23516-38-3

Basic information

• Product Name: Spiro[bicyclo[3.1.1]heptane-2,2'-oxirane],6,6-dimethyl-, (1S,2R,5R)-
• Synonyms: Pinane,2,10-epoxy-, (1S,2R,5R)- (8CI); Spiro[bicyclo[3.1.1]heptane-2,2'-oxirane],6,6-dimethyl-, [1S-(1a,2a,5a)]-
• CAS NO: 23516-38-3
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Mol File: 23516-38-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 202.1°Cat760mmHg
• Flash Point: 54.4°C
• Density: 1.04g/cm³
• CAS DataBase Reference: Spiro[bicyclo[3.1.1]heptane-2,2'-oxirane],6,6-dimethyl-, (1S,2R,5R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Spiro[bicyclo[3.1.1]heptane-2,2'-oxirane],6,6-dimethyl-, (1S,2R,5R)-(23516-38-3)
• EPA Substance Registry System: Spiro[bicyclo[3.1.1]heptane-2,2'-oxirane],6,6-dimethyl-, (1S,2R,5R)-(23516-38-3)

Safety Data

• Hazardous Substances Data: 23516-38-3(Hazardous Substances Data)

Upstream product

• 127-91-3 (1R,5R)-(+)-β-pinene 
• 177698-19-0 Beta-pinene 
• 18680-26-7 pinane-2β,10-diol 

Downstream Products

• 83921-02-2 7-hydroxy-α-terpineol 
• 536-59-4 (-)-perillyl alcohol 
• 18031-40-8 (S)-(-)-perillaldehyde 
• 65221-01-4 7-acetoxy-p-menth-1-en-8-ol 
• 57717-97-2 (R)-Perillyl alcohol 
• 15111-96-3 (4-isopropenyl-1-cyclohexen-1-yl)methyl acetate 
• 35670-93-0 (1R)-(-)-myrtenyl acetate 
• 72506-01-5 perillyl formate 
• 15111-96-3 (S)-(4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methyl acetate 

Relevant articles and documents

Reactions of epoxides prepared from some monoterpenes with acetic anhydride on aluminosilicate catalysts

Reactions of epoxides prepared from α-, β-pinenes and camphene with acetic anhydride on aluminosilicate catalysts (clay K-10, zeolite β) were investigated affording various products of skeleton rearrangements: mono- and diacetates with five- and six-membered rings, and also with norbornane and pinane cores.

Cyclobutane Ring Opening of Pin-2(10)-ene with Mercury(II) Salts. A New, High-yield Synthesis of p-Mentha-1,8-dien-7-ol

The nucleophilic attack of pin-2(10)-ene-mercury(II) complex systems by water results in the opening of the four-membered ring leading to an allylic organomercury(II) derivative (11) with the p-menthane skeleton.This intermediate can be reduced by hydride to p-menth-1(2)-en-8-ol (6a) or can undergo an in situ SE2' elimination yielding p-menth-1(7)-en-8-ol (9a), in high yields. (-)-2,10-Epoxypinane (15) reacts with mercury(II) salts at room temperature, giving the diol (16) in a quantitative yield.Compound (16) is a suitable intermediate for convenient preparation of p-mentha-1,8-dien-7-ol (17) and its derivatives.