84237-05-8

Basic information

• Product Name: Benzene, [[[(3S)-3,7-dimethyl-6-octenyl]oxy]methyl]-
• CAS NO: 84237-05-8
• Molecular Formula: C17H26O
• Molecular Weight: 246.393
• Mol File: 84237-05-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzene, [[[(3S)-3,7-dimethyl-6-octenyl]oxy]methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [[[(3S)-3,7-dimethyl-6-octenyl]oxy]methyl]-(84237-05-8)
• EPA Substance Registry System: Benzene, [[[(3S)-3,7-dimethyl-6-octenyl]oxy]methyl]-(84237-05-8)

Safety Data

• Hazardous Substances Data: 84237-05-8(Hazardous Substances Data)

Upstream product

• 7540-51-4 (S)-3,7-dimethyl-6-octen-1-ol 
• 100-39-0 benzyl bromide 
• 5949-05-3 (S)-Citronellal 
• 100-44-7 benzyl chloride 

Downstream Products

• 84184-37-2 (S)-3-Methylheptyl benzyl ether 
• 251968-34-0 (3S)-methyl-1-tosyloxyheptane 
• 102745-42-6 (4R)-methyl-6-(benzyloxy)hexanoic acid 
• 1446944-84-8 (3S,11R)-1-benzyloxy-3,11-dimethyl-14-pentadecen-7-yne 
• 1446944-52-0 (3S,11S)-1-benzyloxy-3,11-dimethyl-14-pentadecen-7-yne 
• 1446944-81-5 (4S,12S)-14-benzyloxy-4,12-dimethyl-7-tetradecynal 
• 1446944-33-7 (S)-6-benzyloxy-4-methylhexyl iodide 
• 1446944-90-6 (3S,11R)-3,11-dimethylpentadecyl tosylate 
• 1446944-54-2 (3S,11S)-3,11-dimethylpentadecyl tosylate 
• 132124-46-0 3,7-dimethyl-6-(benzothiazol-2-thio)-7-octen-1-yl benzyl ether 
• 132124-47-1 3,7-dimethyl-8-(benzothiazol-2-thio)-6-octen-1-yl benzyl ether 
• 132124-49-3 ((S)-6-Isopropenyl-3-methyl-dec-9-enyloxymethyl)-benzene 
• 67245-15-2 3,7-dimethyl-6-hydroxy-7-octen-1-yl benzyl ether 
• 64309-03-1 (3S,6RS)-3-methyl-6-(1-methylethenyl)-9-decenyl acetate 

Relevant articles and documents

Pheromone synthesis. Part 256: Synthesis of the four stereoisomers of 5,11-dimethylpentacosane, a new sex pheromone component of the male Galleria mellonella (L.), with high stereochemical purities as determined by the derivatization-HPLC analysis of the eight stereoisomers of 5,11-dimethyl-8-pentacosanol

Abstract All the four stereoisomers of 5,11-dimethylpentacosane (>96.8% purity) were synthesized via the stereoisomers of 5,11-dimethyl-8-pentacosanol, whose stereoisomeric compositions could be determined precisely by their low temperature HPLC analysis after derivatization. 5,11-Dimethyl-8-pentacosanol was prepared by a Grignard reaction between 3-methylheptylmagnesium bromide and 4-methyloctadecanal, both of which were prepared from the commercially available enantiomers of citronellal (97-98% ee). Alternatively, (R)-3-methyl-1-heptanol could be prepared from methyl (R)-3-hydroxybutanoate (100% ee). Pd/C-catalyzed hydrogenation of a 5-methyl-1-alkene caused partial racemaization at C-5.

Synthesis of all the stereoisomers of 6-methyl-2-octadecanone, 14-methyl-2-octadecanone, and 6,14-dimethyl-2-octadecanone, sex pheromone components of the Lyclene dharma dharma moth, from the enantiomers of citronellal

The enantiomers of citronellal were converted to all the stereoisomers of 6-methyl-2-octadecanone, 14-methyl-2-octadecanone, and 6,14-dimethyl-2- octadecanone, the female-produced sex pheromone components of the Lyclene dharma dharma moth. Three wellestablished procedures, the Wittig reaction, alkylation of alkynes, and acetoacetic ester synthesis, were employed for the carbon-carbon bond formation to connect the building blocks.

Total synthesis of an antitubercular lactone antibiotic, (+)-tubelactomicin A

(+)-Tubelactomicin A (1), an antitubercular lactone, has been synthesized from (S)-citronellol (2) and 2-deoxy-l-ribonolactone (18) through intramolecular Diels-Alder reaction, Suzuki-Miyaura coupling, and Shiina macrolactonization.