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Documenti

108995

Sigma-Aldrich

Methyl thioglycolate

95%

Sinonimo/i:

Methyl mercaptoacetate

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About This Item

Formula condensata:
HSCH2CO2CH3
Numero CAS:
2365-48-2
Peso molecolare:
106.14
Beilstein:
506259
Numero CE:
219-121-7
Numero MDL:
MFCD00004873
Codice UNSPSC:
12352100
ID PubChem:
24846848
NACRES:
NA.22

Saggio

95%

Impiego in reazioni chimiche

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

Indice di rifrazione

n20/D 1.466 (lit.)

P. eboll.

42-43 °C/10 mmHg (lit.)

Densità

1.187 g/mL at 25 °C (lit.)

Stringa SMILE

COC(=O)CS

InChI

1S/C3H6O2S/c1-5-3(4)2-6/h6H,2H2,1H3
MKIJJIMOAABWGF-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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

Applicazioni

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)

Pittogrammi

FlameSkull and crossbones
GHS02,GHS06

Avvertenze

Danger

Indicazioni di pericolo

H226,H301,H315,H319,H332,H335

Classi di pericolo

Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

132.8 °F - closed cup

Punto d’infiammabilità (°C)

56 °C - closed cup

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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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
M K Vadnere et al.
Journal of medicinal chemistry, 29(9), 1714-1720 (1986-09-01)
The reaction of methyl mercaptoacetate (5) with phenyl-p-benzoquinone (6) or 5-p-benzoquinonyl-3',5'-di-O-acetyl-2'-deoxyuridine (10) resulted in the formation of the three possible adducts to the quinone rings of 6 and 10; an additional product in the reaction with 10 was the unsubstituted
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
D J Creighton et al.
Biochemistry, 27(19), 7376-7384 (1988-09-20)
A quantitative kinetic model for the glutathione-dependent conversion of methylglyoxal to D-lactate in mammalian erythrocytes has been formulated, on the basis of the measured or calculated rate and equilibrium constants associated with (a) the hydration of methylglyoxal, (b) the specific
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)
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