CAS 1193-02-8 4-Aminothiophenol (HCID 14510)

Overview

RN given refers to parent cpd

Names & identifiers

Preferred name: 4-Aminothiophenol
IUPAC: 4-aminobenzenethiol
English name: 4-Aminothiophenol
Molecular formula: C6H7NS
Molecular weight: 125.19

Names & synonyms

4-Aminothiophenol1193-02-84-AMINOBENZENETHIOL4-Mercaptoanilinep-AminothiophenolBenzenethiol, 4-amino-p-Aminobenzenethiolp-MercaptoanilineBenzenethiol, p-amino-8X56V0K20XDTXSID1074466RefChem:518321

Show more names

4-Aminothiopheno4-Aminothophenolp-Aminophenylthiolp-amino-benzenethio

DTXCID2033497214-763-44-aminobenzene-1-thiol4-Aminophenyl mercaptanp-Aminophenylmercaptan4-aminothiphenol4-Amino thiophenolMFCD00007880

Database identifiers

CAS: 1193-02-8
PubChem CID: 14510
DTXSID: DTXSID1074466
UNII: 8X56V0K20X
EC Number: 214-763-4
Nikkaji: J7.450K

Properties

Computed structural properties

XLogP: 1.3
Topological polar surface area: 27 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 8
Formal charge: 0
Complexity: 66.9

Experimental & physicochemical properties

LogP1.31

Physicochemical properties

Melting point: 37 · 37-42 °C(lit.)
Boiling point: 140 · 140-145 °C16 mm Hg(lit.)
Density: 1.136 · 1.136 (estimate)
refractive index: 1.4606 · 1.4606 (estimate)
Flash point: 230 °F · >230 °F
storage temp.: 2 · 2-8°C
solubility: 7.3 g/l · 7.3g/l
pka: 8.74 · 8.74±0.10(Predicted)
form: Crystals, Flakes or Crystalline Mass
color: Off-white to brown
Water Solubility: Immiscible with water.
Sensitive: Stench
BRN: 906904 · 906904
InChI: 1S/C6H7NS/c7-5-1-3-6(8)4-2-5/h1-4,8H,7H2
InChIKey: WCDSVWRUXWCYFN-UHFFFAOYSA-N
SMILES: Nc1ccc(S)cc1
CAS DataBase Reference: 1193 · 1193-02-8(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 8 X56V0K20X · 8X56V0K20X
NIST Chemistry Reference: 4 · 4-Aminothiophenol(1193-02-8)
EPA Substance Registry System: 4 · 4-Aminothiophenol (1193-02-8)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 260 · P260-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: C
Risk Statements: 34 · 34-37
Safety Statements: 26 · 26-28-36/37/39-45-25-27
RIDADR: 3263 · UN 3263 8/PG 2
WGK Germany: 3 · 3
RTECS: 602500 · DC0602500
F: 10 · 10-13-23
Hazard Note: Corrosive/Stench
HazardClass: 8 · 8
PackingGroup: III
HS Code: 29309070 · 29309070
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 B · Skin Corr. 1B
Limited Quantities: 1 L · 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (16.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (16.3%)

Safety data

F: 10-13-23
PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
rtecs: DC0602500
ridadr: UN 3263 8/PG 2
hs_code: 29309070
risk_code: 34-37
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
hazard_note: Corrosive/Stench
safety_code: 26-28-36/37/39-45-25-27
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: III
Hazard statements: H314
Limited Quantities: 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Hazard Classifications: Skin Corr. 1B
Precautionary statements: P260-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338

Chemistry & industry

Applications · 3 items

Uses4-Aminothiophenol is used in the synthesis of pectin-4-aminothiophenol conjugates and it forms self-assembled monolayers (SAMs) in the development of DNA. It is used in the detection of thrombin by protein recognition using surface-enhanced Raman spectroscopy (SERS), which finds applications in silver and gold nano particles. It acts as a linker to thiol (SH) functionalizes multiwalled carbon nanotubes (MWCNTs).

Uses4-Aminothiophenol (4-ATP) was employed as bifunctional molecule to functionalize gold nanoparticles (NPs) used in surface-enhanced Raman spectroscopy (SERS) detection of thrombin by protein recognition.

General Description4-Aminothiophenol (p-aminothiophenol, PATP) is an aromatic thiol. The self-assembly of silver and gold nano particles which are interconnected with 4-ATP to form metal-molecule-metal sandwich architecture has been characterized by surface enhanced Raman scattering (SERS) using an off-surface plasmon resonance condition. Chemical transformation of PATP to 4,4-dimercaptoazobenzene (DMAB) has been extensively studied.

Preparation methods · 1 item

Preparationsynthesis of 4-aminothiophenol: A mixture of 128 g. of p-chloronitrobenzene and a solution of 480 g. of sodium sulfide nonahydrate in 2 l. of water is heated to reflux for 8 hours. The cooled mixture is extracted with ether to remove a small amount of oil, the remaining aqueous solution is saturated with sodium chloride, and 240 g. of glacial acetic acid is added. The precipitated oil is removed by ether extraction, and the resulting ethereal solution is dried over sodium sulfate and distilled to give 70 g. (69%) of 4-aminothiophenol boiling at 143-146°/17 mm. and melting at 43-45°.