95785-27-6

Basic information

• Product Name: Benzaldehyde, 3-(3-hydroxy-3-methyl-1-butynyl)-
• CAS NO: 95785-27-6
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• Mol File: 95785-27-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 3-(3-hydroxy-3-methyl-1-butynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 3-(3-hydroxy-3-methyl-1-butynyl)-(95785-27-6)
• EPA Substance Registry System: Benzaldehyde, 3-(3-hydroxy-3-methyl-1-butynyl)-(95785-27-6)

Safety Data

• Hazardous Substances Data: 95785-27-6(Hazardous Substances Data)

Upstream product

• 3132-99-8 m-bromobenzoic aldehyde 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 696-41-3 m-iodobenzaldehyde 

Downstream Products

• 158520-43-5 1,3-dihydroxy-2-(3-ethynylphenyl)-4,4,5,5-tetramethylimidazolidine 
• 131458-55-4 meta-ethynyl-(4,4,5,5-tetramethyl-4,5-dihydro-1H-3-(N-oxide)-imidazol-1-yloxyl)-phenyl 
• 77123-56-9 3-ethynylbenzaldehyde 
• 10602-07-0 3-(hydroxymethyl)ethynylbenzene 
• 208943-28-6 4-[3-(hydroxymethyl)phenyl]-2-methylbut-3-yn-2-ol 

Relevant articles and documents

Cross-coupling of aryl iodides with paramagnetic terminal acetylenes derived from 4,4,5,5-tetramethyl-2-imidazoline-2-oxyl 3-oxide

2-(Arylylethynylphenyl)-4,4,5,5-tetramethyl-2-imidazoline-1-oxyl 3-oxides 12 and 13 were synthesized by cross-coupling of aryl iodides with 1-alkynes containing the 4,4,5,5-tetramethyl-2-imidazoline-1-oxyl 3-oxide fragment. A procedure was developed for the preparation of 3-and 4-ethynyibenzaldehydes with the use of 2-methylbut-3-yn-2-ol.

ORGANIC COMPOUNDS

meta-Substituted 3-phenylpropanal derivatives useful in providing watery-marine, floral- aldehydic notes.

Process for the preparation of ethynylbenzaldehydes

A multi-step process for the preparation of ethynylbenzaldehydes from bromo- or iodobenzaldehydes is disclosed. The arylhalogen is replaced with a protected ethynyl compound which is subsequently cleaved by base to form the arylacetylene. The aldehydic functionality is preserved by formation of a corresponding Schiff's base or acetal, and its subsequent regeneration by treatment with aqueous acid.