Menthyl benzoate

Base Information

• Chemical Name: Menthyl benzoate
• CAS No.: 6284-35-1
• Deprecated CAS: 612-33-9
• Molecular Formula: C₁₇H₂₄O₂
• Molecular Weight: 260.376
• European Community (EC) Number: 228-505-3
• NSC Number: 7335
• DSSTox Substance ID: DTXSID701165296
• Nikkaji Number: J8.374G
• Metabolomics Workbench ID: 130125
• ChEMBL ID: CHEMBL3039111
• Mol file: 6284-35-1.mol

Synonyms:MENTHYL BENZOATE;6284-35-1;Racemic menthyl benzoate;EINECS 254-061-5;Benzoic acid menthyl;Spectrum_000279;SpecPlus_000853;Spectrum2_001150;Spectrum3_000668;Spectrum4_001889;Spectrum5_000518;BSPBio_002335;KBioGR_002422;KBioSS_000759;DivK1c_006949;SPECTRUM1800005;SPBio_001079;CHEMBL3039111;Cyclohexanol, 5-methyl-2-(1-methylethyl)-, 1-benzoate, (1R,2S,5R)-rel-;SCHEMBL17407563;KBio1_001893;KBio2_000759;KBio2_003327;KBio2_005895;KBio3_001555;NSC7335;DTXSID701165296;NSC-7335;CCG-40072;SDCCGMLS-0066891.P001;NCGC00178701-01;SR-05000002511;SR-05000002511-1;BRD-K12427081-001-02-4;(1R,2S,5R)-2-ISOPROPYL-5-METHYLCYCLOHEXYL BENZOATE;(1)-(1alpha,2beta,5alpha)-2-(Isopropyl)-5-methylcyclohexyl benzoate;Cyclohexanol, 5-methyl-2-(1-methylethyl)-, 1-benzoate, (1R,2S,5R)-

Chemical Property of Menthyl benzoate

Chemical Property:

• Vapor Pressure: 8.2E-05mmHg at 25°C
• Boiling Point: 341.1°C at 760 mmHg
• Flash Point: 154.9°C
• PSA: 26.30000
• Density: 1.01g/cm³
• LogP: 4.30420
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 260.177630004
• Heavy Atom Count: 19
• Complexity: 292

Purity/Quality:

99.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Menthyl benzoate

There total 37 articles about Menthyl benzoate 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: 100.0%

(-)-menthol (2216-51-5) + benzoic acid anhydride (93-97-0) → L-menthyl benzoate (612-33-9,31481-49-9,38649-18-2,50465-37-7,58641-29-5,71617-14-6,87038-98-0,88764-74-3,88764-75-4,91840-42-5,6284-35-1)

Guidance literature:

With 1-[bis(trifluoromethanesulfonyl)methyl]-2,3,4,5,6-pentafluorobenzene;

DOI:10.1002/1521-3773(20011105)40:21<4077::AID-ANIE4077>3.0.CO;2-1

Reference yield: 97.0%

(-)-menthol (2216-51-5) + N-methyl-N-phenyl-benzamide (1934-92-5) → L-menthyl benzoate (612-33-9,31481-49-9,38649-18-2,50465-37-7,58641-29-5,71617-14-6,87038-98-0,88764-74-3,88764-75-4,91840-42-5,6284-35-1)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 1,3-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene; In toluene; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b01758

Reference yield: 95.0%

(-)-menthol (2216-51-5) + benzoyl chloride (98-88-4) → L-menthyl benzoate (612-33-9,31481-49-9,38649-18-2,50465-37-7,58641-29-5,71617-14-6,87038-98-0,88764-74-3,88764-75-4,91840-42-5,6284-35-1)

Guidance literature:

(-)-menthol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 25 ℃;

benzoyl chloride; In tetrahydrofuran; hexane; dichloromethane; for 2h;

DOI:10.1080/00397919708005004

upstream raw materials:

(-)-menthol

2,2,2-trichloroacetophenone

benzoyl chloride

benzoic acid anhydride

Downstream raw materials:

(S)-2-p-tolylsulfinylmethylphenyl ketone

(R)-p-tolylsulfinylacetophenone

benzoic acid

benzoic acid methyl ester