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108995 Sigma-Aldrich

Methyl thioglycolate

95%

Synonym: Methyl mercaptoacetate

  • CAS Number 2365-48-2

  • Linear Formula HSCH2CO2CH3

  • Molecular Weight 106.14

  •  Beilstein/REAXYS Number 506259

  •  EC Number 219-121-7

  •  MDL number MFCD00004873

  •  PubChem Substance ID 24846848

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Catalysis and Inorganic Chemistry, Chemical Synthesis, Organic Building Blocks, Photocatalysis,
Quality Level   200
assay   95%
refractive index   n20/D 1.466 (lit.)
bp   42-43 °C/10 mmHg (lit.)
density   1.187 g/mL at 25 °C (lit.)
reaction suitability   reaction type: Photocatalysis
  reagent type: ligand
reaction type: [1,2]-Wittig Rearrangement
SMILES string   COC(=O)CS
InChI   1S/C3H6O2S/c1-5-3(4)2-6/h6H,2H2,1H3
InChI key   MKIJJIMOAABWGF-UHFFFAOYSA-N

Description

General description

Methyl thioglycolate reacts with nonprotein component of the antitumor antibiotic neocarzinostatin to form 1:1 adduct. It reacts with isothiocyanate to form Rhodanine.

Application

Methyl thioglycolate was used in the preparation of:
• 3-carbomethoxy-4- oxotetrahydrothiopyran, 2- and 4-carbomethoxy-3-oxotetrahydrothiophene
• methyl thioglycolate and aminoethanethiol conjugated gold nanorods.

Thiol Organocatalyst used in conjunction with visible light photocatalysis to affect the direct arylation of benzylic ether C-H bonds

A General Strategy for Organocatalytic Activation of C–H Bonds via Photoredox Catalysis: Direct Arylation of Benzylic Ethers

Packaging

5, 100, 500 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Target organs 
Respiratory system
RIDADR 
UN 1992 6.1(3) / PGIII
WGK Germany 
WGK 1
RTECS 
AI7350000
Flash Point(F) 
132.8 °F - closed cup
Flash Point(C) 
56 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

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