Vinyl fluoride: Difference between revisions

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	{{chembox		{{chembox
			\| Watchedfields = changed
	\| verifiedrevid = ~~444245504~~		\| verifiedrevid = 470630671
	\| ImageFile_Ref = {{chemboximage\|correct\|??}}		\| ImageFile_Ref = {{chemboximage\|correct\|??}}
	\| ImageFile = Vinylfluoride t.~~png~~		\| ImageFile = Vinylfluoride.svg
	\| ImageSize = 120px		\| ImageSize = 120px
	\| ~~IUPACName~~ = Fluoroethene		\| PIN = Fluoroethene
	\| OtherNames = Vinylfluoride, Fluoroethylene, Monofluoroethylene, Vinyl fluoride monomer, VF, R 1141, UN 1860 (inhibited)		\| OtherNames = Vinylfluoride, Fluoroethylene, Monofluoroethylene, Vinyl fluoride monomer, VF, R 1141, UN 1860 (inhibited)
	\| Section1 = {{Chembox Identifiers		\|Section1={{Chembox Identifiers
		⚫	\| CASNo = 75-02-5
⚫	\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
		⚫	\| CASNo_Ref = {{cascite\|correct\|CAS}}
			\| Beilstein = 1731574
		⚫	\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
	\| ChemSpiderID = 6099		\| ChemSpiderID = 6099
		⚫	\| PubChem = 6339
		⚫	\| ChEBI_Ref = {{ebicite\|correct\|EBI}}
		⚫	\| ChEBI = 51314
		⚫	\| EINECS = 200-832-6
			\| Gmelin = 130238
		⚫	\| KEGG_Ref = {{keggcite\|correct\|kegg}}
		⚫	\| KEGG = C19185
		⚫	\| RTECS = YZ7351000
			\| UNII_Ref = {{fdacite\|correct\|FDA}}
			\| UNII = 2598465ICX
		⚫	\| SMILES = FC=C
		⚫	\| InChI = 1/C2H3F/c1-2-3/h2H,1H2
	\| StdInChI_Ref = {{stdinchicite\|correct\|chemspider}}		\| StdInChI_Ref = {{stdinchicite\|correct\|chemspider}}
	\| StdInChI = 1S/C2H3F/c1-2-3/h2H,1H2		\| StdInChI = 1S/C2H3F/c1-2-3/h2H,1H2
	\| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}}		\| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}}
	\| StdInChIKey = XUCNUKMRBVNAPB-UHFFFAOYSA-N		\| StdInChIKey = XUCNUKMRBVNAPB-UHFFFAOYSA-N
⚫	\| CASNo = 75-02-5
⚫	\| CASNo_Ref = {{cascite\|correct\|CAS}}
⚫	\| PubChem = 6339
⚫	\| ChEBI_Ref = {{ebicite\|correct\|EBI}}
⚫	\| ChEBI = 51314
⚫	\| SMILES = FC=C
⚫	\| InChI = 1/C2H3F/c1-2-3/h2H,1H2
⚫	\| EINECS = 200-832-6
⚫	\| RTECS = YZ7351000
⚫	\| KEGG_Ref = {{keggcite\|correct\|kegg}}
⚫	\| KEGG = C19185
	}}		}}
	\| Section2 = {{Chembox Properties		\|Section2={{Chembox Properties
	\| Formula = C<sub>2</sub>H<sub>3</sub>F		\| Formula = C<sub>2</sub>H<sub>3</sub>F
	\| MolarMass = 46.04 g/mol		\| MolarMass = 46.04 g/mol
	\| Appearance = Colorless gas ~~with~~ a faint, ethereal ~~odor~~		\| Appearance = Colorless gas
			\| Odor = faint, ethereal<ref name=PGCH/>
	\| Density = 2 g/cm<sup>3</sup> ~~(gas)~~		\| Density = 0.636 g/cm<sup>3</sup>
			\| MeltingPtC = -160.5
	0.91 g/cm<sup>3</sup> (liquid)
			\| MeltingPt_notes =
	\| MeltingPt = -160.5 °C (-257 °F)
	\| ~~BoilingPt~~ = -72.2 ~~°C (-98 °F)~~		\| BoilingPtC = -72.2
	\| Solubility = Slightly soluble		\| BoilingPt_notes =
			\| Solubility = Slightly soluble
	\| VaporPressure = 25 ~~500~~ ~~kPa~~		\| VaporPressure = 25.2 atm (370.4 psi)
	}}		}}
	\| Section3 = {{Chembox Hazards		\|Section3={{Chembox Hazards
			\| MainHazards =
	\| EUClass = Extremely flammable ('''F+''')
	\| ~~MainHazards~~ =		\| FlashPt =
	\| ~~FlashPt~~ =		\| AutoignitionPtC = 385
			\| AutoignitionPt_notes =
	\| Autoignition = 385 °C
	\| NFPA-H = 1		\| NFPA-H = 1
	\| NFPA-F = 4		\| NFPA-F = 4
	\| NFPA-R = 2		\| NFPA-R = 2
	\| NFPA-O =		\| NFPA-S =
	\| ~~RPhrases~~ = {{~~R12~~}}		\| GHSPictograms = {{GHS02}}{{GHS08}}
			\| GHSSignalWord = Danger
	\| SPhrases = {{S9}}, {{S16}}, {{S33}}
			\| HPhrases = {{H-phrases\|220\|341\|350\|373}}
⚫	\| ExploLimits = 2.6 - 21.7 %
			\| PPhrases = {{P-phrases\|201\|202\|210\|260\|281\|308+313\|314\|377\|381\|403\|405\|410+403\|501}}
		⚫	\| ExploLimits = 2.6 - 21.7%
			\| PEL = none<ref name=PGCH>{{PGCH\|0660}}</ref>
			\| IDLH = N.D.<ref name=PGCH/>
			\| REL = TWA 1 ppm C 5 ppm<ref name=PGCH/>
	}}		}}
	}}		}}

