(S)-2-Vinyloxirane

Base Information

• Chemical Name: (S)-2-Vinyloxirane
• CAS No.: 62249-80-3
• Molecular Formula: C4H6O
• Molecular Weight: 70.091
• Hs Code.: 2910900090
• DSSTox Substance ID: DTXSID401319016
• Nikkaji Number: J156.759D
• Mol file: 62249-80-3.mol

Synonyms:(S)-2-Vinyloxirane;62249-80-3;(2S)-2-ETHENYLOXIRANE;(2S)-2-Vinyloxirane;(S)-2-Vinyl-oxirane;(S)-3,4-Epoxy-1-butene;DTXSID401319016;MFCD04040042;AKOS025295554;EN300-784638;(S)-2-Vinyloxirane, technical, >=90% (sum of enantiomers, GC)

Chemical Property of (S)-2-Vinyloxirane

Chemical Property:

• Refractive Index: n20/D 1.417
• Boiling Point: 66oC(lit.)
• Flash Point: -50oC
• PSA: 12.53000
• Density: 0.870 g/mL at 20oC(lit.)
• LogP: 0.57120
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 70.041864811
• Heavy Atom Count: 5
• Complexity: 49.6

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-Vinyloxirane technical,≥90%(sumofenantiomers,GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 5238466
• Hazard Codes: F
• Statements: 11
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CC1CO1
• Isomeric SMILES: C=C[C@H]1CO1

Technology Process of (S)-2-Vinyloxirane

There total 15 articles about (S)-2-Vinyloxirane 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: 90.0%

(S)-2-hydroxy-3-buten-1-yl p-tosylate (133095-74-6) → (S)-(+)-3,4-epoxy-1-butene (62249-80-3,62249-81-4)

Guidance literature:

With potassium carbonate; In ethylene glycol; at 20 ℃; for 2h;

DOI:10.1055/s-2005-869867

Reference yield: 81.0%

(R)-2-acetoxy-1-bromobutane (70379-72-5) → (S)-(+)-3,4-epoxy-1-butene (62249-80-3,62249-81-4)

Guidance literature:

With C₅H₁₁OK; In pentan-1-ol;

DOI:10.1021/jo00388a054

Reference yield: 75.0%

(2S)-2-chlorobutan-1-ol (56536-49-3) → (S)-(+)-3,4-epoxy-1-butene (62249-80-3,62249-81-4)

Guidance literature:

With potassium hydroxide; at -30 - 25 ℃;

DOI:10.1021/jo00388a054

upstream raw materials:

(R)-2-acetoxy-1-bromobutane

(2S)-2-chlorobutan-1-ol

(R)-2-bromobutyl butyrate

buta-1,3-diene

Downstream raw materials:

4-Aethoxy-2-buten-1-ol

C₂₀H₂₉NO₄

C₂₀H₂₉NO₄

(S)-2-[(E,4S,6S)-4,6-bis(4-methoxybenzyloxy)-8-phenyloct-1-enyl]oxirane

Refernces

• 1、 Bollenbach, Maud,Ortega, Manuel,Orman, Marina,Drennan, Catherine L.,Balskus, Emily P.. "Discovery of a Cyclic Choline Analog That Inhibits Anaerobic Choline Metabolism by Human Gut Bacteria". supporting information. p. 1980 - 1985. Retrieved 2020/11/09.
• 2、 Denmark, Scott E.,Nguyen, Son T.,Baiazitov, Ramil Y.. "Asymmetric synthesis of the ABCD ring system of daphnilactone B via a tandem, double intramolecular, [4+2]/[3+2] cycloaddition strategy". scheme or table. p. 143 - 154. Retrieved 2011/03/22.