All Photos(1)
About This Item
Empirical Formula (Hill Notation):
C8H12O
CAS Number:
Molecular Weight:
124.18
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
95%
refractive index
n20/D 1.495 (lit.)
bp
195 °C (lit.)
density
1.013 g/mL at 25 °C (lit.)
SMILES string
C1CC2OC2CCC=C1
InChI
1S/C8H12O/c1-2-4-6-8-7(9-8)5-3-1/h1-2,7-8H,3-6H2/b2-1-
InChI key
YWFPXWMSGJXUFS-UPHRSURJSA-N
Related Categories
General description
9-Oxabicyclo[6.1.0]non-4-ene is an epoxide. It undergoes halofluorination reactions with N-halosuccinimides and triethylamine tris-hydrofluoride or Olah′s reagent.
Application
9-Oxabicyclo[6.1.0]non-4-ene may be used in the following studies:
- novel bicyclo[4.2.1] and bicyclo[3.3.1] ethers
- trans, trans-2,6-dibromo-9-oxabicyclo[3.3.1]nonane and trans, trans-2,5-dibromo-9-oxabicyclo[4.2.1]nonane
- (Z)-2-(cyclooct-4-enyloxy)acetic acid.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
158.0 °F - closed cup
Flash Point(C)
70 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Customers Also Viewed
Stereoselective synthesis of cyclic ethers via bromine assistedepoxide ring expansion.
Davies SG, et al.
Tetrahedron Letters, 26(11), 1461-1464 (1985)
Transannular oxygen participation in halofluorination reactions of 9-oxabicyclo [6.1. 0] non-4-ene [1].
Haufe G, et al.
Journal of Fluorine Chemistry, 46(1), 83-95 (1990)
High-yielding, two-step 18F labeling strategy for 18F-PARP1 inhibitors.
Edmund J Keliher et al.
ChemMedChem, 6(3), 424-427 (2011-03-02)
Karl J Bonney et al.
The Journal of organic chemistry, 76(1), 97-104 (2010-12-01)
9-Oxabicyclo[6.1.0]non-4-ene (1) undergoes intramolecular bromonium ion-assisted epoxide ring-opening using N-bromosuccinimide via a presumed oxonium ion that is subject to stereospecific, nonregioselective capture with added external nucleophiles producing novel bicyclo[4.2.1] and bicyclo[3.3.1] ethers. Carboxylic acids (as catalyzed by tetramethylguanidine), alcohols, water
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service