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420-12-2,MFCD00005159
Catalog No.:AA003QFU

420-12-2 | ETHYLENE SULFIDE

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003QFU
Chemical Name:
ETHYLENE SULFIDE
CAS Number:
420-12-2
Molecular Formula:
C2H4S
Molecular Weight:
60.1182
MDL Number:
MFCD00005159
SMILES:
S1CC1
NSC Number:
89690
Properties
Properties
 
BP:
55.5°C  
Form:
Liquid  
MP:
207-209℃  
Refractive Index:
n20/D 1.495(lit.)  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
10.3  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
3  
Hydrogen Bond Acceptor Count:
1  
XLogP3:
0.6  

Literature

Title: Synchrotron far infrared spectroscopy of the ground, ν5, and ν15 states of thiirane.

Journal: The Journal of chemical physics 20120828

Title: (1) H NMR Spectra. Part 28: Proton chemical shifts and couplings in three-membered rings. A ring current model for cyclopropane and a novel dihedral angle dependence for (3) J(HH) couplings involving the epoxy proton.

Journal: Magnetic resonance in chemistry : MRC 20120401

Title: Intermolecular interaction between CO or CO2 and ethylene oxide or ethylene sulfide in a complex, investigated by Fourier transform microwave spectroscopy and ab initio calculations.

Journal: The journal of physical chemistry. A 20120202

Title: Synthesis of branched dithiotrisaccharides via ring-opening reaction of sugar thiiranes.

Journal: The Journal of organic chemistry 20120106

Title: Selective water-soluble gelatinase inhibitor prodrugs.

Journal: Journal of medicinal chemistry 20111013

Title: Epoxide and thiirane toxicity in vitro with the ciliates Tetrahymena pyriformis: structural alerts indicating excess toxicity.

Journal: Environmental science & technology 20110701

Title: Prebiotic synthesis of methionine and other sulfur-containing organic compounds on the primitive Earth: a contemporary reassessment based on an unpublished 1958 Stanley Miller experiment.

Journal: Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life 20110601

Title: 20-Iodo-14,15-epoxyeicosa-8(Z)-enoyl-3-azidophenylsulfonamide: photoaffinity labeling of a 14,15-epoxyeicosatrienoic acid receptor.

Journal: Biochemistry 20110510

Title: Exploration of mild copper-mediated coupling of organotrifluoroborates in the synthesis of thiirane-based inhibitors of matrix metalloproteinases.

Journal: Bioorganic & medicinal chemistry letters 20110501

Title: Role of matrix metalloproteinases and therapeutic benefits of their inhibition in spinal cord injury.

Journal: Neurotherapeutics : the journal of the American Society for Experimental NeuroTherapeutics 20110401

Title: Ethane-1,2-diyl bis-(benzene-dithio-ate).

Journal: Acta crystallographica. Section E, Structure reports online 20110401

Title: Silanones and silanethiones from the reactions of transient silylenes with oxiranes and thiiranes in solution. The direct detection of diphenylsilanethione.

Journal: Journal of the American Chemical Society 20110330

Title: Functional and structural analyses of N-acylsulfonamide-linked dinucleoside inhibitors of RNase A.

Journal: The FEBS journal 20110201

Title: An engineered viral protease exhibiting substrate specificity for a polyglutamine stretch prevents polyglutamine-induced neuronal cell death.

Journal: PloS one 20110101

Title: Structural and Functional Analysis of the Complex between Citrate and the Zinc Peptidase Carboxypeptidase A.

Journal: Enzyme research 20110101

Title: Tetrathiomolybdate mediated rearrangement of aziridinemethanol tosylates: a thia-aza-Payne rearrangement.

Journal: The Journal of organic chemistry 20100820

Title: Sulfur K-edge photofragmentation of ethylene sulfide.

Journal: The Journal of chemical physics 20100707

Title: Energetics and mechanism for the deamination of lithiated cysteine.

Journal: The journal of physical chemistry. B 20100325

Title: The X-ray structure of carboxypeptidase A inhibited by a thiirane mechanism-based inhibitor.

Journal: Chemical biology & drug design 20100101

Title: Active site ring-opening of a thiirane moiety and picomolar inhibition of gelatinases.

Journal: Chemical biology & drug design 20091201

Title: Synthesis and reactivity of enantiomerically enriched thiiranium ions.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20091102

Title: Matrix metalloproteinase 2 inhibition: combined quantum mechanics and molecular mechanics studies of the inhibition mechanism of (4-phenoxyphenylsulfonyl)methylthiirane and its oxirane analogue.

Journal: Biochemistry 20091020

Title: Ethylenesulfide as a useful agent for incorporation into the biopolymer chitosan in a solvent-free reaction for use in cation removal.

