54877-01-9

Basic information

• Product Name: 3,5-Heptanediol, 2,6-dimethyl-
• CAS NO: 54877-01-9
• Molecular Formula: C9H20O2
• Molecular Weight: 160.257
• Mol File: 54877-01-9.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 3,5-Heptanediol, 2,6-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Heptanediol, 2,6-dimethyl-(54877-01-9)
• EPA Substance Registry System: 3,5-Heptanediol, 2,6-dimethyl-(54877-01-9)

Safety Data

• Hazardous Substances Data: 54877-01-9(Hazardous Substances Data)

Upstream product

• 18362-64-6 2,6-dimethyl-3,5-heptanedione 
• 75-09-2 dichloromethane 
• 78-84-2 isobutyraldehyde 
• 870-63-3 prenyl bromide 
• 116212-25-0 2,2-Dimethyl-3-<3-methyl-2-(trimethylsilyloxy)butyl>oxirane 
• 132047-52-0 1,1-Dibromo-4-methyl-3-(trimethylsilyloxy)pentane 
• 105627-13-2 2,6-dimethyl-5-di-isopropylsilyloxyheptan-3-one 
• 65429-68-7 5-hydroxy-2,6-dimethyl-heptan-3-one 
• 36587-79-8 5-hydroxy-2,5-dimethyl-3-hexanone 
• 563-80-4 3-methyl-butan-2-one 
• 100-46-9 benzylamine 
• 107-11-9 1-amino-2-propene 
• 28920-34-5 2,6-dimethyl-5-hepten-3-ol 
• 105627-17-6 2,2,4,6-tetraisopropyl-1,3-dioxa-2-silacyclohexene 

Downstream Products

• 2344-70-9 1-phenyl-3-butanol 
• 1243579-23-8 2,6-dimethyl-5-octylsulfanylheptan-3-one 

Relevant articles and documents

Dichloromethane as a source of the CH22-synthon: A combination of an arene-catalysed lithiation and a barbier-type reaction

The reaction of dichloromethane 1 with an excess of lithium powder (1:7 molar ratio) and catalytic amount of 4,4'-di-tert-butylbiphenyl (5 mol %) in the presence of a carbonyl compound 2 (1:2 molar ratio) in tetrahydrofuran at -40°C yields, after hydrolysis, the corresponding 1,3-diols 3 in moderate yields. The process can be also applied to more complicated gem-dichloro derivatives such as 7,7-dichlorobicyclo[4.1.0]heptane 6 or methyl dichloromethyl ether 9.

Stereocontrolled reductive amination of 3-hydroxy ketones

syn-1,3-Aminoalcohols are synthesized in high diastereomeric excess by reductive amination of 3-hydroxyketones with sodium cyanoborohydride in the presence of benzylamine.

Polychlorinated materials as a source of polyanionic synthons

The reaction of dichloromethane (1a) or dichlorodideuteriomethane (1b) with an excess of lithium powder (1:7 molar ratio) and a catalytic amount of DTBB (5 mol%) in the presence of a carbonyl compound 2 (1:2 molar ratio) in THF at -40°C yields, after hydrolysis, the corresponding 1,3-diols 3 in moderate yields. The process is applied to other gem-dichlorinated materials such as 7,7-dichloro [4.1.0]heptane (4), 1,1-dichlorotetramethylcyclopropane (7) and dichloromethyl methyl ether (10), using pivalaldehyde as electrophile. Starting from 1,1,1-trichlorinated compounds or tetrachloromethane (14) and using chlorotrimethylsilane as electrophile at temperatures ranging between -80 and -90°C, the corresponding polysilylated compounds 15-17 are prepared applying the mentioned methodology.