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Merck
모든 사진(2)

주요 문서

905119

Sigma-Aldrich

all-cis-Hexafluorocylclohexane

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C6H6F6
CAS Number:
Molecular Weight:
192.10
MDL number:
UNSPSC 코드:
12352101
NACRES:
NA.22

양식

solid

mp

289-290 °C

작용기

fluoro

저장 온도

2-8°C

SMILES string

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

InChI key

PQJGSPVYVGXTJW-JMVOWJSSSA-N

애플리케이션

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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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

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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