Journal: Carbohydrate research 20090908

Title: Detection and kinetics of the single-crystal to single-crystal complete transformation of a thiiranium ion into thietanium ion.

Journal: Physical chemistry chemical physics : PCCP 20090907

Title: DFT studies of the ring-opening mechanism of SB-3CT, a potent inhibitor of matrix metalloproteinase 2.

Journal: Organic letters 20090618

Title: Thermal and spectroscopic properties of polystyrene/gold nanocomposite containing well-dispersed gold nanoparticles.

Journal: Journal of nanoscience and nanotechnology 20090501

Title: Elementary reactions and their role in gas-phase prebiotic chemistry.

Journal: International journal of molecular sciences 20090501

Title: Matrix photochemistry, photoelectron spectroscopy, solid-phase structure, and ring strain energy of beta-propiothiolactone.

Journal: The journal of physical chemistry. A 20090416

Title: Isolation of the key intermediates in the catalyst-free conversion of oxiranes to thiiranes in water at ambient temperature.

Journal: Organic & biomolecular chemistry 20090407

Title: Structural study of Ga(III), In(III), and Fe(III) complexes of triaza-macrocycle based ligands with N3S3 donor set.

Journal: Inorganic chemistry 20090406

Title: Observation of direct sulfenium and selenenium group transfer from thiiranium and seleniranium ions to alkenes.

Journal: Journal of the American Chemical Society 20090318

Title: Influence of disulfide density and molecular weight on disulfide cross-linked polyethylenimine as gene vectors.

Journal: Bioconjugate chemistry 20090201

Title: A potent gelatinase inhibitor with anti-tumor-invasive activity and its metabolic disposition.

Journal: Chemical biology & drug design 20090201

Title: Mechanism and regioselectivity of the cycloaddition of thiones derived from Meldrum's acid, malonates, or other dicarbonyls.

Journal: The Journal of organic chemistry 20081003

Title: Imaging atomic orbital polarization in photodissociation.

Journal: Chemical reviews 20080901

Title: The effects of sulfur substitution for the nucleophile and bridging oxygen atoms in reactions of hydroxyalkyl phosphate esters.

Journal: The Journal of organic chemistry 20080704

Title: Conformational analyses of thiirane-based gelatinase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20080515

Title: Reactivity of fullerene epoxide: preparation of fullerene-fused thiirane, tetrahydrothiazolidin-2-one, and 1,3-dioxolane.

Journal: The Journal of organic chemistry 20080404

Title: Metabolism of (4-phenoxyphenylsulfonyl) methylthiirane, a selective gelatinase inhibitor.

Journal: Chemical biology & drug design 20080301

Title: Chemical toxicology of reactive intermediates formed by the glutathione-dependent bioactivation of halogen-containing compounds.

Journal: Chemical research in toxicology 20080101

Title: A mechanistic view of enzyme inhibition and peptide hydrolysis in the active site of the SARS-CoV 3C-like peptidase.

Journal: Journal of molecular biology 20070824

Title: Vibrational overtone spectroscopy of three-membered rings.

Journal: The journal of physical chemistry. A 20070628

Title: Theoretical study of the reaction from 6-methylidene penem to seven-membered ring intermediates.

Journal: The journal of physical chemistry. A 20070531

Title: Highly selective copper-catalyzed ring expansion of vinyl thiiranes: application to synthesis of biotin and the heterocyclic core of plavix.

Journal: Journal of the American Chemical Society 20070314

Title: Water durability of resin bond to pure gold treated with various adhesion promoting thiirane monomers.

Journal: Dental materials journal 20070101

Title: Vibrational structures of dimethyl sulfide and ethylene sulfide cations studied by vacuum-ultraviolet mass-analyzed threshold ionization (MATI) spectroscopy.

Journal: The journal of physical chemistry. A 20061214

Title: An episulfide cation (thiiranium ring) trapped in the active site of HAV 3C proteinase inactivated by peptide-based ketone inhibitors.

Journal: Journal of molecular biology 20060825

Title: Kinetics, mechanism, and computational studies of rhenium-catalyzed desulfurization reactions of thiiranes (thioepoxides).

Journal: Inorganic chemistry 20060710

Title: Aquasonolysis of thioethers.

Journal: Ultrasonics sonochemistry 20060501

Title: The atmospheric pressure Meerwein reaction.

Journal: Journal of mass spectrometry : JMS 20060401

Title: Synthesis of chiral 2-(4-phenoxyphenylsulfonylmethyl)thiiranes as selective gelatinase inhibitors.

Journal: Organic letters 20050929

Title: The reactions of sulfur mustard with the active components of organic decontaminants.

Journal: Journal of hazardous materials 20050831

Title: A comparison of the Cope rearrangements of cis-1,2-divinylcyclopropane, cis-2,3-divinylaziridine, cis-2,3-divinyloxirane, cis-2,3-divinylphosphirane, and cis-2,3-divinylthiirane: a DFT study.

