Methyl perillate

Base Information

• Chemical Name: Methyl perillate
• CAS No.: 26460-67-3
• Molecular Formula: C₁₁H₁₆O₂
• Molecular Weight: 180.247
• DSSTox Substance ID: DTXSID70556781
• Nikkaji Number: J674.499K
• Wikidata: Q82438467
• Mol file: 26460-67-3.mol

Synonyms:Methyl perillate;26460-67-3;methyl (4S)-4-prop-1-en-2-ylcyclohexene-1-carboxylate;METHYL PERILLATE 97;SCHEMBL8280195;DTXSID70556781;JMMLJZJUVKEVCK-SECBINFHSA-N;J-016434;Methyl (4S)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate

Chemical Property of Methyl perillate

Chemical Property:

• Refractive Index: n20/D 1.491(lit.)
• Boiling Point: 68-72oC0.04 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 26.30000
• Density: 0.999 g/mL at 25oC(lit.)
• LogP: 2.46200
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 180.115029749
• Heavy Atom Count: 13
• Complexity: 251

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C1CCC(=CC1)C(=O)OC
• Isomeric SMILES: CC(=C)[C@H]1CCC(=CC1)C(=O)OC

Technology Process of Methyl perillate

There total 8 articles about Methyl perillate 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: 95.3%

(s)-(-)-perillic acid (23635-14-5,7694-45-3,23635-15-6) + methyl iodide (74-88-4) → (S)-methylperillate (26460-67-3,54298-90-7,75992-43-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

Reference yield: 83.0%

methanol (67-56-1) + (s)-(-)-perillic acid (23635-14-5,7694-45-3,23635-15-6) → (S)-methylperillate (26460-67-3,54298-90-7,75992-43-7)

Guidance literature:

(s)-(-)-perillic acid; With thionyl chloride; In dichloromethane; for 2h; Heating / reflux;

methanol; at 20 ℃;

Reference yield:

(S)-(-)-perillaldehyde (18031-40-8) → (S)-methylperillate (26460-67-3,54298-90-7,75992-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 48.9 percent / NaClO₂, NaH₂PO₄ / H₂O; 2-methyl-propan-2-ol; various solvent(s) / 2 h / Ambient temperature

2: 96 percent / diethyl ether

With sodium chlorite; sodium dihydrogenphosphate; In diethyl ether; water; tert-butyl alcohol;

DOI:10.1016/S0040-4020(01)86174-3

upstream raw materials:

methanol

(S)-(-)-perillaldehyde

(s)-(-)-perillic acid

(-)-perillyl alcohol

Downstream raw materials:

p-isopropylbenzoic acid methyl ester

terephthalic acid

(-)-perillyl alcohol

p-menthan-7-oic acid methyl ester