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Merck
CN

196436

(1R)-(-)-葑酮

≥98%

别名:

(-)-1,3,3-三甲基-2-降冰片酮, (-)-葑酮, (1R)-1,3,3-三甲基二环[2.2.1]庚-2-酮

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关于此项目

经验公式(希尔记法):
C10H16O
化学文摘社编号:
分子量:
152.23
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
EC Number:
232-107-5
Beilstein/REAXYS Number:
2042710
MDL number:
Assay:
≥98%
Form:
liquid
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InChI key

LHXDLQBQYFFVNW-OIBJUYFYSA-N

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

SMILES string

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

assay

≥98%

form

liquid

optical activity

[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.)

functional group

ketone

Quality Level

General description

(1R)-(-)-葑酮是在茴香油和金钟柏油中发现的桥连双环酮

Application

(1R)-(-)-葑酮与吡啶基烷基胺进行缩合形成手性亚氨基吡啶配体,这些配体可用于对映选择性铜催化的亨利(硝基羟醛)反应。它也可以用于制备对映体C(7)-抗取代的 Fenchones 作为新的手性来源。

pictograms

Environment

hcodes

Hazard Classifications

Aquatic Chronic 2

存储类别

10 - Combustible liquids

wgk

WGK 2

flash_point_f

151.7 °F - closed cup

flash_point_c

66.5 °C - closed cup

ppe

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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(1R)-(-)-Fenchone.
Bond AD and Davies JE.
Acta Crystallographica Section E, Structure Reports Online, 57(11), o1034-o1035 (2001)
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)
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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