六氟苯 (HCID 9805)

概述

Hexafluorobenzene is a member of the class of fluorobenzenes that is benzene in which all six hydrogen atom have been replaced by fluorine. It has a role as a NMR solvent. It is a member of fluorobenzenes and a fluorocarbon.

名称与标识

首选名称: Hexafluorobenzene
IUPAC: 1,2,3,4,5,6-hexafluorobenzene
中文名: 六氟苯
英文名: hexafluorobenzene
分子式: C6F6
分子量: 186.05

名称与别名

HEXAFLUOROBENZENE392-56-3Perfluorobenzene1,2,3,4,5,6-HexafluorobenzeneCP 28CMC18T611KNSC-21628DTXSID5043924CHEBI:38589RefChem:786088DTXCID3023924206-876-2

展开更多名称

六氟苯全氟苯六氟代苯六氟化苯六氟苯,99%六氟苯 100G六氟苯(全氟苯)六氟苯(>99.0%(GC))1,2,3,4,5,6-六氟苯六氟代苯HexafluorobenzeneCP281,2,3,4,5,6-hexafluoro-benzenehexafluoro-benzenHexaflurorobenzenebenzene,hexafluoro-Perfluorobenzene 99%

Benzene, hexafluoro-C6F6Hexafluorbenzolhexafluoro benzeneMFCD00000288NSC 21628HEXAFLUOROBENZENE [MI]AKOS000120141

数据库标识

CAS: 392-56-3
PubChem CID: 9805
DTXSID: DTXSID5043924
ChEBI: CHEBI:38589
UNII: CMC18T611K
EC Number: 206-876-2
Nikkaji: J37.679E

性质

结构计算性质

XLogP: 2.5
极性表面积: 0 Å²
氢键供体: 0
氢键受体: 6
可旋转键: 0
重原子: 12
形式电荷: 0
复杂度: 104

实验与物化性质

Chemical ClassesOther Classes -> Halogenated Monoaromatics

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

LogP2.22

Density1.61 @ 20°C

Vapor Pressure84.5 [mmHg]

Physical DescriptionLiquid; [Hawley] Colorless clear liquid; Melting point = 3.7-41 deg C; [MSDSonline]

物理化学性质

熔点: 3.7 · 3.7-4.1 °C (lit.)
沸点: 80 · 80-82 °C (lit.)
密度: 1.612 g/mL · 1.612 g/mL at 25 °C (lit.)
折射率: 20 · n20/D 1.377(lit.)
闪点: 50 °F · 50 °F
储存条件: Sealed in dry,Room Temperature
形态: Liquid
颜色: Clear colorless to slightly yellow
比重: 1.612 · 1.612
水溶解性: Immiscible with water.
热导率: 0.083 W/ · 0.083 W/(m·K) at 25 ℃
比热容: 1.19 J/ · Cp(liquid): 1.19 J/(g·K), at 25℃
Merck: 14 · 14,4686
BRN: 1683438 · 1683438
Henry's Law Constant: 3 · 3.0×10-4 mol/(m3Pa) at 25℃, Brockbank (2013)
介电常数: 2.05 · 2.0499999999999998
稳定性: Stable. Incompatible with strong oxidizing agents. May form complexes with transition metals which can explode when heated. Highly flammable.
InChI: 1S/C6F6/c7-1-2(8)4(10)6(12)5(11)3(1)9
InChIKey: ZQBFAOFFOQMSGJ-UHFFFAOYSA-N
SMILES: Fc1c(F)c(F)c(F)c(F)c1F
CAS 数据库: 392 · 392-56-3(CAS DataBase Reference)
NIST化学物质信息: Benzene, hexafluoro-(392-56-3)
EPA化学物质信息: Benzene, hexafluoro- (392-56-3)

安全与法规

GHS分类

GHS Classification · 4 条

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P264+P265, P280, P303+P361+P353, P305+P351+P338, P337+P317, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 76 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危害信息

Regulatory InformationBenzene, hexafluoro-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryAn irritant; [MSDSonline] See Hexachlorobenzene.

Hazard Classes and CategoriesFlam. Liq. 2 (100%)

安全与防护

Protective Action Criteria (PAC) · 3 条

50 [mg/m3]

550 [mg/m3]

3300 [mg/m3]

毒理信息

Toxicity DataLC50 (mice) = 95,000 mg/m3/2h

安全数据

F: 10
wgk: 3
tsca: TSCA listed
毒性: guinea pig,LCLo,inhalation,11800ppm/4H (11800ppm),BEHAVIORAL: ATAXIASENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYELUNGS, THORAX, OR RESPIRATION: OTHER CHANGES,National Technical Information Service. Vol. OTS0571186,
RTECS号: DA3050000
hazard_note: Highly Flammable
包装类别: II
危险等级: 3
存储类别: 3 - Flammable liquids
安全说明: 16-33-7/9-29-26-37/39
海关编码: 29039990
危险品标志: F,Xi
危险性类别: Flam. Liq. 2
危险类别码: 11-36/37/38
危险品运输编号: UN 1993 3/PG 2

化学与工业

用途与制造

UsesUsed as solvent and for chemical synthesis; [Merck Index] Used as solvent in NMR spectroscopy; [Hawley]

General Manufacturing InformationBenzene, 1,2,3,4,5,6-hexafluoro-: ACTIVE

应用领域 · 3 条

概述全氟苯常用作麻醉剂及多种有机物的优良溶剂，同时也是合成全氟代芳香化合物的重要中间体，在化工、医药以及液晶材料等方面有着广阔的应用前景。

用途全氟苯可以作为合成全氟代芳香化合物的重要中间体。与苯相同，全氟苯在紫外线照射下可以定量转化为其Dewar异构体2，以2为原料通过环加成等反应可以制备多种类型的氟碳化合物。近年来在开发液晶材料的研究中发现，使用全氟苯衍生出的液晶化合物具有较好的性能。

用途六氟苯是有机合成的试剂，如多氟联芳基的制备。也用于半导体聚合物的合成，如晶体三级管。

制备方法

制备制备全氟苯最早的报道来自于Mcbee、Lindgren和Ligett等人，先后使用BrF3、SbF5、锌粉处理六氯苯，可以得到少量的全氟苯，其他副产物有全氟、氟氯的环己烯和环己二烯化合物。同样是使用六氯苯作为原料，尝试使用无水KF来取代氯原子制备氟苯。反应在高压釜中进行，温度450～500℃，最后分离出C6F6(产率21%)和未完全氟代的氟氯苯(C6F5Cl：20%；C6F4Cl2：14%；C6F3Cl3：12%)。