothiophenol;o-Mercaptoaniline;a-Aminothiophenol;Benzenethiol,2-amino-;Benzenethiol,o-amino- (6CI,8CI);1-Amino-2-mercaptobenzene;2-Amino-1-mercaptobenzene;2-Aminophenyl mercaptan;2-Mercaptoaniline;2-Thioaniline; |
| EINECS: | 205-277-3 |
| Density: | 1.2 g/cm3 |
| Melting Point: | 23 °C |
| Boiling Point: | 234.9 °C at 760 mmHg |
| Flash Point: | 95.8 °C |
| Solubility: | insoluble in water |
| Appearance: | clear yellow to amber liquid |
| Hazard Symbols: |
 C, N
|
| Risk Codes: | 22-34-50/53-37-20/21/22 |
| Safety: | 26-36/37/39-45-60-61-25-27 |
| Transport Information: | UN 1760 8/PG 3 |
| PSA: | 64.82000 |
| LogP: | 2.13870 |
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| Conditions | Yield |
|---|---|
| With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide In water; dimethyl sulfoxide at 90℃; for 20h; Inert atmosphere; | 99% |
| Conditions | Yield |
|---|---|
| With tert.-butylhydroperoxide; iodine In water; dimethyl sulfoxide at 60℃; | 98% |
| With potassium hydroxide at 110℃; for 24h; Reagent/catalyst; | 87% |
| With iodine; potassium hydroxide In water; dimethyl sulfoxide at 100℃; | 82% |
| Conditions | Yield |
|---|---|
| With indium; ammonium chloride In ethanol for 2h; Reduction; Heating; | 96% |
| With sodium tetrahydroborate; lithium chloride In tetrahydrofuran at 0 - 35℃; | 93% |
| With magnesium In methanol for 2h; Ambient temperature; | 85% |
- 86333-20-2
2-(2-aminophenylthio)-4-phenyl-2,3-dihydro-1,5-benzothiazepine
A
- 612-96-4
2-Phenylquinoline
B
- 137-07-5
2-amino-benzenethiol
C
- 1141-88-4
2-Aminophenyl disulfide
| Conditions | Yield |
|---|---|
| In toluene for 4h; Heating; | A 95% B n/a C n/a |
| Conditions | Yield |
|---|---|
| With hydrogen bromide In water at 30℃; for 2h; Temperature; Inert atmosphere; | 92.7% |
- 1141-88-4
2-Aminophenyl disulfide
- 587-88-2
ethyl 2-(4-fluorophenyl)acetate
A
- 100638-27-5
2-(4-fluorophenyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine
B
- 137-07-5
2-amino-benzenethiol
| Conditions | Yield |
|---|---|
| With sodium hydride In dimethyl sulfoxide; N,N-dimethyl-formamide at 100℃; for 0.333333h; | A 92% B n/a |
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.5h; Reduction; | A 10% B 90% |
| With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.166667h; Reduction; | A 80% B 20% |
- 23786-14-3
4-methoxy-phenyl acetic acid methyl ester
- 1141-88-4
2-Aminophenyl disulfide
A
- 92552-87-9
2-(4-methoxy-phenyl)-4H-benzo[1,4]thiazin-3-one
B
- 137-07-5
2-amino-benzenethiol
| Conditions | Yield |
|---|---|
| With sodium hydride In dimethyl sulfoxide; N,N-dimethyl-formamide at 100℃; for 0.333333h; | A 88% B n/a |
- 101-41-7
benzeneacetic acid methyl ester
- 1141-88-4
2-Aminophenyl disulfide
A
- 38533-19-6
3,4-dihydro-2-phenyl-2H-1,4-benzothiazin-3-one
B
- 137-07-5
2-amino-benzenethiol
| Conditions | Yield |
|---|---|
| With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h; | A 86% B n/a |
| With sodium hydride In N,N-dimethyl-formamide at 100℃; for 0.333333h; other methyl or ethyl aryl- or pyridylacetates; |
- 137-07-5
2-amino-benzenethiol
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.25h; Reduction; | 85% |
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- Total:34 Page 1 of 1 1
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Chemistry
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IUPAC Name: 2-Aminobenzenethiol
Canonical SMILES: C1=CC=C(C(=C1)N)S
InChI: InChI=1S/C6H7NS/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2
InChIKey: VRVRGVPWCUEOGV-UHFFFAOYSA-N
Molecular Weight: 125.19148 [g/mol]
Molecular Formula: C6H7NS
XLogP3-AA: 1.4
H-Bond Donor: 1
H-Bond Acceptor: 1
EINECS: 205-277-3
Water Solubility: INSOLUBLE
Sensitive: Stench
Appearance: clear yellow to amber liquid
Melting Point: 23 °C
Index of Refraction: 1.663
Molar Refractivity: 38.66 cm3
Molar Volume: 104.3 cm3
Surface Tension: 53 dyne/cm
Density: 1.2 g/cm3
Flash Point: 95.8 °C
Enthalpy of Vaporization: 47.16 kJ/mol
Boiling Point: 234.9 °C at 760 mmHg
Vapour Pressure: 0.0517 mmHg at 25 °C
Product Categories of 2-Aminobenzenethiol (CAS NO.137-07-5): Phenol & Thiophenol & Mercaptan; Phenoles and thiophenoles; Carbonyl Group Labeling Reagents for Fluorescence HPLC; Fluorescence Detection (HPLC Labeling Reagents); HPLC Labeling Reagents; Analytical Chemistry
Uses
2-Aminobenzenethiol (CAS NO.137-07-5) is used as an antinematodal agent, as well as an intermediate of belfosdil.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 25mg/kg (25mg/kg) | National Technical Information Service. Vol. AD277-689, | |
| mouse | LD50 | intravenous | 100mg/kg (100mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02532, | |
| rat | LDLo | oral | 500mg/kg (500mg/kg) | BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN | "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 90, 1969. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Hazard Codes: 
C,
N
Risk Statements: 22-34-50/53-37-20/21/22
R22:Harmful if swallowed.
R34:Causes burns.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R37:Irritating to respiratory system
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-45-60-61-25-27
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S25:Avoid contact with eyes.
S27:Take off immediately all contaminated clothing.
RIDADR: UN 1760 8/PG 3
WGK Germany: 3
RTECS: DC0600000
Hazard Note: Corrosive/Stench
HazardClass: 8
PackingGroup of 2-Aminobenzenethiol (CAS NO.137-07-5): III
Specification
2-Aminobenzenethiol (CAS NO.137-07-5), its Synonyms are 1-Amino-2-mercaptobenzene ; 2-Aminothiophenol ; 2-Mercaptaniline ; 2-Mercaptoaniline ; o-Aminobenzenethiol ; o-Aminothiophenol ; o-Mercaptoaniline ; Benzenethiol, 2-amino- ; Benzenethiol, o-amino- .