Perfluoroisobutene
| |||
Names | |||
---|---|---|---|
Preferred IUPAC name 1,1,3,3,3-Pentafluoro-2-(trifluoromethyl)prop-1-ene | |||
Other names Perfluoroisobutene, Perfluoroisobutylene, Octafluoroisobutylene, Octafluoro-sec-butene, PFIB | |||
Identifiers | |||
CAS Number |
| ||
3D model (JSmol) |
| ||
ChEMBL |
| ||
ChemSpider |
| ||
ECHA InfoCard | 100.108.743 | ||
EC Number |
| ||
PubChem CID |
| ||
RTECS number |
| ||
UNII |
| ||
CompTox Dashboard (EPA) |
| ||
InChI
| |||
| |||
Properties | |||
Chemical formula | C4F8 | ||
Molar mass | 200.030 g/mol | ||
Appearance | colorless gas | ||
Density | 8.2 g/l | ||
Melting point | −130 °C (−202 °F; 143 K) | ||
Boiling point | 7.0 °C (44.6 °F; 280.1 K) | ||
Hazards | |||
GHS labelling: | |||
Pictograms | |||
Danger | |||
Hazard statements | H330, H370 | ||
Precautionary statements | P260, P264, P270, P271, P284, P304+P340, P307+P311, P310, P320, P321, P403+P233, P405, P501 | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references |
Perfluoroisobutene (PFIB) is the perfluorocarbon counterpart of the hydrocarbon isobutene and has the formula (CF3)2C=CF2. A fluoroalkene, it is a colorless gas that is notable as a highly toxic perfluoroalkene. Few simple alkenes are as toxic.
Safety
Perfluoroisobutene is highly toxic with an LCt = 880 mg⋅min⋅m−3 (mice).[1] It is a Schedule 2 substance of the Chemical Weapons Convention.
Perfluoroisobutene is highly reactive toward nucleophiles. It hydrolyzes readily to give the relatively innocuous (CF3)2CHCO2H, which readily decarboxylates to give hexafluoropropane. It forms addition compounds with thiols, and it is this reactivity that may be related to its toxicity.[1]
PFIB is a product of pyrolysis of polytetrafluoroethylene (PTFE), one of the substances invoked to explain polymer fume fever.
See also
- Phosgene
- Bis(trifluoromethyl) disulfide
References
- ^ a b Timperley, Christopher M. (2000). "Highly-toxic fluorine compounds". Fluorine Chemistry at the Millennium. pp. 499–538. doi:10.1016/B978-008043405-6/50040-2. ISBN 9780080434056.
External links
- International Chemical Safety Card 1216
- v
- t
- e
- Agents used in chemical warfare
- incapacitation
- riot control
- Cyanogen
- Cyanogen bromide
- Cyanogen chloride (CK)
- Hydrogen cyanide (AC)
- Arsine
- Cacodyl cyanide
- Cacodyl oxide
- Hydrogen sulfide
- Phosphine
- Carbon monoxide
- Phosphorus trifluoride
- Methyl cyanoformate
- Iron pentacarbonyl
- Nickel tetracarbonyl
- 2,3,7,8-Tetrachlorodibenzodioxin
- Glycolonitrile
- Lactonitrile
- Acetone cyanohydrin
- Stibine
- Chloral cyanohydrin
Arsenicals | |
---|---|
Sulfur mustards |
|
Nitrogen mustards | |
Nettle agents |
|
Other |
- Anatoxin-a
- Saxitoxin (TZ)
- Bungarotoxin
- Botulinum toxin (BTX)
- Tetanospasmin (TeNT)
