2,4-Dimethylcyclohex-3-ene-1-carbaldehyde

Base Information

• Chemical Name: 2,4-Dimethylcyclohex-3-ene-1-carbaldehyde
• CAS No.: 68039-49-6
• Deprecated CAS: 144046-32-2,196966-17-3,234439-30-6,333401-53-9,420839-53-8,196966-17-3,234439-30-6,333401-53-9
• Molecular Formula: C9H14O
• Molecular Weight: 138.21
• Hs Code.: 2912299000
• European Community (EC) Number: 268-264-1
• UNII: 452GFV2AFS
• DSSTox Substance ID: DTXSID5044574
• Nikkaji Number: J24.534H
• Wikidata: Q27258798
• RXCUI: 2376941
• ChEMBL ID: CHEMBL3185383
• Mol file: 68039-49-6.mol

Synonyms:68039-49-6;2,4-Dimethyl-3-cyclohexenecarboxaldehyde;Ligustral;2,4-Dimethylcyclohex-3-ene-1-carbaldehyde;3-Cyclohexene-1-carboxaldehyde, 2,4-dimethyl-;2,4-DIMETHYL-3-CYCLOHEXENE-1-CARBOXALDEHYDE;4-Formyl-1,3-dimethylcyclohex-1-ene;2,4-Dimethyl-3-cyclohexene carboxaldehyde;2,4-ivy carbaldehyde;UNII-452GFV2AFS;2,4-dimethylcyclohex-3-enecarbaldehyde;452GFV2AFS;DTXSID5044574;EINECS 268-264-1;2,4-dimethyl-3-cyclohexene-1-carbaldehyde;3-Cyclohexenene-1-carboxaldehyde, 2,4-dimethyl;3-Cyclohexene-1-carboxaldehyde, 2,4(or 3,5)-dimethyl-;68737-61-1;Lantral/Triplal;BELAL;TRICYCLAL;TRIPRAL;ZESTOVER;2,4-Dimethyl-cyclohex-3-enecarbaldehyde;SCHEMBL115614;CHEMBL3185383;DTXCID3024574;BCP29792;EINECS 272-113-5;Tox21_301644;MFCD00169841;STK760091;AKOS000555935;AKOS024307563;2,4-dimethyl-3-cyclohexenecarbaldehyde;NCGC00255904-01;2,4-Dimethyl-cyclohex-3-ene carbaldehyde;AS-64769;2,4-dimethyl-3-cyclo-hexenecarboxaldehyde;2,4-dimethyl-3-cyclohexene-carboxaldehyde;2,4-dimethyl-3-cyclohexen-1-carboxaldehyde;CAS-68039-49-6;FEMA NO. 4505, 2,4-DIMETHYL-;CS-0206887;D5743;FT-0686459;2,4-DIMETHYL-3-CYCLOHEXENYLCARBALDEHYDE;3-ciclohexeno-1-carboxaldehido, 2,4-dimetil-;D95811;EN300-1700469;2,4-Dimethyl-3-cyclohexenecarboxaldehyde, >=97%;2, 4- dimethylcyclohex- 3- ene- 1- carbaldehyde;W-104692;2,4(or 3,5)-Dimethylcyclohex-3-ene-1-carbaldehyde;Q27258798;2,4 - dimethylcyclohex - 3 - ene - 1 - carbaldehyde;2,4-DIMETHYL-3-CYCLOHEXENE CARBOXALDEHYDE [INCI];Z1198151600;(+/-)-2,4-DIMETHYL-3-CYCLOHEXENE CARBOXALDEHYDE;Vertocitral;2,4-Dimethyl-3-Cyclohexenecarboxaldehyde

Chemical Property of 2,4-Dimethylcyclohex-3-ene-1-carbaldehyde

Chemical Property:

• Appearance/Colour: colorless or very pale yellow liquid
• Vapor Pressure: 0.578mmHg at 25°C
• Melting Point: 85-90 °C
• Refractive Index: n20/D 1.473(lit.)
• Boiling Point: 189.2 °C at 760 mmHg
• Flash Point: 61 °C
• PSA: 17.07000
• Density: 0.957 g/cm³
• LogP: 2.17770
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

99.5% ^*data from raw suppliers

2,4-Dimethyl-3-cyclohexene-1-carboxaldehyde (mixture of isomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1C=C(CCC1C=O)C
• Uses: 2,4-Dimethyl-3-cyclohexenecarboxaldehyde is used in method for improving performance of fragrance or its mixture.

Technology Process of 2,4-Dimethylcyclohex-3-ene-1-carbaldehyde

There total 5 articles about 2,4-Dimethylcyclohex-3-ene-1-carbaldehyde 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%

1,3-Dimethyl-1,3-butadien (1118-58-7) + acrolein (107-02-8,25068-14-8) → 2,4-dimethyl-3-cyclohexenecarboxaldehyde (68039-49-6)

Guidance literature:

at 10 - 120 ℃; for 4.08333h; under 1500.15 Torr;

Reference yield:

1,3-Dimethyl-1,3-butadien (1118-58-7) + acrolein (107-02-8,25068-14-8) → 2,4-dimethyl-3-cyclohexenecarboxaldehyde (68039-49-6) + 3,5-dimethyl-3-cyclohexenylcarboxaldehyde (68039-48-5)

Guidance literature:

at 50 - 60 ℃; under 2625.26 Torr; Pressure; Temperature;

Reference yield:

2-(2,4-dimethylcyclohex-3-en-1-yl)imidazolidin-4-one (1378479-39-0) → 2,4-dimethyl-3-cyclohexenecarboxaldehyde (68039-49-6)

Guidance literature:

In ethanol; acetonitrile; for 1h; pH=7.3; Inert atmosphere; aq. buffer;

DOI:10.1002/ejoc.201200081

upstream raw materials:

1,3-Dimethyl-1,3-butadien

acrolein

2-(2,4-dimethylcyclohex-3-en-1-yl)imidazolidin-4-one

Downstream raw materials:

2,4-dimethylbenzaldehyde

2'-(2,6-dimethyl-3-cyclohexenyl)-1,3-dioxolane

7.9-dimethyl-spiro[5.5]undecane-3-one

(Z)-1-(1H-benzoimidazol-5-yl)-5-(2,4-dimethyl-cyclohex-3-enyl)-4-isopropylimino-imidazolidin-2-one

Refernces

• 1、 -. "Method for preparing ligustral". Paragraph 0008; 0028; 0032; 0038; 0041; 0045; 0047. . Retrieved 2017/08/29.
• 2、 Trachsel, Alain,Buchs, Barbara,Godin, Guillaume,Crochet, Aurelien,Fromm, Katharina M.,Herrmann, Andreas. "Preparation of imidazolidin-4-ones and their evaluation as hydrolytically cleavable precursors for the slow release of bioactive volatile carbonyl derivatives". supporting information; experimental part. p. 2837 - 2854. Retrieved 2012/07/03.