L-Phellandric acid

Base Information

• Chemical Name: L-Phellandric acid
• CAS No.: 135355-08-7
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.236
• UNII: T8C1BBJ77X
• Mol file: 135355-08-7.mol

Synonyms:L-Phellandric acid;(-)-Phellandric acid;Phellandric acid, (S)-;T8C1BBJ77X;UNII-T8C1BBJ77X;135355-08-7;(4S)-4-(1-Methylethyl)-1-cyclohexene-1-carboxylic acid;1-Cyclohexene-1-carboxylic acid, 4-(1-methylethyl)-, (4S)-

Chemical Property of L-Phellandric acid

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 204

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of L-Phellandric acid

There total 3 articles about L-Phellandric acid 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: 58.0%

(S)-4-Isopropyl-cyclohex-1-enecarbaldehyde (23963-70-4) → (4S)-phellandric acid (135355-08-7)

Guidance literature:

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

DOI:10.3762/bjoc.10.289

Reference yield:

(S)-(-)-perillaldehyde (18031-40-8) → (4S)-phellandric acid (135355-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: platinum on carbon; hydrogen / hexane; ethyl acetate / 12 h / 760.05 Torr

2: sodium chlorite; sodium dihydrogenphosphate / tert-butyl alcohol; water

With sodium chlorite; sodium dihydrogenphosphate; platinum on carbon; hydrogen; In hexane; water; ethyl acetate; tert-butyl alcohol;

DOI:10.3762/bjoc.10.289

Reference yield:

→ (4S)-phellandric acid (135355-08-7)

Guidance literature:

With sodium hydroxide; silver nitrate;

DOI:10.1039/jr9400000808

upstream raw materials:

(S)-(-)-perillaldehyde

(S)-4-Isopropyl-cyclohex-1-enecarbaldehyde

Downstream raw materials:

trans-4-isopropylcyclohexane-1-carboxylic acid

(1r,4s)-4-isopropylcyclohexanecarboxylic acid

Refernces

• 1、 Cooke,Macbeth,Swanson. "-". . p. 808. Retrieved 1940.