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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

Quality Level

100

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.)

functional group

thioester

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

105449-50G:
105449-10G:
105449-VAR:
105449-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
STBK6944
STBK6274
STBJ3115
STBG8235
STBH2946

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Tiny droplets make a big splash.
Michael Eisenstein
Nature methods, 3(2), 71-71 (2006-02-14)
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
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)
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Global Trade Item Number

SKUGTIN
105449-10G4061838673022
105449-50G4061838124951

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