	'''Vinyl fluoride''' is an ] with the chemical formula C<sub>2</sub>H<sub>3</sub>F. It is a colorless gas with a faint ]like odor. It is used as the ]ic precursor to the ] polyvinylfluoride.		'''Vinyl fluoride''' is an ] with the chemical formula C<sub>2</sub>H<sub>3</sub>F. It is a colorless gas with a faint ]-like odor. It is used as the ]ic precursor to the ] ].

	==Production==		==Production==
	It was first prepared in 1901 by Frédéric Swarts, the Belgian chemist who was the first to prepare ~~CFCs~~ in 1892. Swarts used the reaction of ] with 1,1-difluoro-2-bromoethane. It is produced industrially by two routes, one being the mercury-catalyzed reaction of ] and ]:<ref>Günter Siegemund, Werner Schwertfeger, Andrew Feiring, Bruce Smart, Fred Behr, Herward Vogel, Blaine McKusick “Fluorine Compounds, Organic” Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. {{~~DOI~~\|10.1002/14356007.a11_349}}</ref>		It was first prepared in 1901 by Frédéric Swarts, the Belgian chemist who was the first to prepare ]s in 1892. Swarts used the reaction of ] with 1,1-difluoro-2-bromoethane. It is produced industrially by two routes, one being the mercury-catalyzed reaction of ] and ]:<ref>Günter Siegemund, Werner Schwertfeger, Andrew Feiring, Bruce Smart, Fred Behr, Herward Vogel, Blaine McKusick “Fluorine Compounds, Organic” Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. {{doi\|10.1002/14356007.a11_349}}</ref>
	:~~HCCH~~ + HF → CH<sub>2</sub>=CHF		:HC≡CH + HF → CH<sub>2</sub>=CHF
	It is also prepared from 1,1-chlorofluoroethane:		It is also prepared from 1,1-chlorofluoroethane:
	:CH<sub>3</sub>CHClF → CH<sub>2</sub>=CHF + HCl		:CH<sub>3</sub>CHClF → CH<sub>2</sub>=CHF + HCl

	==Safety==		==Safety==
	Vinyl fluoride is classified as an ] (likely to cause ] in humans).		Vinyl fluoride is classified as an ] (likely to cause ] in humans).

