(+)-trans-Limonene oxide

Base Information

• Chemical Name: (+)-trans-Limonene oxide
• CAS No.: 6909-30-4
• Deprecated CAS: 26767-54-4,942277-83-0
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Hs Code.: 2932999099
• UNII: 8VUQ1B30IK
• DSSTox Substance ID: DTXSID30219128
• Nikkaji Number: J350.263E
• Wikidata: Q27104515
• Metabolomics Workbench ID: 28136
• Mol file: 6909-30-4.mol

Synonyms:(+)-trans-Limonene oxide;6909-30-4;(r)-(+)-limonene oxide;trans-(+)-Limonene oxide;(+)-trans-Limonene 1,2-epoxide;trans-d-Limonene oxide;ans-d-Limonene oxide;D-LIMONENE 1,2-EPOXIDE;cis-1,2-limonene oxide;(4R)-limonene 1alpha,2alpha-epoxide;UNII-8VUQ1B30IK;8VUQ1B30IK;(+)-TRANS-LIMONENE1,2-EPOXIDE;(1S,4R,6R)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane;Limonene oxide, trans-(+)-;1alpha,2alpha-epoxy-4betaH-p-menth-8-ene;p-Menth-8-ene, 1,2-epoxy-, stereoisomer;(+)-trans-limonene-1,2-epoxide;(1S,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptane;(1S,4R,6R)-1-methyl-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane;7-Oxabicyclo(4.1.0)heptane, 1-methyl-4-(1-methylethenyl)-, (1S,4R,6R)-;7-Oxabicyclo(4.1.0)heptane, 1-methyl-4-(1-methylethenyl)-, (1S-(1alpha,4beta,6alpha))-;trans-limonene oxide;2a2g;SCHEMBL2747634;CHEBI:43812;DTXSID30219128;AKOS017342873;LMPR0102090048;(+)-(1S,4R)-limonene-1,2- epoxide;CS-15277;FEMA NO. 4655, TRANS-(+)-;CS-0014272;C13239;(+)-(1S,2R,4R)-LIMONENE 1,2-EPOXIDE;(+)-trans-Limonene 1,2-epoxide, analytical standard;Q27104515;(+)-trans-p-Mentha-1,8-diene 1,2-epoxide, (1S,4R)-1,2-Epoxy-p-menth-8-ene;7-OXABICYCLO(4.1.0)HEPTANE, 1-METHYL-4-(1-METHYLETHENYL)-, (1S-(1.ALPHA.,4.BETA.,6.ALPHA.))-

Chemical Property of (+)-trans-Limonene oxide

Chemical Property:

• Refractive Index: n20/D 1.466
• Boiling Point: 198.1±9.0 °C(Predicted)
• Flash Point: 65 °C
• PSA: 12.53000
• Density: 0.930 g/mL at 20 °C(lit.)
• LogP: 2.52010
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 197

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=C)C1CCC2(C(C1)O2)C
• Isomeric SMILES: CC(=C)[C@@H]1CC[C@]2([C@@H](C1)O2)C
• Uses: (+)?-?trans-?Limonene Oxide is a reagent used in the preparation of P-stereogenic secondary phosphine oxides. Also used in the synthesis of novel hydroxyurethanes.

Technology Process of (+)-trans-Limonene oxide

There total 44 articles about (+)-trans-Limonene oxide 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%

(4R)-limonene 1,2-epoxide (1195-92-2) → (1S,2S,4R)-limonene-1,2-diol (1946-00-5,13833-08-4,38630-75-0,39067-95-3,39903-99-6,39904-01-3,39904-04-6,39904-09-1,39904-12-6,57457-97-3,59121-74-3,59121-75-4,59121-76-5,59121-77-6,59121-82-3,76740-41-5) + (1S,2R,4R)-limonene-1,2-epoxide (6909-30-4)

Guidance literature:

With indium(III) chloride; In water; at 20 ℃; for 8h;

DOI:10.1002/chem.201905561

Reference yield: 45.4%

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → trans 1,2-limonene epoxide (1195-92-2,4680-24-4,4959-35-7,6909-30-4,13837-75-7,32543-51-4,42477-94-1,66141-65-9,66141-66-0) + (1S,2R,4R)-limonene-1,2-epoxide (6909-30-4)

Guidance literature:

With ammonium acetate; dihydrogen peroxide; In methanol; acetone; Reagent/catalyst; Catalytic behavior;

DOI:10.1016/j.molcata.2016.08.033

Reference yield: 45.4%

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → trans 1,2-limonene epoxide (1195-92-2,4680-24-4,4959-35-7,6909-30-4,13837-75-7,32543-51-4,42477-94-1,66141-65-9,66141-66-0) + (1S,2R,4R)-limonene-1,2-epoxide (6909-30-4)

Guidance literature:

With ammonium acetate; dihydrogen peroxide; In methanol; acetone; Reagent/catalyst; Catalytic behavior;

DOI:10.1016/j.molcata.2016.08.033

upstream raw materials:

D-limonene

(4R)-limonene 1,2-epoxide

dimethyl amine

2-methylpropenal

Downstream raw materials:

(+/-)-4-isopropyl-1-methyl-3-cyclohexen-1-ol

(1S,4R,6R)-1-methyl-4-((R)-2-methyloxiran-2-yl)-7-oxa-bicyclo[4.1.0]heptane

(1S,4R,6R)-1-methyl-4-((S)-2-methyloxiran-2-yl)-7-oxa-bicyclo[4.1.0]heptane

(+)-neodihydrocarveol

Refernces

• 1、 Ait Said, Lyazid,El Bachiri, Abdelhadi,El Haimer, Chaimaa,El Hammoumi, Mohamed Merouane,Khoukhi, Mostafa. "Synthesis of limonene β-amino alcohol from (R)-(+)-α-methylbenzylamine and (+)-limonene 1,2-epoxide". . . Retrieved 2021/06/02.
• 2、 Borges Regitano, Jussara,Deligiannakis, Yiannis,Gemenetzi, Aikaterini,Louloudi, Maria,Mavrogiorgou, Alexandra,Pierri, Leticia. "Biochar as supporting material for heterogeneous Mn(II) catalysts: Efficient olefins epoxidation with H2O2". . . Retrieved 2020/04/20.