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128252

Sigma-Aldrich

Ethylene sulfide

98%

Synonym(s):

Dimethylene sulfide, Thiirane

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About This Item

Empirical Formula (Hill Notation):
C2H4S
CAS Number:
Molecular Weight:
60.12
Beilstein:
102379
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

4.15 psi ( 20 °C)

Assay

98%

form

liquid

contains

0.5-1.4% n-butyl mercaptan as stabilizer

refractive index

n20/D 1.495 (lit.)

bp

55-56 °C (lit.)

density

1.01 g/mL at 25 °C (lit.)

functional group

thioether

storage temp.

−20°C

SMILES string

C1CS1

InChI

1S/C2H4S/c1-2-3-1/h1-2H2

InChI key

VOVUARRWDCVURC-UHFFFAOYSA-N

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Related Categories

Application

  • Ethylene sulfide is generally used in the preparation of organosulfur compounds, especially for mercaptoethylation of primary and secondary amines to obtain aminothiols.
  • It is used in the synthesis of dendritic thioether ligands to stabilize gold nanoparticles (Au NPs).
  • Chitosan can be chemically modified by treating ethylene sulfide to obtain a biopolymer for the removal of divalent cations from aqueous solutions.

Ethylene sulfide was used in the chemical modificatoion of biopolymer chitosan.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

50.0 °F - closed cup

Flash Point(C)

10 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Gold nanoparticles stabilized by thioether dendrimers.
Hermes J P, et al.
Chemistry?A European Journal , 17(48), 13473-13481 (2011)
W C Stolte et al.
The Journal of chemical physics, 133(1), 014306-014306 (2010-07-10)
We have investigated the photofragmentation properties of the three-membered ring heterocyclic molecule ethylene sulfide or thiirane, C(2)H(4)S, by time-of-flight mass spectroscopy. Positive ions have been collected as a function of photon energy around the S K ionization threshold. Branching ratios
Adriana P Vieira et al.
International journal of biological macromolecules, 52, 107-115 (2012-09-27)
The biopolymer chitosan was chemically modified in two sequences of reactions: (i) immobilization of methyl acrylate followed by cysteamine and (ii) the sequence of immobilization reactions involving ethylene sulfide, methyl acrylate and finally cysteamine. In both cases the pendant chains
Ethylene Sulfide.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2010)
Devarajulu Sureshkumar et al.
The Journal of organic chemistry, 75(16), 5533-5541 (2010-07-30)
Aziridinemethanol sulfonate esters react with tetrathiomolybdate 1 to give thiirane derivatives as the major product and cyclic disulfides as minor product under mild reaction conditions via an unprecedented thia-aza-Payne-type rearrangement. Interestingly, when the reaction of 1 was carried out with

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