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헥사플로로벤젠
헥사플로로벤젠 구조식 이미지
카스 번호:
392-56-3
한글명:
헥사플로로벤젠
동의어(한글):
헥사플로로벤젠;헥사플루오로벤젠
상품명:
hexafluorobenzene
동의어(영문):
PERFLUOROBENZENE;CP28;1,2,3,4,5,6-hexafluoro-benzene;CP 28;hexafluoro-benzen;Hexafluorobenzene;Hexaflurorobenzene;benzene,hexafluoro-;Perfluorobenzene 99%;Hexafluorobenzene >
CBNumber:
CB7152315
분자식:
C6F6
포뮬러 무게:
186.05
MOL 파일:
392-56-3.mol

헥사플로로벤젠 속성

녹는점
3.7-4.1 °C (lit.)
끓는 점
80-82 °C (lit.)
밀도
1.612 g/mL at 25 °C (lit.)
굴절률
n20/D 1.377(lit.)
인화점
50 °F
저장 조건
Sealed in dry,Room Temperature
물리적 상태
Liquid
색상
Clear colorless to slightly yellow
Specific Gravity
1.612
수용성
Immiscible with water.
Merck
14,4686
BRN
1683438
안정성
Stable. Incompatible with strong oxidizing agents. May form complexes with transition metals which can explode when heated. Highly flammable.
CAS 데이터베이스
392-56-3(CAS DataBase Reference)
NIST
Benzene, hexafluoro-(392-56-3)
EPA
Benzene, hexafluoro- (392-56-3)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F,Xi
위험 카페고리 넘버 11-36/37/38
안전지침서 16-33-7/9-29-26-37/39
유엔번호(UN No.) UN 1993 3/PG 2
WGK 독일 3
RTECS 번호 DA3050000
F 고인화성물질 10
위험 참고 사항 Highly Flammable
TSCA Yes
위험 등급 3
포장분류 II
HS 번호 29039990
기존화학 물질 KE-18539
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H225 고인화성 액체 및 증기 인화성 액체 구분 2 위험 P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P233 용기를 단단히 밀폐하시오. 용기는 환기가 잘 되는 곳에 단단히 밀폐하여 보관하시오.
P240 용기와 수용설비를 접지 및 접합시키시오.
P241 폭발 방지용 장비[전기적/환기/조명/...]을(를) 사용하시오.
P242 스파크가 발생하지 않는 도구를 사용하시오
P243 정전기 방지 조치를 취하시오.
NFPA 704
1
2 0

헥사플로로벤젠 C화학적 특성, 용도, 생산

개요

Hexafluorobenzene, HFB, C6F6, or perfluorobenzene is an organic, aromatic compound. In this derivative of benzene all hydrogen atoms have been replaced by fluorine atoms. The technical uses of the compound are limited, although it is recommended as a solvent in a number of photochemical reactions. In the laboratory hexafluorobenzene is used as standard in fluorine-19 NMR spectroscopy, solvent and standard in carbon-13 NMR, solvent in proton NMR, solvent when studying some parts in the infrared and solvent in ultraviolet–visible spectroscopy, as hexafluorobenzene itself hardly shows any absorbance in the UV region.

화학적 성질

colourless liquid

용도

Hexafluorobenzene is used as a solvent in photochemical reactions. It is also used as a reference compound in fluorine-19 NMR, carbon-13 NMR. It is used as a solvent in proton NMR, IR spectrum and UV-spectra. It is used as anticorrosive, antifriction and anti-tumor agents. Further, it is used as a reference molecule to investigate tissue oxygenation in vivo studies. It forms series of 1:1 complexes with naphthalene, anthracene, phenanthrene, pyrene and triphenylene.

정의

ChEBI: A member of the class of fluorobenzenes that is benzene in which all six hydrogen atom have been replaced by fluorine.

주요 응용

Hexafluorobenzene can react with:
Ethyl magnesium bromide in the presence of transition metal halides to form the corresponding perfluoroarylmagnesium compound that can undergo Grignard reactions.
The sodium salt of the appropriate phenol in 1,3-dimethyl-2-imidazolidinone (DMEU) to form the corresponding hexakis(aryloxy)benzenes.
It can be used:
As a ligand to synthesize novel ruthenium(0) and osmium(0) hexafluorobenzene complexes.
As a solvent and promoter for the ring-closing metathesis (RCM) to form tetrasubstituted olefins in the presence of a ruthenium-based catalyst.

화학 반응

For example, hexafluorobenzene adds chlorine quite readily under rather mild conditions to give hexachlorohexafluorocyclohexane. The catalytic reduction of hexafluorobenzene with hydrogen to penta. and tetra-fluorobenzene at 300 °C, using a platinum catalyst, probably proceeds by a free-radical mechanism. Although the addition of chlorine to hexafluorobenzene is an example of a free-radical addition reaction, the reduction of hexafluorobenzene with hydrogen is classified as a freeradical substitution reaction.
One of the earliest and, perhaps, most complicated reactions of hexafluorobenzene is one reported by Desirant. This interesting reaction, whic h is the only example of a high· temperature (above 300°C) reaction of hexafluorobenzene reported to date, involves the pyrolysis of the molecule in a platinum reactor at 850°C. Among the many products produced in this reaction , octafluorotoluene and decafluorobiphenyl were identified. This highly complex reaction probably could also be classified, in some respects, as a free-radical substitution reaction. There is also some less direct evidence that hightemperature reactions of hexafluorobe nzene do occur. In the synthesis of hexafluorobenzene by the pyrolysis of tribromofluoromethane, bromopentafluorobenzene is a signifi'cant by-product. Lesser amounts of higher brominated fluorocarbons are formed as well, along with copious quantities of bromine. This rather complex reaction is illustrated below.
CFBr3--630-640℃-->C6F6+Br2+C6F5Br+C6F4Br2+etc.

일반 설명

Hexafluorobenzene was repoted to be a sensitive 19F NMR indicator of tumor oxygenation. Rotational Raman spectra of hexafluorobenzenehas been studied under high resolution using a single mode argon laser as the exciting source. Hexafluorobenzene in the gas phase reacts spontaneously with lithium amalgam, to give a solid and intimate mixture of lithium fluoride and elemental polymeric carbon with a small amount of superstoichiometric lithium. Hexafluorobenzene forms series of 1:1 complexes with naphthalene, anthracene,phenanthrene, pyrene and triphenylene.

위험도

Toxic by inhalation. Combustible.

Purification Methods

Main impurities are incompletely fluorinated benzenes. Purify it by standing in contact with oleum for 4hours at room temperature, repeating until the oleum does not become coloured. Wash it several times with water, then dry it with P2O5. Finally purify it by repeated fractional crystallisation. [Beilstein 5 III 523, 5 IV 640.]

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