128252
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
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vapor pressure
4.15 psi ( 20 °C)
Quality Level
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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Application
- Ethylene sulfide is generally used in the preparation of organosulfur compounds, especially for mercaptoethylation of primary and secondary amines to obtain aminothiols.[1][2]
- It is used in the synthesis of dendritic thioether ligands to stabilize gold nanoparticles (Au NPs).[3]
- Chitosan can be chemically modified by treating ethylene sulfide to obtain a biopolymer for the removal of divalent cations from aqueous solutions.[4]
Ethylene sulfide was used in the chemical modificatoion of biopolymer chitosan[5].
Signal Word
Danger
Hazard Statements
Precautionary 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)
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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