2649-64-1

Basic information

• Product Name: Clovanediol
• Synonyms: Clovanediol
• CAS NO: 2649-64-1
• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37
• Mol File: 2649-64-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 159 °C
• Boiling Point: 319.8±10.0 °C(Predicted)
• Appearance: /
• Density: 1.09±0.1 g/cm3(Predicted)
• PKA: 14.90±0.70(Predicted)
• CAS DataBase Reference: Clovanediol(CAS DataBase Reference)
• NIST Chemistry Reference: Clovanediol(2649-64-1)
• EPA Substance Registry System: Clovanediol(2649-64-1)

Safety Data

• Hazardous Substances Data: 2649-64-1(Hazardous Substances Data)

Usage

Uses

Clovanediol is a natural product found in cloves and other plant species.

Upstream product

• 1139-30-6 caryophyllene oxide 
• 100-53-8 phenylmethanethiol 
• 60594-23-2 4α,5α-epoxyisocaryophyllene 
• 103475-43-0 caryophyllene-1β,10α-epoxide 
• 1139-30-6 Caryophyllene oxide 

Downstream Products

• 2649-68-5 (1S,2S,5S,8R,9R)-2,9-diacetoxyclovane 
• 127156-28-9 2β-acetoxyclovan-9α(R)-ol 

Relevant articles and documents

Synthesis and oxidation of sulfides based on caryophyllene oxide and phenylmethanethiol

Lewis acid-catalyzed reaction of (–)-caryophyllene oxide with phenylmethanethiol gave sulfides with clovane and caryophyllane structure which were oxidized to the corresponding sulfoxides and sulfones in 74 and 84% yield, respectively.

REARRANGED CARYOPHYLLENES BY BIOTRANSFORMATION WITH CHAETOMIUM COCHLIODES

Biotransformation of caryophyllene by Chaetomium cochliodes DSM 1909 (=ATCC 10195) leads to 4,5-epoxy-caryophyllene-7,12-diol as the main product.The hydroxylation of the geminal methyl groups is not very stereospecific, but as with Diploida gossypina the main product possesses the 11R-configuration.Side-reactions are ring contraction or formation of clovanes, probably via epoxide rearrangements.The use of mono- or diepoxy-caryophyllene as the substrate does not increase the yields significantly.Instead, diepoxy-caryophyllene gave a punctatin derivative.The same molecular framework, but with a different configuration, was observed among the fermentation products from Diplodia gossypina, which supports the assumption that a caryophyllane is the precursor of this class of antibiotics.