112474-77-8

Basic information

• Product Name: 9-Dodecenoic acid, 12-[(4-chlorophenyl)thio]-, methyl ester
• CAS NO: 112474-77-8
• Molecular Formula: C19H27ClO2S
• Molecular Weight: 354.941
• Mol File: 112474-77-8.mol

Chemical Properties

• CAS DataBase Reference: 9-Dodecenoic acid, 12-[(4-chlorophenyl)thio]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Dodecenoic acid, 12-[(4-chlorophenyl)thio]-, methyl ester(112474-77-8)
• EPA Substance Registry System: 9-Dodecenoic acid, 12-[(4-chlorophenyl)thio]-, methyl ester(112474-77-8)

Safety Data

• Hazardous Substances Data: 112474-77-8(Hazardous Substances Data)

Upstream product

• 103559-17-7 trimethylsilane 
• 934-73-6 methyl 4-chlorophenyl sulfoxide 
• 112474-70-1 <(4-chlorophenylthio)methyl>trimethylsilane 
• 112474-69-8 methyl 12-(4-chlorophenylthio)-12-trimethylsilyldodec-9-enoate 
• 111-81-9 Methyl 10-undecenoate 
• 104316-84-9 4-chlorophenylthiomethyl trifluoroacetate 
• 106-54-7 p-Chlorothiophenol 

Downstream Products

• 40264-97-9 (Z)-Undeca-8,10-dienoic acid methyl ester 
• 40264-97-9 methyl 9,11-undecadienoate 
• 104316-95-2 (Z)-12-(4-Chloro-benzenesulfinyl)-dodec-9-enoic acid methyl ester 

Relevant articles and documents

Reaction of trimethylsilanes with Arenes and Alk-1-enes in the Presence of Lewis Acid: Syntheses of - and (1-Arylthioalk-3-enyl)-trimethylsilanes

Treatment of equimolar amounts of the trimethylsilanes (2) or (3) and electron-rich arenes with an equimolar amount of Lewis acid (SnCl4 or TiCl4) gave the Friedel-Crafts reaction products, trimethylsilanes (4) or (5), in high yields.Similar treatment of the chlorides (2) or (3) with alk-1-enes gave ene type products, trimethylsilanes (12) or (13), in moderate yields.Some chemical transformations of these products are also described.

NOVEL SYNTHESIS OF 1,3-DIENES FROM 1-ALKENES VIA "ENE" REACTION WITH PUMMERER REARRANGEMENT PRODUCT: A SHORT SYNTHESIS OF THE SEX PHEROMONE OF THE RED BOLLWORM MOTH

A Pummerer rearrangement product, 4-chlorophenylthiomethyl trifluoroacetate (6), obtained from 4-chlorophenyl methyl sulfoxide (5) and trifluoroacetic anhydride, reacted with 1-alkenes in trifluoroacetic acid to give the ene products 8, which were readily converted into terminal 1,3-dienes 10 by oxidation and subsequent pyrolysis.Using this method, 9,11-dodecadien-1-yl acetate (12), a sex pheromone of the red bollworm moth, was synthesized.