(3S,6R)-3-Isopropyl-6-methylcyclohexene

Base Information

• Chemical Name: (3S,6R)-3-Isopropyl-6-methylcyclohexene
• CAS No.: 5113-93-9
• Molecular Formula: C10H18
• Molecular Weight: 138.253
• DSSTox Substance ID: DTXSID10892337
• Nikkaji Number: J411.067F
• Wikidata: Q27126499
• Metabolomics Workbench ID: 60440
• Mol file: 5113-93-9.mol

Synonyms:(+)-trans-p-Menth-2-ene;(+)-trans-2-menthene;5113-93-9;(+)-2-p-menthene;(3S,6R)-3-Isopropyl-6-methylcyclohexene;p-Menth-2-ene, trans-;CHEBI:59157;Cyclohexene, 3-methyl-6-(1-methylethyl)-, trans-;2-P-menthene (trans);trans-3-Isopropyl-6-methylcyclohexene;3-Isopropyl-6-methyl-1-cyclohexene, (E)-;(3R,6S)-3-methyl-6-propan-2-ylcyclohexene;Epitope ID:123900;(+)-trans-p-Menth-2-en;(1R,4S)-p-Mentha-2-ene;DTXSID10892337;WHNGPXQYYRWQAS-UWVGGRQHSA-N;(+)-trans-p-Menth-2-ene, analytical standard;(3R,6S)-3-methyl-6-(propan-2-yl)cyclohex-1-ene;Q27126499

Chemical Property of (3S,6R)-3-Isopropyl-6-methylcyclohexene

Chemical Property:

• Vapor Pressure: 2.49mmHg at 25°C
• Refractive Index: n20/D 1.450
• Boiling Point: 55-56 °C12 mm Hg(lit.)
• Flash Point: 48 °C
• PSA: 0.00000
• Density: 0.811 g/mL at 20 °C(lit.)
• LogP: 3.24470
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 138.140850574
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

(+)-trans-p-Menth-2-ene analytical standard ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C=C1)C(C)C
• Isomeric SMILES: C[C@@H]1CC[C@H](C=C1)C(C)C

Technology Process of (3S,6R)-3-Isopropyl-6-methylcyclohexene

There total 82 articles about (3S,6R)-3-Isopropyl-6-methylcyclohexene 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: 91.0%

1,3-diisopropyl-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)isourea (86408-07-3) + 4-nitro-benzoic acid (62-23-7) → 1,3-diisopropylurea (4128-37-4) + (1R)-trans-p-menth-2-ene (5113-93-9) + (1R)-menth-3-ene (619-52-3) + (1S,2S,5R)-1-(4-nitrobenzoyl)-2-(1-methylethyl)-5-methylcyclohexan-1-ol (27374-00-1)

Guidance literature:

In toluene; at 150 ℃; for 0.5h; Microwave irradiation;

DOI:10.1021/jo900476y

Reference yield: 91.0%

L-menthyl chloromethanesulphonate (89036-22-6) → (1R)-trans-p-menth-2-ene (5113-93-9) + L-menthyl acetate (2623-23-6)

Guidance literature:

With 18-crown-6 ether; cesium acetate; In benzene; for 72h; Heating;

DOI:10.1016/0040-4039(96)01333-0

Reference yield: 88.0%

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl methanesulfonate (61548-81-0) → (1R)-trans-p-menth-2-ene (5113-93-9) + L-menthyl acetate (2623-23-6)

Guidance literature:

With 18-crown-6 ether; cesium acetate; In benzene; for 72h; Heating;

DOI:10.1016/0040-4039(96)01333-0

upstream raw materials:

ethanol

(1R,2S,5R)-menthyl chloride

sodium ethanolate

neomenthyl chloride

Downstream raw materials:

trans-1,4-menthane

((1S,2R,35,6R)-2-hydroxy-3-isopropyl-6-methyl-cyclohexanol)

(1R,2S,3R,6S)-3-methyl-6-(methylethyl)cyclohexane-1,2-diol

2t-Acetoxy-3t-isopropyl-6c-methyl-cyclohexan-1r-ol