(2S)-2-butyloxirane

Base Information

• Chemical Name: (2S)-2-butyloxirane
• CAS No.: 130404-08-9
• Molecular Formula: C₆H₁₂O
• Molecular Weight: 100.161
• European Community (EC) Number: 603-412-4
• DSSTox Substance ID: DTXSID101315489
• Nikkaji Number: J389.771K
• Mol file: 130404-08-9.mol

Synonyms:(2S)-2-butyloxirane;(S)-2-Butyloxirane;130404-08-9;(S)-1,2-EPOXYHEXANE;Oxirane, 2-butyl-, (2S)-;S-1,2-EPOXYHEXANE;SCHEMBL3679952;DTXSID101315489;AKOS006292339;EN300-1830968

Chemical Property of (2S)-2-butyloxirane

Chemical Property:

• PSA: 12.53000
• LogP: 1.57540
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 52.1

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-BUTYLOXIRANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1CO1
• Isomeric SMILES: CCCC[C@H]1CO1

Technology Process of (2S)-2-butyloxirane

There total 74 articles about (2S)-2-butyloxirane 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: 99.0%

1,2-Epoxyhexane (1436-34-6) + tert-butyl carbazate (4248-19-5) → (R)-1,2-epoxyhexane (1436-34-6,122922-40-1,130404-08-9,104898-06-8) + ((S)-2-hydroxyhexyl)carbamic acid tert-butyl ester (796038-51-2)

Guidance literature:

With air; 4-nitro-benzoic acid; (R,R)-((t-Bu)4-salen)Co(II); In various solvent(s); at 20 ℃; for 24h;

DOI:10.1021/ol048322l

Reference yield: 48.0%

1,2-Epoxyhexane (1436-34-6) → Hexane-1,2-diol (6920-22-5) + (S)-1,2-epoxyhexane (1436-34-6,104898-06-8,122922-40-1,130404-08-9)

Guidance literature:

1,2-Epoxyhexane; With C₅₇H₅₄CoN₃O₈; In dichloromethane; at 20 ℃; for 0.25h;

With water; In dichloromethane; at 20 ℃; for 12h; enantioselective reaction; Cooling with ice;

DOI:10.1002/adsc.201700788

Reference yield: 47.0%

1,2-Epoxyhexane (1436-34-6) → (R)-1,2-epoxyhexane (1436-34-6,122922-40-1,130404-08-9,104898-06-8) + (2S)-hexane-1,2-diol (6920-22-5,84994-66-1,87760-48-3,29117-56-4)

Guidance literature:

With water; Co(III)(salen)PF₆; Further Variations:; Catalysts; Kinetics; Product distribution;

DOI:10.1016/S0040-4039(03)01182-1

upstream raw materials:

(R)-(-)-epichlorohydrin

n-propylmagnesium bromide

(S)-2-Chloro-hexan-1-ol

(S)-2-bromohexanol

Downstream raw materials:

(2S,4R)-4-Hydroxy-2-(4-methoxy-phenyl)-octanenitrile

(R)-7,8-Bis(4-chlorophenyl)-2-(2-hydroxyhexyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one

(S)-Hept-1-en-3-ol

(4S,5S,9S)-4-(benzyloxy)-7,7-diisopropyl-1-(4-methoxyphenyl)-5,9-divinyl-2,6,8-trioxa-7-silatridecane

Refernces

• 1、 Fang, Yuan,Lindner, Benjamin D.,Destoop, Iris,Tsuji, Takashi,Zhang, Zhenzhe,Khaliullin, Rustam Z.,Perepichka, Dmitrii F.,Tahara, Kazukuni,Feyter, Steven De,Tobe, Yoshito. "Stereospecific Epitaxial Growth of Bilayered Porous Molecular Networks". supporting information. p. 8662 - 8671. Retrieved 2020/12/23.
• 2、 Li, Jie,Ren, Bai-Hao,Wan, Zhao-Qian,Chen, Shi-Yu,Liu, Ye,Ren, Wei-Min,Lu, Xiao-Bing. "Enantioselective Resolution Copolymerization of Racemic Epoxides and Anhydrides: Efficient Approach for Stereoregular Polyesters and Chiral Epoxides". supporting information. p. 8937 - 8942. Retrieved 2019/06/11.