2-Butyl-3-methyloxirane

Base Information

• Chemical Name: 2-Butyl-3-methyloxirane
• CAS No.: 14925-96-3
• Molecular Formula: C₇H₁₄O
• Molecular Weight: 114.188
• DSSTox Substance ID: DTXSID80933600
• Nikkaji Number: J99.915F
• Mol file: 14925-96-3.mol

Synonyms:2-BUTYL-3-METHYLOXIRANE;14925-96-3;Heptane, 2,3-epoxy-;(2R,3S)-2alpha-Methyl-3alpha-butyloxirane;2,3-Epoxyheptane;Oxirane, 2-butyl-3-methyl-;cis-2,3-Epoxyheptane;SCHEMBL51211;DTXSID80933600

Chemical Property of 2-Butyl-3-methyloxirane

Chemical Property:

• Vapor Pressure: 11.2mmHg at 25°C
• Boiling Point: 131.8°Cat760mmHg
• Flash Point: 25.5°C
• PSA: 12.53000
• Density: 0.846g/cm³
• LogP: 1.96390
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 114.104465066
• Heavy Atom Count: 8
• Complexity: 70.8

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1C(O1)C

Technology Process of 2-Butyl-3-methyloxirane

There total 4 articles about 2-Butyl-3-methyloxirane 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: 33.0%

(Z)-hept-2-ene (6443-92-1) → 2,3-epoxyheptane (14925-96-3,56052-93-8,56740-07-9,115667-91-9,115667-92-0,149117-08-8,149117-12-4) + n-pentyl methyl ketone (110-43-0) + heptan-3-one (106-35-4)

Guidance literature:

With trifluorormethanesulfonic acid; 2CF₃O₃S^(1-)*C₂₀H₃₂FeN₆⁽³⁺⁾; dihydrogen peroxide; at 20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/ic202435r

Reference yield:

hept-2-ene (592-77-8) → 2,3-epoxyheptane (14925-96-3,56052-93-8,56740-07-9,115667-91-9,115667-92-0,149117-08-8,149117-12-4) + hept-2-en-4-one (4643-25-8) + hept-2-en-4-ol (4798-59-8)

Guidance literature:

With oxygen; γ-SiW10{Fe³⁺(OH2)}2O38^6-; In dichloromethane; acetonitrile; at 82.85 ℃; for 385h; under 760 Torr; Product distribution;

DOI:10.1002/1521-3773(20011001)40:19<3639::AID-ANIE3639>3.0.CO;2-0

Reference yield:

(Z)-hept-2-ene (6443-92-1) → 2,3-epoxyheptane (14925-96-3,56052-93-8,56740-07-9,115667-91-9,115667-92-0,149117-08-8,149117-12-4) + 2,3-Heptandiol (21508-07-6)

Guidance literature:

With [Fe(tris(2-pyridyl)amine)(triflate)2]; dihydrogen peroxide; In acetonitrile; at 22 - 25 ℃; Further Variations:; Reagents; Product distribution;

DOI:10.1021/ja029863d

upstream raw materials:

hept-2-ene

(Z)-hept-2-ene

(E)-hept-2-ene

Downstream raw materials:

(E)-hept-2-ene

heptan-3-ol

(R)-2-heptanol

(+/-)-erythro-3-ethyl-heptan-2-ol

Refernces

• 1、 Suzuki, Ken,Oldenburg, Paul D.,Que Jr., Lawrence. "Iron-catalyzed asymmetric olefin cis-dihydroxylation with 97% enantiomeric excess". . p. 1887 - 1889. Retrieved 2008/12/22.
• 2、 Fujita, Megumi,Costas, Miquel,Que Jr., Lawrence. "Iron-catalyzed olefin cis-dihydroxylation by H2O2: Electrophilic versus nucleophilic mechanisms". . p. 9912 - 9913. Retrieved 2007/10/03.