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Merck
모든 사진(2)

주요 문서

196436

Sigma-Aldrich

(1R)-(−)-Fenchone

≥98%

동의어(들):

(−)-1,3,3-Trimethyl-2-norbornanone, (−)-Fenchone, (1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one

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About This Item

실험식(Hill 표기법):
C10H16O
CAS Number:
Molecular Weight:
152.23
Beilstein:
2042710
EC Number:
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

≥98%

형태

liquid

광학 활성

[α]24/D −50.5°, neat

refractive index

n20/D 1.461 (lit.)

bp

192-194 °C (lit.)

mp

5-6 °C (lit.)

density

0.948 g/mL at 25 °C (lit.)

작용기

ketone

SMILES string

CC1(C)C2CCC(C)(C2)C1=O

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

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일반 설명

(1R)-(-)-Fenchone is a bridged bicyclic ketone found in fennel oil and thuja oil.

애플리케이션

(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.

픽토그램

Environment

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point (°F)

151.7 °F - closed cup

Flash Point (°C)

66.5 °C - closed cup

개인 보호 장비

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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이미 열람한 고객

Slide 1 of 2

1 of 2

Regio-and stereochemical course of the ring expansion of bridged bicyclic ketones to spirocyclic a-keto tetrahydrofurans.
Paquette LA, et al.
The Journal of Organic Chemistry, 57(14), 3956-3965 (1992)
First access to enantiopure C (7)-substituted fenchones: new norbornane-based chiral materials from the chiral pool.
Marti'nez AG, et al.
Tetrahedron Asymmetry, 14(12), 1607-1609 (2003)
(1R)-(-)-Fenchone.
Bond AD and Davies JE.
Acta Crystallographica Section E, Structure Reports Online, 57(11), o1034-o1035 (2001)
Modular iminopyridine ligands. Application to the enantioselective copper (II)-catalyzed Henry reaction.
Blay G, et al.
Tetrahedron Asymmetry, 17(14), 2046-2049 (2006)
B Simándi et al.
Journal of agricultural and food chemistry, 47(4), 1635-1640 (1999-11-24)
Ground fennel seeds were extracted with supercritical carbon dioxide. Small-scale subsequent extractions of the same sample showed that the composition of volatile compounds was changed with the extension of extraction time and only principal volatile components (limonene, fenchone, methylchavicol, and

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