alpha-Campholenal

Base Information

• Chemical Name: alpha-Campholenal
• CAS No.: 4501-58-0
• Deprecated CAS: 42370-35-4
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.236
• Hs Code.: 2912299000
• European Community (EC) Number: 224-815-8
• UNII: 75LU5216DI
• DSSTox Substance ID: DTXSID3044756
• Nikkaji Number: J100.021G
• Wikidata: Q27121498
• Metabolomics Workbench ID: 57229
• ChEMBL ID: CHEMBL3184714
• Mol file: 4501-58-0.mol

Synonyms:alpha-Campholenal;4501-58-0;2-[(1R)-2,2,3-trimethylcyclopent-3-en-1-yl]acetaldehyde;(R)-(+)-campholenic aldehyde;(+)-campholenic aldehyde;(R)-alpha-campholenaldehyde;[(1R)-2,2,3-trimethylcyclopent-3-en-1-yl]acetaldehyde;DTXSID3044756;CHEBI:49150;75LU5216DI;(R)-2,2,3-Trimethyl-3-cyclopentene-1-acetaldehyde;FEMA No. 3592;3-Cyclopentene-1-acetaldehyde, 2,2,3-trimethyl-, (1R)-;alpha-Campholene aldehyde;Campholenaldehyde, alpha-;UNII-75LU5216DI;3-Cyclopentene-1-acetaldehyde, 2,2,3-trimethyl-, (R)-;(R)-.alpha.-Campholenic aldehyde;((1R)-2,2,3-TRIMETHYLCYCLOPENT-3-EN-1-YL)ACETALDEHYDE;EINECS 224-815-8;2,2,3-Trimethyl-3-cyclopentacetaldehyde;AI3-23129;EC 224-815-8;(R)--campholenaldehyde;(+)-CAMPHOLENAL;(R)-2,2,3-Trimethylcyclopent-3-ene-1-acetaldehyde;2,2,3-Trimethyl-3-cyclopentene-1-acetaldehyde, (R)-;(R)-2-(2,2,3-Trimethylcyclopent-3-en-1-yl)acetaldehyde;(+)-CAMPHOLENALDEHYDE;CAMPHOLENAL, .ALPHA.-;CHEMBL3184714;DTXCID1024756;SCHEMBL15316770;(+)-(R)-CAMPHOLENALDEHYDE;Tox21_301648;AKOS006239754;(+)-.ALPHA.-CAMPHOLENALDEHYDE;NCGC00256080-01;(+)-.ALPHA.-CAMPHOLENIC ALDEHYDE;CAS-4501-58-0;(+)-(R)-.ALPHA.-CAMPHOLENIC ALDEHYDE;EN300-6770905;Q27121498;Z1198153130;2,2,3-TRIMETHYLCYCLOPENT-3-EN-1-YL ACETALDEHYDE [FHFI]

Chemical Property of alpha-Campholenal

Chemical Property:

• Appearance/Colour: clear to pale yellow liquid
• Vapor Pressure: 0.302mmHg at 25°C
• Refractive Index: 1.465 - 1.475
• Boiling Point: 201.8 °C at 760 mmHg
• Flash Point: 70.6 °C
• PSA: 17.07000
• Density: 0.878 g/cm³
• LogP: 2.56780
• Water Solubility.: 111.2mg/L at 25℃
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(C1(C)C)CC=O
• Isomeric SMILES: CC1=CC[C@@H](C1(C)C)CC=O

Technology Process of alpha-Campholenal

There total 131 articles about alpha-Campholenal 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:

Pinene (80-56-8,177698-18-9,25766-18-1) → verbenone (80-57-9) + campholenyc aldehyde (4501-58-0,23727-15-3,91200-86-1,91819-58-8) + Verbenol (1820-09-3,1845-30-3,5416-53-5,13040-03-4,18881-04-4,19890-02-9,22339-08-8,80795-83-1,473-67-6)

Guidance literature:

With oxygen; [Bu₄N]4H[PW₁₁Co(H₂O)O₃₉]/SiO₂; In acetonitrile; at 50 ℃; for 1h; under 760.051 Torr; Further Variations:; Catalysts; Reagents; Product distribution;

DOI:10.1016/j.jcat.2006.11.026

Reference yield:

Pinene (80-56-8,177698-18-9,25766-18-1) → p-menth-6-ene-2,8-diol + verbenone (80-57-9) + campholenyc aldehyde (4501-58-0,23727-15-3,91200-86-1,91819-58-8) + Verbenol (1820-09-3,1845-30-3,5416-53-5,13040-03-4,18881-04-4,19890-02-9,22339-08-8,80795-83-1,473-67-6) + 2,3-trans-pinanediol (53404-49-2) + α-pinene epoxide (1686-14-2,25488-94-2)

Guidance literature:

With dihydrogen peroxide; In water; acetonitrile; at 70 ℃; Temperature; Concentration; Kinetics;

DOI:10.1016/j.molcata.2011.06.006

Reference yield:

Pinene (80-56-8,177698-18-9,25766-18-1) → verbenone (80-57-9) + 2-cyclohexen-1-ol,2-methyl-5-(1-methylethenyl)-, trans- (1197-07-5,22567-18-6,20307-86-2) + campholenyc aldehyde (4501-58-0,23727-15-3,91200-86-1,91819-58-8) + Verbenol (1820-09-3,1845-30-3,5416-53-5,13040-03-4,18881-04-4,19890-02-9,22339-08-8,80795-83-1,473-67-6) + α-pinene epoxide (1686-14-2,25488-94-2)

Guidance literature:

With oxygen; In acetonitrile; at 60 ℃; for 5h; under 760.051 Torr; Reagent/catalyst;

DOI:10.1016/j.molcata.2012.07.008

upstream raw materials:

ethanol

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Camphor

1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

Downstream raw materials:

1-phenyl-2-(2,2,3-trimethyl-cyclopent-3-enyl)-ethanol

1-phenyl-4-(2,2,3-trimethyl-cyclopent-3-enyl)-but-2-en-1-one

α-Campholenaldehyd-dimethylacetal

(2,2,3-trimethylcyclopent-3-enyl)ethanamimde

Refernces

• 1、 Wang, Chenlong,Zhan, Hongju,Lu, Xinhuan,Jing, Run,Zhang, Haifu,Yang, Lu,Li, Xixi,Yue, Fanfan,Zhou, Dan,Xia, Qinghua. "A recyclable cobalt(iii)-ammonia complex catalyst for catalytic epoxidation of olefins with air as the oxidant". supporting information. p. 2147 - 2156. Retrieved 2021/02/06.
• 2、 Orfanidou, Maria,Petsi, Marina,Zografos, Alexandros L.. "Organocatalytic epoxidation and allylic oxidation of alkenes by molecular oxygen". supporting information. p. 9172 - 9178. Retrieved 2021/11/30.