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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:
420-12-2
Molecular Weight:
60.12
Beilstein:
102379
MDL number:
MFCD00005159
UNSPSC Code:
12352100
PubChem Substance ID:
24847837
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.)

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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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

H225,H301 + H331,H318

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

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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Gold nanoparticles stabilized by thioether dendrimers.
Hermes J P, et al.
Chemistry?A European Journal , 17(48), 13473-13481 (2011)
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
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
Ethylene Sulfide.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2010)
Evangelina Repetto et al.
The Journal of organic chemistry, 77(1), 253-265 (2011-11-19)
Satisfactory procedures are described for the synthesis of 5,6- and 3,4-thiirane derivatives from the respective hexofuranose or hexopyranose epoxide precursors. The controlled ring-opening reaction of thiiranes by 1-thioaldoses was successfully accomplished to afford, regio- and stereoselectively, β-S-(1→4)-3,4-dithiodisaccharides. For instance, the
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