cis-2,3-Dimethylthiirane

Base Information

• Chemical Name: cis-2,3-Dimethylthiirane
• CAS No.: 5954-71-2
• Molecular Formula: C4H8 S
• Molecular Weight: 88.1735
• European Community (EC) Number: 227-721-5
• DSSTox Substance ID: DTXSID40884205
• Nikkaji Number: J223.905A
• Wikidata: Q76005959
• Metabolomics Workbench ID: 48682
• Mol file: 5954-71-2.mol

Synonyms:cis-2,3-Dimethylthiirane;5954-71-2;Thiirane, 2,3-dimethyl-, cis-;Thiirane, 2,3-dimethyl-, (2R,3S)-rel-;cis-Dimethylthiirane;EINECS 227-721-5;(2r,3s)-2,3-dimethylthiirane;cis-2-Butene sulfide;cisdimethylthiirane;cis-2-Butene episulfide;Z-2,3-Dimethyl-thiirane;cis-2,3-Dimethylepisulfide;2,3-Dimethyl-cis-Thiirane;DTXSID40884205;(2R)-2alpha,3alpha-Dimethylthiirane;2,3-Dimethyl-(2R,3S)-rel-Thiirane

Chemical Property of cis-2,3-Dimethylthiirane

Chemical Property:

• Vapor Pressure: 65.5mmHg at 25°C
• Refractive Index: 1.4637 (estimate)
• Boiling Point: 89.7°C at 760 mmHg
• Flash Point: 2°C
• PSA: 25.30000
• Density: 0.951g/cm³
• LogP: 1.51020
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 88.03467143
• Heavy Atom Count: 5
• Complexity: 36.9

Purity/Quality:

99% ^*data from raw suppliers

CIS-2,3-DIMETHYL THIIRANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(S1)C
• Isomeric SMILES: C[C@@H]1[C@@H](S1)C

Technology Process of cis-2,3-Dimethylthiirane

There total 6 articles about cis-2,3-Dimethylthiirane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

3-bromo-butanone (814-75-5) → (2R,3S)-dimethylthiirane (5954-71-2,5955-98-6) + 2(R),3(R)(2(S),3(S))-dimethylthiirane (70492-83-0,5955-98-6)

Guidance literature:

With aluminum oxide; sodium tetrahydroborate; O,O-Diethyl hydrogen phosphorodithioate; for 0.05h; microwave irradiation;

DOI:10.1055/s-2002-35222

Reference yield: 85.0%

3-chloro-2-butanone (4091-39-8) → (2R,3S)-dimethylthiirane (5954-71-2,5955-98-6) + 2(R),3(R)(2(S),3(S))-dimethylthiirane (70492-83-0,5955-98-6)

Guidance literature:

With aluminum oxide; sodium tetrahydroborate; O,O-Diethyl hydrogen phosphorodithioate; for 0.05h; microwave irradiation;

DOI:10.1055/s-2002-35222

Reference yield: 48.0%

carbon disulfide (75-15-0,12122-00-8) + 2,3-cis-epoxybutane (925669-95-0) → trans-4,5-dimethyl-1,3-oxathiolane-2-thione + (2R,3S)-dimethylthiirane (5954-71-2,5955-98-6)

Guidance literature:

With lithium tert-butoxide; In neat (no solvent); at 20 ℃; for 5h; stereoselective reaction;

DOI:10.1002/cctc.201600242

upstream raw materials:

(Z)-2-Butene

potassium thioacyanate

3-chloro-2-butanone

3-bromo-butanone

Downstream raw materials:

(Z)-2-Butene

2-(4-methoxy-phenyl)-4r,5t-dimethyl-4,5-dihydro-thiazole