23960-07-8

Basic information

• Product Name: (+/-)-LAVANDULYL SENECIOATE
• Synonyms: (+/-)-LAVANDULYL SENECIOATE
• CAS NO: 23960-07-8
• Molecular Formula: C15H24O2
• Molecular Weight: 236.35
• Mol File: 23960-07-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 85 °C(Press: 0.1 Torr)
• Appearance: /
• Density: 0.903±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (+/-)-LAVANDULYL SENECIOATE(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-LAVANDULYL SENECIOATE(23960-07-8)
• EPA Substance Registry System: (+/-)-LAVANDULYL SENECIOATE(23960-07-8)

Safety Data

• Hazardous Substances Data: 23960-07-8(Hazardous Substances Data)

Upstream product

• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 58461-27-1 (+/-)-lavandulol 
• 541-47-9 3-Methylbutenoic acid 
• 912841-61-3 2-isopropenyl-5-methyl-4-hexen-1-yl methanesulfonate 
• 924-50-5 Methyl 3,3-dimethylacrylate 
• 21634-59-3 2-methyl-3-buten-2-yl 3-methyl-2-butenoate 
• 497-67-6 2-(1-methylethenyl)-5-methyl-4-hexenoic acid 

Relevant articles and documents

PROCESSES FOR PREPARING 2-ISOPROPENYL-5-METHYL-4-HEXENOIC ACID, 2-ISOPROPENYL-5-METHYL-4-HEXEN-1-OL, AND A CARBOXYLATE ESTER THEREOF

The present invention provides a process for preparing 2-isopropenyl-5-methyl-4-hexenoic acid of the following formula (4), comprising steps of: subjecting a Grignard reagent of the following general formula (1), wherein R1 represents a linear, branched, or aromatic monovalent hydrocarbon group having 1 to 8 carbon atoms, and X represents a chlorine atom, a bromine atom, or an iodine atom, and 1,1,1,3,3,3-hexamethyldisilazane to a deprotonation reaction to form a 1,1,1,3,3,3-hexamethyldisilazane derivative; and subjecting 2-methyl-3-buten-2-yl 3-methyl-2-butenoate of the following formula (3) to a rearrangement reaction in the presence of the 1, 1, 1,3,3,3-hexamethyldisilazane derivative to form 2-isopropenyl-5-methyl-4-hexenoic acid (4).

PROCESS FOR PRODUCING 2-ISOPROPENYL-5-METHYL-4-HEXENE-1-YL- 3-METHYL-2-BUTENOATE

Provided is a method capable of solving the problems associated with production of LVSA, which is a pheromone produced by female pest mealybugs, and is useful as an agrochemical pest, at an industrial large scale, and producing LVSA in a high yield. Specifically, the present invention provides a production method of 2-isopropenyl-5-methyl-4-hexen-1-yl 3-methyl-2-butenoate, comprising reacting senecioic acid with a halogenating agent to give senecioic acid halide, reacting the obtained senecioic acid halide with 2-isopropenyl-5-methyl-4-hexen-1-ol in the presence of an organic base compound and heat treating the obtained crude 2-isopropenyl-5-methyl-4-hexen-1-yl 3-methyl-2-butenoate in the presence of a basic substance at 50 - 250°C.

Identification and synthesis of the sex pheromone of the vine mealybug, Planococcus ficus

Sexually mature females of an important agricultural pest, the vine mealybug Planococcus ficus, produce the monoterpene (S)-lavandulol and the corresponding ester, (S)-(+)-lavandulyl senecioate. The racemic ester was highly attractive to mature male mealy