157880

S-(Thiobenzoyl)thioglycolic acid

99%

• Synonym(s): (Thiobenzoylthio)acetic acid, Dithiobenzoic acid carboxymethyl ester
• Linear Formula: C₆H₅CS₂CH₂CO₂H
• CAS Number: 942-91-6
• Molecular Weight: 212.29
• EC Number: 213-393-0
• MDL number: MFCD00004927
• UNSPSC Code: 12352100
• PubChem Substance ID: 24849706
• NACRES: NA.22

Properties

• Assay: 99%
• form: solid
• mp: 125-127 °C (lit.)
• solubility: acetone: soluble 25 mg/mL, clear
• functional group: carboxylic acid
• SMILES string: OC(=O)CSC(=S)c1ccccc1
• InChI: 1S/C9H8O2S2/c10-8(11)6-13-9(12)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,11)
• InChI key: XBEIANFIOZTEDE-UHFFFAOYSA-N

Description

General description

S-(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.

Application

S-(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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319
• Precautionary Statements: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves