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(PHENYLTHIO)ACETIC ACID

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(PHENYLTHIO)ACETIC ACID Basic information

Product Name:
(PHENYLTHIO)ACETIC ACID
Synonyms:
  • 2-PHENYLSULFANYLACETIC ACID
  • 2-thiophen-2-yloxyacetic acid
  • (phenylthio)acetic
  • (S-Phenylmercapto)aceticacid
  • 2-(Phenylthio)aceticacid
  • Aceticacid,(phenylthio)-
  • Carboxymethylphenylsulfide
  • Phenylthioglycolicacid
CAS:
103-04-8
MF:
C8H8O2S
MW:
168.21
EINECS:
203-073-9
Product Categories:
  • Miscellaneous
  • Sulfur Compounds (for Synthesis)
  • Synthetic Organic Chemistry
Mol File:
103-04-8.mol
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(PHENYLTHIO)ACETIC ACID Chemical Properties

Melting point:
60-63 °C (lit.)
Boiling point:
314.4±25.0 °C(Predicted)
Density 
1.27±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
almost transparency in Methanol
form 
powder to crystal
pka
3.70±0.10(Predicted)
color 
White to Light yellow
BRN 
2045072
InChI
InChI=1S/C8H8O2S/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
InChIKey
MOTOSAGBNXXRRE-UHFFFAOYSA-N
SMILES
C(O)(=O)CSC1=CC=CC=C1
CAS DataBase Reference
103-04-8(CAS DataBase Reference)
EPA Substance Registry System
(Phenylthio)acetic acid (103-04-8)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
UN 3335
WGK Germany 
3
HazardClass 
9
HS Code 
29309090

MSDS

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(PHENYLTHIO)ACETIC ACID Usage And Synthesis

Chemical Properties

White solid

Uses

(Phenylthio)acetic acid is a reactant in the preparation of benzoxazoles, benzimidazoles, and benzothiazoles, which exhibit antimicrobial activity.

Application

(Phenylthio)acetic Acid (PTAA) is used for preparation of various PhS-containing compounds, such as 3- or 4-hydroxy-2-(phenylthio)alkanoic acids, 4-oxo-2-(phenylthio)alkanoic acids, and α-phenylthio-β-lactams.

Preparation

(Phenylthio)acetic acid is prepared by the substitution reaction of sodium chloroacetate with sodium benzenethiolate, or by the treatment of bromoacetic acid with thallium(I) benzenethiolate.[1]

References

1. Detty, M. R.; Wood, G. P. JOC 1980, 45, 80.

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