14398-40-4

Basic information

• Product Name: beta-C14-Aldehyde
• Synonyms: 2-Butenal, 2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)-;beta-C14 Aldehyde;beta-C14-Aldehyde
• CAS NO: 14398-40-4
• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.32388
• Mol File: 14398-40-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 296.1°Cat760mmHg
• Flash Point: 129°C
• Appearance: /
• Density: 0.889g/cm³
• CAS DataBase Reference: beta-C14-Aldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: beta-C14-Aldehyde(14398-40-4)
• EPA Substance Registry System: beta-C14-Aldehyde(14398-40-4)

Safety Data

• Hazardous Substances Data: 14398-40-4(Hazardous Substances Data)

Upstream product

• 56013-05-9 (RS)-(E)-2-methyl-4-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-butenal 
• 79-77-6 (E)-β-ionone 
• 96-34-4 methyl chloroacetate 
• 593-71-5 Chloroiodomethane 
• 58689-13-7 2-Methyl-2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]oxirane 

Downstream Products

• 53210-15-4 4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-methyl-1-phenyl-trans-2-buten 
• 50895-68-6 2Z,7E-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,7-nonadiene-4-yne-1,6-diol 
• 50895-69-7 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)nona-2E,7E-dien-4-yne-1,6-diol 
• 154307-87-6 (Z)-1,3,3-trimethyl-2-(3-methylpent-2-en-4-ynyl)cyclohex-1-ene 
• 174834-02-7 2-((E)-5,5-Dibromo-3-methyl-penta-2,4-dienyl)-1,3,3-trimethyl-cyclohexene 
• 174833-99-9 3,7-dimethyl-1-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-2,7-dien-5-yn-4-ol 
• 188965-82-4 (E)-2-Methyl-1-(3-methyl-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-2-yl)-4-(2,6,6-trimethyl-cyclohex-1-enyl)-but-2-en-1-ol 
• 319926-96-0 (2E,7Z)-8-{[1,3]-dioxolan-2-yl}-3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)octa-2,7-dien-5-yn-4-ol 
• 199007-99-3 (2E,7Z)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-dimethyl-1-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,7-dien-5-yn-4-ol 
• 1027025-10-0 2,3-Dihydro-5-(4(E))-3-hydroxy-[4-methyl-6-(2,6,6-trimethylcyclohexenyl)-4-hexen-1-ynyl]-5-methyl-1,4-dioxepin 
• 256518-38-4 (1E,3E)-2-methyl-1-[(trifluoromethanesulfonyl)oxy]-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-diene 
• 388075-88-5 (2E,6E)-3,7-dimethyl-1-(2,6,6-trimethyl-1-cyclohexenyl)-2,6,8-nonatriene-4-ol 
• 1268237-48-4 C₁₆H₂₄O₂ 
• 127-47-9 Retinol acetate 

Relevant articles and documents

Efficient Access to All-Carbon Quaternary and Tertiary α-Functionalized Homoallyl-type Aldehydes from Ketones

β,γ-Unsaturated aldehydes with all-carbon quaternary or tertiary α-centers were rapidly assembled from ketones through a unique synthetic operation consisting of 1) C1 homologation, 2) Lewis acid mediated epoxide–aldehyde isomerization, and 3) electrophilic trapping. The synthetic equivalence of a vinyl oxirane and a β,γ-unsaturated aldehyde is the key concept of this previously undisclosed tactic. Mechanistic studies and labeling experiments suggest that an aldehyde enolate is a crucial intermediate. The homologating carbenoid formation plays a critical role in determining the chemoselectivity.

Phosphonate reagent compositions

Novel phosphonate compounds of the formula STR1 are disclosed and claimed, as well as methods for manufacturing the phosphonates from C-14 through C-16 aldehydes. The phosphonate compounds of the present invention can be employed to form 13-cis retinoic acid, retin-A and beta-carotene.

Process for preparing epoxide-cyclohexyl compound and resultant compound

Homologation of α,β-polyene unsaturated aldehydes and ketones to form α,β-unsaturated aldehydes via epoxidation of the ketone or aldehyde and intermediates in this process such as β,γ-unsaturated polyene aldehydes.