[1S-(1alpha,3beta,5beta,7alpha)]-3,8,8-trimethyl-4-oxatricyclo[5.1.0.03,5]octane

Base Information

• Chemical Name: [1S-(1alpha,3beta,5beta,7alpha)]-3,8,8-trimethyl-4-oxatricyclo[5.1.0.03,5]octane
• CAS No.: 936-91-4
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Hs Code.: 2932999099
• European Community (EC) Number: 213-319-7
• Nikkaji Number: J221.609D
• Mol file: 936-91-4.mol

Synonyms:4-Oxatricyclo[5.1.0.03,5]octane,3,8,8-trimethyl-, [1S-(1a,3b,5b,7a)]-; Carane, 3,4-epoxy-, (1S,3S,4R,6R)-(+)- (8CI); (+)-3,4-Epoxycarane;(+)-3-Carene epoxide; (+)-3-Carene oxide; (+)-3-Carene a-epoxide; (+)-3a,4a-Epoxycarane; (+)-trans-3,4-Epoxycarane; (+)-a-3,4-Epoxycarane

Chemical Property of [1S-(1alpha,3beta,5beta,7alpha)]-3,8,8-trimethyl-4-oxatricyclo[5.1.0.03,5]octane

Chemical Property:

• Boiling Point: 182.5°Cat760mmHg
• Flash Point: 51.8°C
• PSA: 12.53000
• Density: 1.027g/cm³
• LogP: 2.20990
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2C1CC3(C(C2)O3)C)C
• Isomeric SMILES: C[C@]12C[C@H]3[C@H](C3(C)C)C[C@H]1O2

Technology Process of [1S-(1alpha,3beta,5beta,7alpha)]-3,8,8-trimethyl-4-oxatricyclo[5.1.0.03,5]octane

There total 21 articles about [1S-(1alpha,3beta,5beta,7alpha)]-3,8,8-trimethyl-4-oxatricyclo[5.1.0.03,5]octane 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: 100.0%

(+)-Δ3-carene (498-15-7,19079-29-9) → 3-carene epoxide (936-91-4)

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; acetone; at -5 - 0 ℃; for 1h;

DOI:10.1055/s-2001-18751

Reference yield: 81.0%

Δ3-carene (498-15-7,13466-78-9,20296-50-8,116783-27-8,19079-29-9) → 3-carene epoxide (936-91-4)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; 18-crown-6 ether; dihydrogen peroxide; sodium carbonate; trichlorophosphate; In dichloromethane; temp. -20 to +20 deg C;

DOI:10.1021/jo00001a095

Reference yield: 80.0%

3-carene (13466-78-9,19079-29-9) → α-3,4-Epoxycarane (936-91-4,936-92-5,2225-98-1,21218-11-1,35671-18-2)

Guidance literature:

With diphenylphosphinic anhydride; dihydrogen peroxide; potassium carbonate; In tetrahydrofuran; at -5 ℃; for 20h;

DOI:10.1016/0040-4039(94)88260-6

upstream raw materials:

(+)-Δ³-carene

pinane hydroperoxide

Δ³-carene

4β-chloro-3α,10α-epoxycarene

Downstream raw materials:

4-isocaranol

(1S,3S,4R)-caran-4-ol

(1R,4S,6S)-4,7,7-Trimethyl-bicyclo[4.1.0]heptan-3-one

3(10)-caren-4β-ol