96191-37-6

Usage

Compound type

Sulfonate ester

Component chemicals

1-Undecanol, 3-methyland 4-methylbenzenesulfonate

Stereochemistry

(R)-

Usage

Surfactant and emulsifier in industrial and consumer products such as cleaning agents, personal care products, and pharmaceuticals

Functionality

Lowers the surface tension of liquids, allowing for better mixing and dispersing of substances.

Upstream product

• 84567-94-2 (R)-(+)-3-methylundecan-1-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 18951-85-4 (R)-citronellic acid 
• 20425-48-3 methyl (R)-(+)-citronellate 
• 65620-73-7 ethyl (3R)-3,7-dimethyloct-6-enoate 
• 84567-93-1 (R)-ethyl-3-methylundecanoate 
• 84567-92-0 (R)-(+)-ethyl 3-methyl-6-undecenoate 
• 21406-61-1 pentyltriphenylphosphonium bromide 
• 84567-91-9 ethyl (3R)-3-methyl-6-oxohexanoate 
• 135247-62-0 (3R,6Z)-methyl 3-methyl-6-undecenoate 
• 146463-06-1 (R)-methyl 3-methylundecanate 
• 63707-85-7 methyl (R)-(+)-3-methyl-6-oxohexanoate 

Relevant academic research and scientific papers

OZONOLYSIS OF ALKENES AND REACTIONS OF POLYFUNCTIONAL COMPOUNDS. XLV. SYNTHESIS OF erythro-(2S,3S,7R)- AND threo-(2R,3S,7R)-3,7-DIMETHYL-2-PENTADECANYL ACETATES: ATTRACTANTS FOR FEMALE PINE SAWFLIES OF THE GENERA Diprion AND Neodiprion

From (R)-pulegone and (R)-5-acetoxy-4-methylpentanoic acid a 1:3 mixture of erythro-(2S,3S,7R)- and threo-(2R,3S,7R)-3,7-dimethyl-2-pentadecanols were synthesized.They were separated by means of HPLC into the individual enantiomers, the acetylation of whi

Syntheses of the Sex-Attractant of Pine Sawfies

In order to establish the stereochemistry of the sex attractant of various species of pine sawflies, (2S,3R,7R)-, (2S,3R,7S)- and (2S,3S,7S)-2-acetoxy- and 2-propionyloxy-3,7-dimethylpentadecane were synthesized.The alcohol moiety of each pheromone was prepared by the coupling of Grignard reagent of C12 block with tosylate of C5 block.The C12 block, (R)- and (S)-1-bromo-2-methylundecane, were prepared from (R)-(+)-pulegone.The C5 block, (2R,3S)- or (2S,3S)-2-methyl-3-tetrahydropyranyloxy-1-(tosyloxy)butane, were derived from (2S,3S)- or (2R,3S)-2-methyl-3-hydroxy butyric acid prepared by the enantio-differentiating hydrogenation of methyl 2-methyl-3-oxobutyrate over the asymmetrically modified nickel catalyst.

SYNTHESIS OF THE SEX-ATTRACTANT OF PINE SAWFLIES (DIPRION SPECIES); (2S,3R,7R)- AND (2S,3R,7S)-3,7-DIMETHYLPENTADECAN-2-Ol

In order to establish the stereochemistry of the sex attractant of diprion species of pine sawflies, two candidate epimers, (2S,3R,7R)- and (2S,3R,7S)-3,7-dimethylpentadecan-2-ol were synthesized by the coupling reaction of optically active C5 and C12 units.The C12 units, (R)-(-)- and (S)-(+)-1-bromo-2-methylundecane were prepared from (R)-(+)-pulegone.The C5 unit, (2R,3S)-2-methyl-3-tetrahydropyranoxy-1-tosyloxybutane was derived from (2S,3S)-2-methyl-3-hydroxybutyric acid prepared by the reported procedure.