Mono-(1S)-(+)-Menthyl Phthalate

Base Information

• Chemical Name: Mono-(1S)-(+)-Menthyl Phthalate
• CAS No.: 53623-42-0
• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.386
• Hs Code.: 2918990090
• European Community (EC) Number: 633-405-1
• Mol file: 53623-42-0.mol

Synonyms:53623-42-0;Mono-(1S)-(+)-Menthyl Phthalate;2-((((1S,2R,5S)-2-Isopropyl-5-methylcyclohexyl)oxy)carbonyl)benzoic acid;(+)-mono-(1S)-Menthyl phthalate;Mono-(1S)-(+)-methyl phthalate;2-[(1S,2R,5S)-5-methyl-2-propan-2-ylcyclohexyl]oxycarbonylbenzoic acid;MFCD00045486;AKOS005145942;s11048;DS-14636;2-(((1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy)carbonyl)benzoic acid

Chemical Property of Mono-(1S)-(+)-Menthyl Phthalate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 108-113 °C
• Refractive Index: 1.538
• Boiling Point: 436.752 °C at 760 mmHg
• Flash Point: 152.226 °C
• PSA: 63.60000
• Density: 1.138 g/cm³
• LogP: 4.00240
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 304.16745924
• Heavy Atom Count: 22
• Complexity: 404

Purity/Quality:

98%min ^*data from raw suppliers

2-((((1S,2R,5S)-2-Isopropyl-5-methylcyclohexyl)oxy)carbonyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C(C1)OC(=O)C2=CC=CC=C2C(=O)O)C(C)C
• Isomeric SMILES: C[C@H]1CC[C@@H]([C@H](C1)OC(=O)C2=CC=CC=C2C(=O)O)C(C)C

Technology Process of Mono-(1S)-(+)-Menthyl Phthalate

There total 15 articles about Mono-(1S)-(+)-Menthyl Phthalate 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: 99.0%

phthalic anhydride (85-44-9) + menthol (15356-70-4) → (+/-)-phthalic acid mono-menthyl ester (3309-12-4,33744-74-0,38049-20-6,53623-42-0,72599-00-9,98706-03-7)

Guidance literature:

With pyridine; at 80 ℃; for 1h;

Reference yield:

phthalic anhydride (85-44-9) + (1S,2R,5S)-(+)-menthol (15356-60-2) → phthalic acid mono-((1R)-menthyl ester) (53623-42-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/0040-4039(95)02085-3

Reference yield:

3,7-dimethyl-oct-6-enal (106-23-0,26489-02-1) → (+/-)-phthalic acid mono-menthyl ester (3309-12-4,33744-74-0,38049-20-6,53623-42-0,72599-00-9,98706-03-7)

Guidance literature:

Multi-step reaction with 3 steps

1: C₂₄H₂₆AlNO₂ / dichloromethane / 3 h / 10 °C / Inert atmosphere

2: palladium on activated charcoal; hydrogen / methanol / 8 h / 25 °C / 2280.15 Torr

3: pyridine / 1 h / 80 °C

With pyridine; palladium on activated charcoal; C₂₄H₂₆AlNO₂; hydrogen; In methanol; dichloromethane;

upstream raw materials:

phthalic anhydride

(1S,2R,5S)-(+)-menthol

Neomenthol

neoisomenthol

Downstream raw materials:

(-)-menthol

Refernces

• 1、 Ferris, Leigh,Haigh, David,Moody, Christopher J.. "New chiral rhodium(II) carboxylates and their use as catalysts in carbenoid transformations". . p. 107 - 110. Retrieved 2007/10/02.