CAS 942-91-6 ((Phenylthioxomethyl)thio)acetic acid (HCID 70336)

Names & identifiers

Preferred name: ((Phenylthioxomethyl)thio)acetic acid
IUPAC: 2-(benzenecarbonothioylsulfanyl)acetic acid
English name: 2-(Benzothioylthio)acetic acid
Molecular formula: C9H8O2S2
Molecular weight: 212.29

Names & synonyms

Acetic acid, [(phenylthioxomethyl)thio]-EINECS 213-393-0((Phenylthioxomethyl)thio)acetic acidDTXSID30240972[(phenylthioxomethyl)thio]acetic acidNSC 42331NSC 68200Acetic acid, ((phenylthioxomethyl)thio)-RefChem:390447Thiobenzoylmercaptoacetic acidDTXCID60163463213-393-0

Show more names

2-(Benzothioylthio)aThiobenzoyl thioglycolate.S-THIOGLYCOLIC ACID(TBTGA)(THIOBENZOYLTHIO)ACETIC ACIDTHIOBENZOYLTHIOGLYCOLIC ACID2-(benzodithioyl)acetic acid2-(Benzothioylthio)acetic acidTHIOBENZOYL-MERCAPTOACETIC ACIDTHIOBENZOYLSULFANYL ACETIC ACID

942-91-6S-(Thiobenzoyl)thioglycolic acid2-((Phenylcarbonothioyl)thio)acetic acid2-(benzenecarbonothioylsulfanyl)acetic acid[(phenylcarbonothioyl)thio]acetic acidMFCD00004927C9H8O2S2Carboxymethyl dithiobenzoate

Database identifiers

CAS: 942-91-6
PubChem CID: 70336
DTXSID: DTXSID30240972
ChEMBL: CHEMBL457019
EC Number: 213-393-0
Nikkaji: J114G

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 94.7 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 4
Heavy atoms: 13
Formal charge: 0
Complexity: 198

Physicochemical properties

Melting point: 125 · 125-127 °C(lit.)
Boiling point: 375.5 · 375.5±44.0 °C(Predicted)
Density: 1.379 · 1.379±0.06 g/cm3(Predicted)
storage temp.: 30 °C · Store below +30°C.
solubility: 25 mg/mL, · acetone: soluble25mg/mL, clear
pka: 2.91 · 2.91±0.10(Predicted)
form: powder to crystal
color: Orange to Brown to Dark red
InChI: 1S/C9H8O2S2/c10-8(11)6-13-9(12)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,11)
InChIKey: XBEIANFIOZTEDE-UHFFFAOYSA-N
SMILES: OC(=O)CSC(=S)c1ccccc1
CAS DataBase Reference: 942 · 942-91-6(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
RIDADR: 3335 · UN 3335
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29309070 · 29309070
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationThiobenzoylmercaptoacetic acid: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
ridadr: UN 3335
hs_code: 29309070
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2
Precautionary statements: P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313

Chemistry & industry

Applications · 2 items

UsesS-(Thiobenzoyl)thioglycolic acid ((thiobenzoylthio)acetic acid) was employed as reversible addition-fragmentation chain transfer (RAFT) agent during the copolymerization of styrene and divinylbenzene. It was also employed as chain-transfer agent for the RAFT polymerizations of styrene, methyl methacrylate and butyl acrylate.It may be used to synthesize the following:N-Thiobenzoyl-DL-threonine ethyl ester by reacting with DL-threonine.Thiobenzoic acid O-esters by reacting with alkoxides.N-Thiobenzoylamino acids by reacting with amino acids.

General DescriptionS-(Thiobenzoyl)thioglycolic acid (TBTGA) also known as (thiobenzoylthio)acetic acid is a reagent used for thiobenzoylation. It participates in the transformation of threonine into β-methylcysteine.