- Ryanodine
- Ciguatoxin (CTX)
- Guanitoxin (GTX)
- Chlorophenylsilatrane
- Palytoxin (PTX)
- Maitotoxin (MTX)
- Tetrodotoxin
- Aconitine
- Brevetoxin (PbTX)
- Strychnine
- Antillatoxin (ATX)
- Tetraethyllead
- Dimethylmercury
- HN1 hydrochloride
- HN2 hydrochloride
- HN3 hydrochloride
- A-8564
- Picrotoxin
- Sulfuryl fluoride
- Tremorine
- Oxotremorine
- Batrachotoxin
- Tetramethylenedisulfotetramine (TETS)
- Bicyclic phosphates
- Cloflubicyne
- Trimethylolpropane phosphite
- Domoic acid
choking agents
- Chlorine
- Bromine
- Phosgene (CG)
- Fluorine
- Perfluoroisobutene
- Chloropicrin (PS)
- Dimethyl(trifluoromethylthio)arsine
- Diphosgene (DP)
- Disulfur decafluoride (Z)
- Acrolein
- Ethyl bromoacetate
- Perchloromethyl mercaptan
- Phenylcarbylamine chloride
- Tetranitromethane
- Tetrachlorodinitroethane
- Chlorine trifluoride
- Perchloryl fluoride
- Cadmium oxide
- Cadmium chloride
- Mercuric chloride
- Selenium dioxide
- Selenoyl fluoride
- Trifluoronitrosomethane
- Trichloronitrosomethane
- Nitric oxide
- Nitrogen dioxide
- Dinitrogen tetroxide
- Sulfur dioxide
- Phosphorus trichloride
- Methyl isocyanate
- Ethenone
- Methyl vinyl ketone
- Trifluoroacetyl chloride
- Salcomine
- Fluomine
- Uranium hexafluoride
- Diborane
- Green Cross
agents
- BZ (CS-4030)
- Apomorphine
- Butyrophenone
- EA-4941 (CS-4640)
- Etorphine
- EA-2092
- CS-4297
- Etoxadrol
- Dimethylheptylpyran (DMHP)
- EA-2148
- EA-3167
- EA-3443
- Pethidine
- EA-3580
- Ibogaine
- EA-3834
- Kolokol-1
- LSD-25
- PAVA spray
- Psilocybin
- Sleeping gas
- Carfentanil
- JB-318
- JB-336
- CS-27349
- CAR-226,086
- CAR-301,060
- CAR-302,196
- CAR-302,282
- CAR-302,668
- Benperidol
- Desflurane
- Enflurane
- Bufotenin
- Isoflurane
- Halothane
- Sevoflurane
- Pentazocine
- Procarbazine
- Fluphenazine
- Chlorpromazine
agents
- Xylyl bromide
- Pepper spray (OC)
- Mace (spray)
- CN
- CS
- CR
- CNS
- Benzyl chloride
- Benzyl bromide
- Benzyl iodide
- Bromobenzyl cyanide
- Thiophosgene
- Chloroacetone
- Bromoacetone
- Bromomethyl ethyl ketone
- Acrolein
- Phenacyl bromide
- Chloroacetophenone oxime
- Ethyl bromoacetate
- Ethyl iodoacetate
- Iodoacetone
- Allyl isothiocyanate
- Hexamethylene diisocyanate
- Crotonaldehyde
- Abrin
- Aconitine
- Cyclopiazonic acid
- Histrionicotoxins
- Aflatoxins
- Anatoxin-a
- Batrachotoxin
- Botulinum toxin
- Brevetoxin
- Ciguatoxin
- Domoic acid
- Enterotoxin type B
- Grayanotoxin
- Guanitoxin
- Maitotoxin
- Modeccin
- Palytoxin
- Ricin
- Saxitoxin
- Shiga toxin
- T-2 mycotoxin
- Tetanospasmin
- Tetrodotoxin
- Volkensin
- Veratridine
- Methyl fluoroacetate
- Napalm (variants and mixtures)
- Fluoroethyl fluoroacetate
- Depleted uranium
- post-combustion uranium oxides
- Plutonium and its compounds
- Polonium
- White phosphorus