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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:
产品名称
(1R)-(-)-葑酮, ≥98%
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
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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。
General description
(1R)-(-)-葑酮是在茴香油和金钟柏油中发现的桥连双环酮 。
hcodes
pcodes
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
(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)
I M Isa et al.
Talanta, 87, 230-234 (2011-11-22)
A new cobalt(II) ion selective electrode based on palladium(II) dichloro acetylthiophene fenchone azine(I) has been developed. The best membrane composition is found to be 10:60:10:21.1 (I)/PVC/NaTPB/DOP (w/w). The electrode exhibits a Nerstian response in the range of 1.0 × 10(-1)-1.0
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