4-Isothiocyanatobenzoic acid

HCID 242946CAS 2131-62-6

Substructure search Find similar structures

Basic information

Standard SMILES: O=C(O)c1ccc(N=C=S)cc1
InChIKey: RBEFRYQKJYMLCC-UHFFFAOYSA-N
Molecular formula: C8H5NO2S
Average molar mass: 179.2 g/mol
Monoisotopic mass: 179.0040994

Overview

4-isothiocyanatobenzoic acid is the isothiocyanate formed by substitution of an S=C=N group at the para-position of benzoic acid. It is functionally related to a benzoic acid. It is a conjugate acid of a 4-isothiocyanatobenzoate.

Names & identifiers

Preferred name: 4-Isothiocyanatobenzoic acid
IUPAC: 4-isothiocyanatobenzoic acid
English name: 4-Carboxyphenyl isothiocyanate
Molecular formula: C8H5NO2S
Molecular weight: 179.2

Names & synonyms

4-Isothiocyanatobenzoic acid2131-62-6Benzoic acid, 4-isothiocyanato-4-IcbaG83CC6APM6NSC-52064CHEBI:64464DTXSID90175579RefChem:995234-carboxy-phenyl-isothiocyanateDTXCID30980704-Carboxyphenyl isothiocyanate

Show more names

4-isothiocyanatobenzoate4-isothiocyanatobenzoicaci4-Isothiocyanatobenzoic acid,98%

4-carboxyphenylisothiocyanatep-isothiocyanatobenzoic acidMFCD00041369Benzoic acid,4-isothiocyanato-RARECHEM AL BO 0440UNII-G83CC6APM6p-Isothiocyanato-benzoesaure4-Carboxyphenyl isothiocyate

Database identifiers

CAS: 2131-62-6
PubChem CID: 242946
DTXSID: DTXSID90175579
ChEMBL: CHEMBL6141951
ChEBI: CHEBI:64464
UNII: G83CC6APM6
EC Number: 671-008-5
Nikkaji: J265.474A

Properties

Computed structural properties

XLogP: 3.5
Topological polar surface area: 81.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 215

Experimental & physicochemical properties

LogP2.44

Physicochemical properties

Melting point: 220 °C · 220 °C
Boiling point: 361.6 · 361.6±25.0 °C(Predicted)
Density: 1.27 · 1.27
refractive index: 1.637 · 1.6370 (estimate)
Flash point: 173 ℃ · 173℃
storage temp.: Keep Cold
pka: 3.82 · 3.82±0.10(Predicted)
Water Solubility: 19 mg/L · 19mg/L(25 ºC)
CAS DataBase Reference: 2131 · 2131-62-6(CAS DataBase Reference)
FDA UNII: 83 CC6APM6 · G83CC6APM6
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H312-H332
Precautionary statements: 261 · P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501
Hazard Codes: Xn,T
Risk Statements: 36 · 36/37/38-20/21/22
Safety Statements: 36 · 36/37/39-26
RIDADR: 2811 · 2811
HazardClass: KEEP COLD, LACHRYMATOR, TOXIC
HS Code: 29309090 · 29309090

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (66.7%)

Safety data

ridadr: 2811
hs_code: 29309090
risk_code: 36/37/38-20/21/22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,T
safety_code: 36/37/39-26
hazard_class: KEEP COLD, LACHRYMATOR, TOXIC
Hazard statements: H302-H312-H332
Precautionary statements: P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501

Chemistry & industry

Applications

Uses4-Carboxyphenyl isothiocyanate is a novel H2S-donor that promotes cardioprotective effects against ischemia/reperfusion injury through the activation of mitoKATP channels and reduction of oxidative stress.