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Merck
CN

905119

all-cis-Hexafluorocylclohexane

别名:

all-cis-1,2,3,4,5,6-Hexafluorocyclohexane

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关于此项目

经验公式（希尔记法）:
C6H6F6
化学文摘社编号:
1699714-60-7
分子量:
192.10
MDL number:
MFCD32661850
UNSPSC Code:
12352101
NACRES:
NA.22

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InChI key

PQJGSPVYVGXTJW-JMVOWJSSSA-N

SMILES string

F[C@@H]1[C@@H]([C@@H]([C@@H]([C@@H]([C@@H]1F)F)F)F)F

form

solid

mp

289-290 °C

functional group

fluoro

storage temp.

2-8°C

相关类别

Application

The incorporation of fluorine in agrochemical and pharmaceutical compounds is of high interest due to the ability to fine-tune the polarity, pKA-value, conformation and metabolic stability. Derived from a cis-selective hydrogenation developed by Glorius and co-workers, this fluorinated compound displays a diverse utility as a building block for chemical synthesis. All-cis-multifluorinated cyclohexanes are of great interest in material chemistry. All-cis-1,2,3,4,5,6-hexafluorocyclohexane, which has been referred to as “Janus-headed” molecule, is one of the most polar compounds known. Liquid crystalline materials are known applications for all-cis-multifluorinated cyclohexanes.

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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCK5472

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Neil S Keddie et al.
Nature chemistry, 7(6), 483-488 (2015-05-21)
The highest-energy stereoisomer of 1,2,3,4,5,6-hexafluorocyclohexane, in which all of the fluorines are 'up', is prepared in a 12-step protocol. The molecule adopts a classic chair conformation with alternate C-F bonds aligned triaxially, clustering three highly electronegative fluorine atoms in close
Mario P Wiesenfeldt et al.
Science (New York, N.Y.), 357(6354), 908-912 (2017-08-12)
All-cis-multifluorinated cycloalkanes exhibit intriguing electronic properties. In particular, they display extremely high dipole moments perpendicular to the aliphatic ring, making them highly desired motifs in material science. Very few such motifs have been prepared, as their syntheses require multistep sequences

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