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108995

Sigma-Aldrich

Methyl thioglycolate

95%

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Synonym(s):
Methyl mercaptoacetate
Linear Formula:
HSCH2CO2CH3
CAS Number:
Molecular Weight:
106.14
Beilstein/REAXYS Number:
506259
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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.)

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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This Item
STBMFTM12STBMCTM12STBMCTM12DP
Methyl thioglycolate 95%

108995

Methyl thioglycolate

Fluid Thioglycollate Medium ready-to-use, bottle volume 100 mL , filling volume

STBMFTM12

Fluid Thioglycollate Medium

reaction suitability

reagent type: ligand
reaction type: [1,2]-Wittig Rearrangement

reaction suitability

-

reaction suitability

-

reaction suitability

-

Quality Level

200

Quality Level

400

Quality Level

400

Quality Level

400

refractive index

n20/D 1.466 (lit.)

refractive index

-

refractive index

-

refractive index

-

density

1.187 g/mL at 25 °C (lit.)

density

-

density

-

density

-

bp

42-43 °C/10 mmHg (lit.)

bp

-

bp

-

bp

-

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

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

pictograms

FlameSkull and crossbones

signalword

Danger

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

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

132.8 °F - closed cup

flash_point_c

56 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Customers Also Viewed

Slide 1 of 1

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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
Luca Bertini et al.
Dalton transactions (Cambridge, England : 2003), 40(30), 7704-7712 (2011-06-01)
Amavadin is an unusual octa-coordinated V(IV) complex isolated from Amanita muscaria mushrooms. The outer-sphere catalytic properties of such a complex toward several oxidation reactions are well known. Nevertheless, a remarkable example exists, in which the V(V) (d(0)) oxidized form of
Stereochemical assignment of neocarzinostatin chromophore. Structures of neocarzinostatin chromophore-methyl thioglycolate adducts.
Myers AG, et al.
Journal of the American Chemical Society, 110(21), 7212-7214 (1988)
O D Hensens et al.
The Journal of antibiotics, 42(5), 761-768 (1989-05-01)
The structures of mercaptan and sodium borohydride reaction products of neocarzinostatin chromophore A (NCS Chrom A) are compared. Implications on the mechanism of activation of NCS are discussed.
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

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