Journal: The Journal of organic chemistry 20050722

Title: Rotational spectrum, inversion, and geometry of 2,5-dihydrofuran...ethyne and a generalization about Z...H-C hydrogen bonds.

Journal: The Journal of chemical physics 20050401

Title: Vibrational dynamics of medium strength hydrogen bonds: Fourier transform infrared spectra and band contour analysis of the DF stretching region of (CH2)2S-DF.

Journal: The Journal of chemical physics 20041022

Title: New potent and selective A1 adenosine receptor agonists.

Journal: Bioorganic & medicinal chemistry 20040915

Title: Oligomerization of ribonuclease A: two novel three-dimensional domain-swapped tetramers.

Journal: The Journal of biological chemistry 20040827

Title: Nickel-manganese sulfido carbonyl cluster complexes. synthesis, structure, and properties of the unusual paramagnetic complexes Cp2Ni2Mn(CO)3(mu 3-E)2, E = S, Se.

Journal: Inorganic chemistry 20040419

Title: Meerwein reaction of phosphonium ions with epoxides and thioepoxides in the gas phase.

Journal: Journal of the American Society for Mass Spectrometry 20040301

Title: Absolute rate constants for reactions of tributylstannyl radicals with bromoalkanes, episulfides, and alpha-halomethyl-episulfides, -cyclopropanes, and -oxiranes: new rate expressions for sulfur and bromine atom abstraction.

Journal: The Journal of organic chemistry 20040220

Title: Functionalization of cyclodextrins via reactions of 2,3-anhydrocyclodextrins.

Journal: The Journal of organic chemistry 20031128

Title: Comparative study of extraction techniques for determination of garlic flavor components by gas chromatography-mass spectrometry.

Journal: Analytical and bioanalytical chemistry 20031001

Title: Cysteine protease inhibitors containing small rings.

Journal: Mini reviews in medicinal chemistry 20030901

Title: A computational study to elucidate the extraordinary reactivity of three-membered heterocycles in nucleophilic substitution reactions.

Journal: The Journal of organic chemistry 20030404

Title: New thiol adsorbent grafted on silica gel: synthesis, characterization and employment for heavy metal adsorptions.

Journal: Journal of environmental monitoring : JEM 20030401

Title: Synthesis of enantiomerically pure 2,2,3,4,5-pentasubstituted pyrrolidines by phenylsulfanyl migration.

Journal: Organic letters 20021212

Title: Disulfides of manganese carbonyl. Synthesis of Mn(2)(CO)(7)(mu-S2) and its reactions with tertiary phosphines and arsines.

Journal: Inorganic chemistry 20021202

Title: Theoretical study of silylene substituent effects on the abstraction reactions with oxirane and thiirane.

Journal: Journal of the American Chemical Society 20021016

Title: Mechanisms of sulfanyl (RS) migrations: synthesis of heterocycles.

Journal: Angewandte Chemie (International ed. in English) 20020715

Title: Oligodeoxyribonucleotide analogues with bridging dimethylene sulfide, sulfoxide, and sulfone groups. Toward a second-generation model of nucleic acid structure.

Journal: The Journal of organic chemistry 20020614

Title: Surface treatment agent for dental metals using a thiirane monomer and a phosphoric acid monomer.

Journal: Dental materials journal 20020601

Title: Synthesis of trithiolanes and tetrathianes from thiiranes catalyzed by ruthenium salen nitrosyl complexes.

Journal: Journal of the American Chemical Society 20020501

Title: The thermal decomposition of thiirane: a mechanistic study by ab initio MO theory.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20020104

Title: A theoretical study of neighboring-group participation in thione-to-thiol rearrangement of xanthates. molecular orbital calculation using a conductor-like screening model (COSMO) approach.

Journal: Chemical & pharmaceutical bulletin 20011101

Title: A computational study of the reactions of thiiranes with ammonia and amines.

Journal: The Journal of organic chemistry 20010907

Title: The first 2,2-dialkoxythiirane.

Journal: Organic letters 20010809

Title: Palladium-catalyzed cyclization reactions of 2-vinylthiiranes with heterocumulenes. Regioselective and enantioselective formation of thiazolidine, oxathiolane, and dithiolane derivatives.

Journal: The Journal of organic chemistry 20010518

Title: A G2 study of SH+ exchange reactions involving lone-pair donors and unsaturated hydrocarbons.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20010401

Title: Opening of thiiranes: preparation of orthogonal protected 2-thioglyceraldehyde.

Journal: The Journal of organic chemistry 20010209

Title: Photodissociation of ethylene sulfide at 193 nm: a photofragment translational spectroscopy study with VUV synchrotron radiation and ab initio calculations.

Journal: Journal of the American Chemical Society 20010110

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