a-Pinene oxide
Product Information
Molecular Formula
C10H16O
Molecular Weight
152.23
Description
Alpha-pinene oxide is an epoxide of alpha-pinene. It has a role as a fragrance, a bacterial xenobiotic metabolite and a human metabolite. It is a pinane monoterpenoid and an epoxide. It derives from a hydride of an alpha-pinene.
Synonyms
.alpha.-Pinene epoxide (Isomer 1); .alpha.-Pinene epoxide (Isomer 2); 2,3-epoxy-pinan; 2,7,7-trimethyl-3-oxatricyclo(4.1.1.0(sup2,4))octane; 2-pineneoxide; 3-Oxatricyclo[4.1.1.0(2,4)]octane, 2,7,7-trimethyl-; 4))octane,2,7,7-trimethyl-3-oxatricyclo(4.1.1.0(sup
IUPAC Name
2,7,7-trimethyl-3-oxatricyclo[4.1.1.02,4]octane
SMILES
CC1(C2CC1C3(C(C2)O3)C)C
InChI
InChI=1S/C10H16O/c1-9(2)6-4-7(9)10(3)8(5-6)11-10/h6-8H,4-5H2,1-3H3
InChI Key
NQFUSWIGRKFAHK-UHFFFAOYSA-N
Boiling Point
102 - 103°C at 30 mm Hg
Flash Point
150.8 °CF - closed cup
Purity
97%
Density
0.964 g/mL at 25 °C(lit.)
Appearance
Liquid
Refractive Index
n20/D 1.469 (lit.)
LogP
2.01
Computed Properties
XLogP3
2.1
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
0
Exact Mass
152.120115130 g/mol
Monoisotopic Mass
152.120115130 g/mol
Topological Polar Surface Area
12.5Ų
Heavy Atom Count
11
Formal Charge
0
Complexity
221
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
4
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113880789-A | Method for catalyzing epoxidation of alpha-pinene by amphiphilic catalyst | 2021-10-08 |
| CN-113292530-A | Method for preparing cyclic carbonate from quaternary phosphonium salt | 2021-04-30 |
| CN-112608287-A | Method for synthesizing epoxy pinane from pinene | 2020-12-24 |
| WO-2022049310-A1 | Improved pharmaceutical formulations of glp-1 receptor agonists | 2020-09-07 |
| EP-3960783-A1 | Isocyanate-terminated prepolymers based on polyoxymethylene-polyoxyalkylene block copolymers, method for their preparation and their use | 2020-09-01 |
| WO-2022049012-A1 | Isocyanate-terminated prepolymers based on polyoxymethylene-polyoxyalkylene block copolymers, process for the preparation and use thereof | 2020-09-01 |
| JP-2022039632-A | Conductive polymer dispersion liquid and its manufacturing method, and a method for manufacturing a conductive film | 2020-08-28 |
| JP-2022035597-A | Conductive polymer-containing liquid and its manufacturing method, and conductive film and its manufacturing method | 2020-08-21 |
| CN-114075323-A | Masterbatch type thermosetting resin composition and thermosetting resin composition | 2020-08-18 |
| JP-2022034224-A | Masterbatch type thermosetting resin composition and thermosetting resin composition | 2020-08-18 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 29968805 | 2018-07-03 | Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics | Scientific reports |
| 22791515 | 2012-10-01 | Acid/vanadium-containing saponite for the conversion of propene into coke: potential flame-retardant filler for nanocomposite materials | Chemistry, an Asian journal |
| 22870865 | 2012-10-01 | Essential oils from Schinus terebinthifolius leaves - chemical composition and in vitro cytotoxicity evaluation | Pharmaceutical biology |
| 22309032 | 2012-06-21 | Heterogeneous reactions of epoxides in acidic media | The journal of physical chemistry. A |
| 20607162 | 2010-09-21 | Autoxidation of alpha-pinene at high oxygen pressure | Physical chemistry chemical physics : PCCP |
| 20449393 | 2010-03-28 | Chirality transition in the epoxidation of (-)-alpha-pinene and successive hydrolysis studied by Raman optical activity and DFT | Physical chemistry chemical physics : PCCP |
| 19447550 | 2009-12-01 | Enhancement effect of terpenes on silver sulphadiazine permeation through third-degree burn eschar | Burns : journal of the International Society for Burn Injuries |
| 19727505 | 2009-09-28 | Laboratory chamber studies on the formation of organosulfates from reactive uptake of monoterpene oxides | Physical chemistry chemical physics : PCCP |
| 19500172 | 2009-08-01 | Secondary organic aerosol from alpha-pinene ozonolysis in dynamic chamber system | Indoor air |
| 19266193 | 2009-07-01 | P450(BM-3)-catalyzed whole-cell biotransformation of alpha-pinene with recombinant Escherichia coli in an aqueous-organic two-phase system | Applied microbiology and biotechnology |
