Synonym: (−)-1,3,3-Trimethyl-2-norbornanone; (−)-Fenchone; (1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one
CAS Number: 7787-20-4
Empirical Formula (Hill Notation): C10H16O
Molecular Weight: 152.23
EC Number: 232-107-5
MDL Number: MFCD00151104
Linear Formula: C10H16O
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 196436-50G.
assay |
≥98% |
bp |
192-194 °C (lit.) |
density |
0.948 g/mL at 25 °C (lit.) |
form |
liquid |
InChI |
1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3/t7-,10+/m0/s1 |
InChI key |
LHXDLQBQYFFVNW-OIBJUYFYSA-N |
mp |
5-6 °C (lit.) |
optical activity |
[α]24/D −50.5°, neat |
Quality Level |
100 |
refractive index |
n20/D 1.461 (lit.) |
SMILES string |
CC1(C)C2CCC(C)(C2)C1=O |
Application: |
(1R)-(-)-Fenchone undergoes condensation with pyridinylalkylamines to form chiral iminopyridine ligands, which find applications in enantioselective copper-catalyzed Henry (nitro aldol) reaction. It may also be used in the preparation of enantiopure C(7)-anti-substituted fenchones as new chiral sources. |
General description: |
(1R)-(-)-Fenchone is a bridged bicyclic ketone found in fennel oil and thuja oil. |
Packaging: |
50 g in glass bottle |
Symbol |
GHS09 |
Hazard statements |
H411 |
Precautionary statements |
P273 - P391 - P501 |
Risk Statements |
10 |
Safety Statements |
23-24/25 |
RIDADR |
UN1224 - class 3 - PG 3 - Ketones, liquid, n.o.s., HI: all |
WGK Germany |
WGK 3 |
Flash Point(F) |
151.7 °F - closed cup |
Flash Point(C) |
66.5 °C - closed cup |
Purity |
≥98% |
bp |
192-194 °C (lit.) |
mp |
5-6 °C (lit.) |
Density |
0.948 g/mL at 25 °C (lit.) |
Refractive Index |
n20/D 1.461 (lit.) |
UNSPSC |
12352200 |