139477-52-4

Basic information

• Product Name: buibuilactone
• Synonyms: buibuilactone
• CAS NO: 139477-52-4
• Molecular Formula: C12H20O2
• Molecular Weight: 196.286
• Mol File: 139477-52-4.mol

Chemical Properties

• Boiling Point: 329.7°Cat760mmHg
• Flash Point: 136.3°C
• Appearance: /
• Density: 0.972g/cm³
• Vapor Pressure: 0.000174mmHg at 25°C
• Refractive Index: 1.482
• CAS DataBase Reference: buibuilactone(CAS DataBase Reference)
• NIST Chemistry Reference: buibuilactone(139477-52-4)
• EPA Substance Registry System: buibuilactone(139477-52-4)

Safety Data

• Hazardous Substances Data: 139477-52-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H18O2/c1-2-3-4-5-6-7-8-11-9-10-14-12(11)13/h3-4,9-11H,2,5-8H2,1H3/b4-3+

Upstream product

• 147618-25-5 (2S,3R,4S,5Z)-2,3-dihydroxy-5-dodecen-4-olide 
• 147618-22-2 (2S,3R,4S,5S)-2,5-dihydroxy-3,4-isopropylidenedioxy-tridec-6-yn-1-ol 
• 147650-47-3 (4S,5Z)-dodeca-2,5-dien-4-olide 
• 151507-61-8 (2S,3R,4S)-2,3-dihydroxy-5-dodecyn-4-olide 

Relevant articles and documents

Synthesis of sex pheromones of the Japanese Beetle and Cupreus Chafer Beetle

The pheromones (1a,1b) of two insect pests, the Japanese Beetle (Popillia japonica, Newman) and Cupreus Chafer Beetle (Anomala cuprea, Hope), were synthesized. Starting from protected D-Ribose, 1a was prepared in 8 steps with a 30% total yield. The same chemistry was demonstrated for the synthesis of 1b.

Method for manufacturing 4-substituted-Y-lactone and novel substance

An alkynyl group having a triple bond at the carbon atom at the 1-position is introduced to a carbon atom at the 1-position of 2,3-O-isopropylidene-D-ribofuranose. The diol part is then cleaved to obtain a lactol compound. This lactol compound is oxidized to obtain a lactone compound. The ketal part of the lactone compound is hydrolyzed and the compound is further subjected to a reduction reaction. The hydroxyl groups at the 2- and 3-positions are then eliminated, and the double bond between the 2- and 3-positions of the resultant compound is reduced to obtain a 4-substituted-γ-lactone.