Limonene oxide, trans-(-)-

Base Information

• Chemical Name: Limonene oxide, trans-(-)-
• CAS No.: 4959-35-7
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.236
• UNII: 9HCX9R999Q
• DSSTox Substance ID: DTXSID00195263,DTXSID101017702
• Nikkaji Number: J350.262G
• Wikidata: Q27272568
• Mol file: 4959-35-7.mol

Synonyms:42477-94-1;Limonene oxide, trans-(-)-;(1R,4S,6S)-1-Methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane;(S)-(-)-Limonene oxide;(-)-trans-Limonene oxide;(1R)-trans-Limonene oxide;(S)-(-)-1,2-Limonene oxide;FEMA No. 4656, trans-(-)-;trans-(-)-1,2-Epoxy-p-menth-8-ene;UNII-9HCX9R999Q;9HCX9R999Q;7-Oxabicyclo(4.1.0)heptane, 1-methyl-4-(1-methylethenyl)-, (1R,4S,6S)-;rel-(1R,4S,6S)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane;4959-35-7;7-Oxabicyclo(4.1.0)heptane, 1-methyl-4-(1-methylethenyl)-, (1R-(1alpha,4beta,6alpha))-;trans-(-)-limonene oxide;SCHEMBL5526200;cis-(S)-4-Isopropenyl-1-methylcyclohexene 1,2-epoxide;DTXSID00195263;CCEFMUBVSUDRLG-LPEHRKFASA-N;DTXSID101017702;trans-(?)-Limonene-1,2-epoxide;AKOS022173121;(-)-(1R,4S)-limonene-1,2- epoxide;A918481;Q27272568;(1R,4S,6S)-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)-, (1R-(1.ALPHA.,4.BETA.,6.ALPHA.))-

Chemical Property of Limonene oxide, trans-(-)-

Chemical Property:

• Boiling Point: 66-66.5 °C(Press: 3.5 Torr)
• Density: 0.9303 g/cm3
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=C)C1CCC2(C(C1)O2)C
• Isomeric SMILES: CC(=C)[C@H]1CC[C@@]2([C@H](C1)O2)C

Technology Process of Limonene oxide, trans-(-)-

There total 13 articles about Limonene oxide, trans-(-)- 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: 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:

limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3) → (+)-limonene oxide (31684-93-2) + trans-1-methyl-4-isopropenyl-7-oxabicyclo<4.1.0>heptane (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) + (+/-)-(1R,2S,4S)-limonene oxide (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)

Guidance literature:

With [((S,S)-N,N′-bis(2-pyridylmethyl)-(S,S)-2,2′-bipyrrolidine)Fe^II(OTf)₂]; dihydrogen peroxide; acetic acid; In water; acetonitrile; at 0 ℃; Overall yield = 54 %; chemospecific reaction; Inert atmosphere;

DOI:10.1039/c3ob42249f

Reference yield:

limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3) → (+)-limonene oxide (31684-93-2) + trans-1-methyl-4-isopropenyl-7-oxabicyclo<4.1.0>heptane (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) + (+/-)-(1R,2S,4S)-limonene oxide (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)

Guidance literature:

With [((S,S)-N,N′-bis(2-pyridylmethyl)-(S,S)-2,2′-bipyrrolidine)Fe^II(OTf)₂]; dihydrogen peroxide; acetic acid; In water; acetonitrile; at 0 ℃; Overall yield = 54 %; chemospecific reaction; Inert atmosphere;

DOI:10.1039/c3ob42249f

upstream raw materials:

D-limonene

(-)-(S)-limonene

limonene.

Downstream raw materials:

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

cis p-menthanol

(1R,2R,4S)-1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol

(Z)-4-isopropyl-1-methylcyclohexan-1-ol