P-Menth-1-en-9-al

Base Information

• Chemical Name: P-Menth-1-en-9-al
• CAS No.: 29548-14-9
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Hs Code.: 2912299000
• European Community (EC) Number: 249-688-6
• UNII: 25OS1Y59MM
• DSSTox Substance ID: DTXSID00865494
• Nikkaji Number: J100.023C
• Wikidata: Q27159737
• Mol file: 29548-14-9.mol

Synonyms:P-Menth-1-en-9-al;29548-14-9;1-p-Menthen-9-al;2-(4-methylcyclohex-3-en-1-yl)propanal;p-Menth-1-ene-9-al;alpha,4-Dimethylcyclohex-3-ene-1-acetaldehyde;FEMA No. 3178;UNII-25OS1Y59MM;25OS1Y59MM;3-Cyclohexene-1-acetaldehyde, .alpha.,4-dimethyl-;alpha,4-Dimethyl-3-cyclohexene-1-acetaldehyde;EINECS 249-688-6;.alpha.,4-Dimethyl-3-cyclohexene-1-acetaldehyde;3-Cyclohexene-1-acetaldehyde, alpha,4-dimethyl-;1-p-Menthene-9-al;para-menth-1-en-9-al;1-p-menth-1-ene-9-al;SCHEMBL998020;CHEBI:87568;DTXSID00865494;1-P-MENTHEN-9-AL [FHFI];(+/-)-1-P-MENTHEN-9-AL;2-(4-Methyl-3-cyclohexen-1-yl)propanal;3-Cyclohexene-1-acetaldehyde, ?,4-dimethyl-;.alpha.,4-Dimethyl-3-cyclohexen-1-acetaldehyde;Q27159737;3-CYCLOHEXENE-1-ACETALDEHYDE, .ALPHA., 4-DIMETHYL-

Chemical Property of P-Menth-1-en-9-al

Chemical Property:

• Vapor Pressure: 0.128mmHg at 25°C
• Boiling Point: 218.2°C at 760 mmHg
• Flash Point: 82.1°C
• PSA: 17.07000
• Density: 0.91g/cm³
• LogP: 2.56780
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 170

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(CC1)C(C)C=O

Technology Process of P-Menth-1-en-9-al

There total 5 articles about P-Menth-1-en-9-al 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: 94.0%

menth-1-en-9-ol (18479-68-0) → α-4-dimethyl-3-cyclohexene-1-acetaldehyde (29548-14-9)

Guidance literature:

With di-tert-butyl-diazodicarboxylate; potassium tert-butylate; oxygen; 1-methyl-1H-imidazole; Cu(1,10-phenanthroline)Cl; In fluorobenzene; Heating;

DOI:10.1002/anie.200353458

Reference yield: 71.0%

C16H19BO2 → α-4-dimethyl-3-cyclohexene-1-acetaldehyde (29548-14-9)

Guidance literature:

With trimethylamine-N-oxide; In tetrahydrofuran; water; at 70 ℃; for 18h; Sealed tube;

DOI:10.1021/acs.orglett.8b02949

Reference yield:

limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3) → α-4-dimethyl-3-cyclohexene-1-acetaldehyde (29548-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: pyridinium chlorochromate / dichloromethane / 2 h / 0 - 20 °C

With 9-bora-bicyclo[3.3.1]nonane; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.phytochem.2017.09.017

upstream raw materials:

D-limonene

(-)-(S)-limonene

menth-1-en-9-ol

limonene.

Downstream raw materials:

1-[(E)-2-(4-Methyl-cyclohex-3-enyl)-propenyl]-piperidine

4-methyl-α-methylene-3-cyclohexene-1-acetaldehyde

(+-)-4-acetyl-1-methylcyclohexene

1-(4-methyl-3-cyclohexen-1-yl)ethanol