(-)-Pulegone

Base Information

• Chemical Name: (-)-Pulegone
• CAS No.: 3391-90-0
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Hs Code.: 2914299000
• European Community (EC) Number: 625-219-4
• UNII: HL7Z89M60H
• DSSTox Substance ID: DTXSID901317958
• Nikkaji Number: J598.239A
• Wikidata: Q27155170
• Metabolomics Workbench ID: 133004
• ChEMBL ID: CHEMBL366136
• Mol file: 3391-90-0.mol

Synonyms:(-)-Pulegone;3391-90-0;(S)-(-)-Pulegone;Pulegone, (-)-;(5S)-5-methyl-2-propan-2-ylidenecyclohexan-1-one;S-(-)-PULEGONE;UNII-HL7Z89M60H;HL7Z89M60H;Cyclohexanone, 5-methyl-2-(1-methylethylidene)-, (S)-;CHEBI:81226;r-pulegone;(5S)-5-METHYL-2-(PROPAN-2-YLIDENE)CYCLOHEXAN-1-ONE;p-menth-4(8)-en-3-on;R-(+)-p-menth-4(8)-en-3-one;(s)-pulegone;1-Isopropylidene-4-methyl-2-cyclohexanone;1-Methyl-4-isopropylidene-3-cyclohexanone;p - menth - 4(8) - en - 3 - one;L-PULEGONE;(5R)-5-Methyl-2-(1-methylethylidene)cyclohexanone;CHEMBL366136;SCHEMBL3064832;(S)-(-)-Pulegone, 98%;DTXSID901317958;MFCD00142347;C17623;J-019377;Q27155170

Chemical Property of (-)-Pulegone

Chemical Property:

• Vapor Pressure: 0.0934mmHg at 25°C
• Melting Point: 244°C
• Refractive Index: n20/D 1.488(lit.)
• Boiling Point: 223-224 °C
• Flash Point: 92.5°C
• PSA: 17.07000
• Density: 0.923g/cm³
• LogP: 2.71190
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 197

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-Pulegone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCC(=C(C)C)C(=O)C1
• Isomeric SMILES: C[C@H]1CCC(=C(C)C)C(=O)C1
• Uses: (S)-Pulegone is the stereoisomer of (R)-Pulegone (P840140) which is a monoterpene, commonly found in the essential oils of Nepeta cataria (Catnip).

Technology Process of (-)-Pulegone

There total 43 articles about (-)-Pulegone 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%

Isopulegol (89-79-2) → pulegone (89-82-7,3285-04-9,3391-90-0,15932-80-6,90449-51-7)

Guidance literature:

With 2,4,6-trimethylphenyl bromide; sodium hydride; triphenylphosphine; palladium diacetate; In tetrahydrofuran; at 50 ℃; for 1h;

DOI:10.1016/S0040-4039(01)90443-5

Reference yield: 92.0%

8-hydroxy-p-menthan-3-one (3304-24-3) → pulegone (89-82-7,3285-04-9,3391-90-0,15932-80-6,90449-51-7)

Guidance literature:

With cerium(III) chloride; sodium iodide; In acetonitrile; for 2h; Heating;

DOI:10.1021/jo026418s

Reference yield: 72.0%

isopulegol (529-02-2) → pulegone (89-82-7,3285-04-9,3391-90-0,15932-80-6,90449-51-7)

Guidance literature:

With 3 A molecular sieve; isobutyraldehyde; CoSANSE; In acetonitrile; for 17h; Ambient temperature;

DOI:10.1016/S0040-4039(00)76984-X

upstream raw materials:

p-menth-8-en-3-one semicarbazone

oxalic acid

Citronellol

3,7-dimethyl-6-octenoyl chloride

Downstream raw materials:

1-butyl-2-isopropylidene-5-methyl-cyclohexanol

methylisopulegene

(3R)-3-methylcyclohexanone

acetone