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105449

Sigma-Aldrich

γ-Thiobutyrolactone

98%

Synonym(s):

4-Butyrothiolactone

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About This Item

Empirical Formula (Hill Notation):
C4H6OS
CAS Number:
1003-10-7
Molecular Weight:
102.15
EC Number:
213-700-8
MDL number:
MFCD00005479
UNSPSC Code:
12352100
PubChem Substance ID:
24846697
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.523 (lit.)

bp

39-40 °C/1 mmHg (lit.)

solubility

THF: soluble

density

1.18 g/mL at 25 °C (lit.)

SMILES string

O=C1CCCS1

InChI

1S/C4H6OS/c5-4-2-1-3-6-4/h1-3H2

InChI key

KMSNYNIWEORQDJ-UHFFFAOYSA-N

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General description

γ-Thiobutyrolactone undergoes copolymerization with glycidyl phenyl ether to form poly(ester-alt-sulfide).

Application

γ-Thiobutyrolactone was used to terminate the ring opening polymerization of ω-pentadecalactone to synthesize difunctional polyesters. γ-Thiobutyrolactone was used to study the mechanism of metabolism of sulphur containing heterocyclic compounds by lignin-degrading basidiomycete Coriolus versicolor.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

186.8 °F - closed cup

Flash Point(C)

86 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D J Canney et al.
Bioorganic & medicinal chemistry, 6(1), 43-55 (1998-03-21)
Dihydro-2(3H)-furanones (gamma-butyrolactones) and dihydro-2(3H)-thiophenones (gamma-thiobutyrolactones) containing fluoroalkyl groups at positions C-3, C-4, and C-5 of the heterocyclic rings were prepared. The anticonvulsant/convulsant activities of the compounds were evaluated in mice. Brain concentrations of the compounds were determined and the effects
One-pot difunctionalization of poly (ω-pentadecalactone) with thiol-thiol or thiol-acrylate groups, catalyzed by Candida antarctica lipase B.
Takwa M, et al.
Macromolecular Rapid Communications, 27(22), 1932-1936 (2006)
Tiny droplets make a big splash.
Michael Eisenstein
Nature methods, 3(2), 71-71 (2006-02-14)
Md Abdul Kafi et al.
Regenerative biomaterials, 7(2), 141-151 (2020-04-17)
Scaffold engineering has attracted significant attention for three-dimensional (3D) growth, proliferation and differentiation of stem cells in vitro. Currently available scaffolds suffer from issues such as poor ability for cell adhesion, migration and proliferation. This paper addresses these issues with
Jonathan Garel et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(15), 4144-4152 (2006-02-03)
Homocysteine thiolactone (tHcy) is deemed a risk factor for cardiovascular diseases and strokes, presumably because it acylates the side chain of protein lysine residues ("N-homocysteinylation"), thereby causing protein damage and autoimmune responses. We analysed the kinetics of hydrolysis and aminolysis
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