1126-99-4

Usage

Physical state

Colorless liquid

Odor

Sweet, floral

Usage

Fragrance ingredient in consumer products, production of perfumes, soaps, and personal care products

Industrial applications

Solvent, intermediate in the synthesis of other compounds

Toxicity

Low, but safety precautions should be taken while handling and using.

Upstream product

• 78-82-0 Isobutyronitrile 
• 108-94-1 cyclohexanone 
• 1206-23-1 1-tetrahydropyran-2-yloxy-cyclohexanecarbonitrile 
• 920-39-8 isopropylmagnesium bromide 
• 50265-97-9 N-tert-Butyl-N'-[2-methyl-prop-(E)-ylidene]-hydrazine 

Downstream Products

• 1130-15-0 (+/-)-2-<1-Hydroxy-cyclohexyl>-3-methyl-butan-2-ol 
• 1145-99-9 1-<1-Hydroxy-2-methyl-1-phenyl-propyl>-cyclo-hexanol-(1) 
• 1126-98-3 1-(α-Hydroxy-isobutyl)-cyclohexanol 

Relevant academic research and scientific papers

Electroorganic Chemistry. 140. Electroreductively Intra- and Intermolecular Couplings of Ketones with Nitriles

Electroreduction of γ- and δ-cyano ketones in i-PrOH with Sn cathode gave α-hydroxy ketones and their dehydroxylated ketones as the intramolecularly coupled products.Guaiazulene, (-)-valeranone, polyquinanes, dihydrojasmone, methyl dihydrojasmonate, and rosaprostol have been synthesized by utilizing this electroreductive intramolecular coupling of γ- and δ-cyano ketones in one of the key steps.Similarly, electroreduction of a mixture of ketone and nitrile gave the corresponding intermolecularly coupled product.The product obtained by the electroreductive intermolecular coupling of (+)-dihydrocarvone with acetonitrile has been found to be the precursor of an effective chiral ligand for the enantioselective addition of diethylzinc to aldehydes.

AZO ANIONS IN SYNTHESIS. PT 1. t-BUTYLHYDRAZONES AS ACYL-ANION EQUIVALENTS

The lithium salts of aldehyde t-butylhydrazones react with electrophiles (aldehydes, ketones, alkyl halides, crotonates) to form C-trapped t-butylazo-compounds; tautomerisation and hydrolysis gave α-hydroxy ketones, ketones, and γ-keto esters in good yield, thereby providing a convenient new acyl-anion equivalent.Reaction of these lithium salts with aldehydes and ketones, followed by elimination provided a new route to azo alkenes.

Azo Anions in Synthesis. t-Butylhydrazones as Acyl-anion Equivalents

The lithium salts of aldehyde t-butylhydrazones react with electrophiles (aldehydes, ketones, alkyl halides) to form C-trapped t-butylazo compounds; isomerisation and hydrolyse gave α-hydroxy ketones and ketones in good yields, thereby providing a convenient new acyl-anion equivalent.