108995
Methyl thioglycolate
95%
Synonym(s):
Methyl mercaptoacetate
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About This Item
Linear Formula:
HSCH2CO2CH3
CAS Number:
Molecular Weight:
106.14
Beilstein:
506259
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
95%
reaction suitability
reagent type: ligand
reaction type: [1,2]-Wittig Rearrangement
refractive index
n20/D 1.466 (lit.)
bp
42-43 °C/10 mmHg (lit.)
density
1.187 g/mL at 25 °C (lit.)
functional group
ester
thiol
SMILES string
COC(=O)CS
InChI
1S/C3H6O2S/c1-5-3(4)2-6/h6H,2H2,1H3
InChI key
MKIJJIMOAABWGF-UHFFFAOYSA-N
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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:
A General Strategy for Organocatalytic Activation of C–H Bonds via Photoredox Catalysis: Direct Arylation of Benzylic Ethers
Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)
- 3-carbomethoxy-4- oxotetrahydrothiopyran, 2- and 4-carbomethoxy-3-oxotetrahydrothiophene
- methyl thioglycolate and aminoethanethiol conjugated gold nanorods.
A General Strategy for Organocatalytic Activation of C–H Bonds via Photoredox Catalysis: Direct Arylation of Benzylic Ethers
Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
3 - Flammable liquids
WGK
WGK 1
Flash Point(F)
132.8 °F - closed cup
Flash Point(C)
56 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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T Kusakabe et al.
Biochemistry, 34(31), 9944-9950 (1995-08-08)
A double-stranded DNA cleavage mechanism by a novel enediyne type antitumor antibiotic, dynemicin A, has been investigated through sequence-dependent strand breakage of a series of duplexes containing a single nucleotide gap. We found that (1) dynemicin A breaks specifically at
Photodegradation of methyl thioglycolate particles as a proxy for organosulphur containing droplets.
Samantha Seng et al.
Physical chemistry chemical physics : PCCP, 20(29), 19416-19423 (2018-06-28)
Understanding the formation and transformation of sulphur-rich particles is of prime importance since they contribute to the global atmospheric sulphur budget. In this work, we performed a series of experiments on a photoactive organosulphur compound namely, methyl thioglycolate, as a
Sumati Murli et al.
Applied and environmental microbiology, 71(8), 4503-4509 (2005-08-09)
Chemobiosynthesis (J. R. Jacobsen, C. R. Hutchinson, D. E. Cane, and C. Khosla, Science 277:367-369, 1997) is an important route for the production of polyketide analogues and has been used extensively for the production of analogues of 6-deoxyerythronolide B (6-dEB).
Y Sugiura et al.
Biochemistry, 30(12), 2989-2992 (1991-03-26)
The reaction products of methyl thioglycolate with dynemicin A, dynemicin H and dynemicin S, were isolated by HPLC purification and identified spectroscopically. The major product, dynemicin H (C30H23NO9), was determined to be a C-8 hydrogen analogue of dynemicins L and
W A LaMarr et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(1), 102-107 (1998-02-21)
DNA superhelical tension, an important feature of genomic organization, is known to affect the interactions of intercalating molecules with DNA. However, the effect of torsional tension on nonintercalative DNA-binding chemicals has received less attention. We demonstrate here that the enediyne
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