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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:
Molecular Weight:
102.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

186.8 °F - closed cup

flash_point_c

86 °C - closed cup

ppe

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


Certificates of Analysis (COA)

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Nishikubo et al.
Macromolecules, 31(15), 4746-4752 (1998-07-29)
Poly(ester-alt-sulfide) (polymer 1) was synthesized by the alternating copolymerization of glycidyl phenyl ether (GPE) with gamma-thiobutyrolactone (TBL) catalyzed by either quaternary onium salts or crown ether complexes. The copolymerization proceeded to produce polymer 1 with good yields in neat or
K D Holland et al.
Brain research, 615(1), 170-174 (1993-06-25)
Effects of alkyl-substituted gamma-butyrolactones and gamma-thiobutyrolactones on [35S]t-butylbicyclophosphorothionate (35S-TBPS) dissociation from the picrotoxinin receptor were studied. Unlike picrotoxinin, these lactones accelerated the dissociation rate of 35S-TBPS. Thus, previous reports that these lactones change the Kd but not the Bmax of
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)
H Ichinose et al.
Applied microbiology and biotechnology, 58(4), 517-526 (2002-04-17)
The fungal conversions of sulfur-containing heterocyclic compounds were investigated using the lignin-degrading basidiomycete Coriolus versicolor. The fungus metabolized a series of sulfur compounds--25 structurally related thiophene derivatives--via several different pathways. Under primary metabolic conditions, C. versicolor utilized thiophenes, such as

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