		⚫	==Additional data==
		⚫	Its critical point is at 54.8 °C (328 K) and 5.24 MPa. Its ] is 1.4 Debye and ] is 361 kJ/kg.

	== See also ==		== See also ==
	* ]		* ]
	* ]		* ]
			* ]

	==References==		==References==
	<references/>		<references/>

⚫	==Additional data==
⚫	Its critical point is at 54.8 °C (328 K) and 5.24 MPa. ] is 1.4 Debye and ] is 361 kJ/kg.

	== External links ==		== External links ==
	*		*
			*
	*		*
	*		* {{Webarchive\|url=https://web.archive.org/web/20160303210601/http://encyclopedia.airliquide.com/encyclopedia.asp?GasID=113 \|date=2016-03-03 }}
	*		*
	*		*

			{{fluorine compounds}}
⚫	]
			{{Authority control}}

		⚫	]
	]		]
	]		]
			]

			]

	{{Chemistry-stub}}

	]
	]
	]
	]
	]

Latest revision as of 19:58, 29 October 2024

Vinyl fluoride
Names

Preferred IUPAC name Fluoroethene
Other names Vinylfluoride, Fluoroethylene, Monofluoroethylene, Vinyl fluoride monomer, VF, R 1141, UN 1860 (inhibited)
Identifiers
CAS Number	75-02-5
3D model (JSmol)	Interactive image
Beilstein Reference	1731574
ChEBI	CHEBI:51314
ChemSpider	6099
ECHA InfoCard	100.000.757
EC Number	200-832-6
Gmelin Reference	130238
KEGG	C19185
PubChem CID	6339
RTECS number	YZ7351000
UNII	2598465ICX
CompTox Dashboard (EPA)	DTXSID3021435
InChI InChI=1S/C2H3F/c1-2-3/h2H,1H2Key: XUCNUKMRBVNAPB-UHFFFAOYSA-N InChI=1/C2H3F/c1-2-3/h2H,1H2
SMILES FC=C
Properties
Chemical formula	C₂H₃F
Molar mass	46.04 g/mol
Appearance	Colorless gas
Odor	faint, ethereal
Density	0.636 g/cm
Melting point	−160.5 °C (−256.9 °F; 112.6 K)
Boiling point	−72.2 °C (−98.0 °F; 201.0 K)
Solubility in water	Slightly soluble
Vapor pressure	25.2 atm (370.4 psi)
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H220, H341, H350, H373
Precautionary statements	P201, P202, P210, P260, P281, P308+P313, P314, P377, P381, P403, P405, P410+P403, P501
NFPA 704 (fire diamond)	1 4 2
Autoignition temperature	385 °C (725 °F; 658 K)
Explosive limits	2.6 - 21.7%
NIOSH (US health exposure limits):
PEL (Permissible)	none
REL (Recommended)	TWA 1 ppm C 5 ppm
IDLH (Immediate danger)	N.D.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references

Chemical compound

Vinyl fluoride is an organic halide with the chemical formula C₂H₃F. It is a colorless gas with a faint ether-like odor. It is used as the monomeric precursor to the fluoropolymer polyvinylfluoride.

Production

It was first prepared in 1901 by Frédéric Swarts, the Belgian chemist who was the first to prepare chlorofluorocarbons in 1892. Swarts used the reaction of zinc with 1,1-difluoro-2-bromoethane. It is produced industrially by two routes, one being the mercury-catalyzed reaction of acetylene and hydrogen fluoride:

HC≡CH + HF → CH₂=CHF

It is also prepared from 1,1-chlorofluoroethane:

CH₃CHClF → CH₂=CHF + HCl

Safety

Vinyl fluoride is classified as an IARC Group 2A carcinogen (likely to cause cancer in humans).

Additional data

Its critical point is at 54.8 °C (328 K) and 5.24 MPa. Its molecular dipole moment is 1.4 Debye and heat of vaporization is 361 kJ/kg.

References

^ NIOSH Pocket Guide to Chemical Hazards. "#0660". National Institute for Occupational Safety and Health (NIOSH).
Günter Siegemund, Werner Schwertfeger, Andrew Feiring, Bruce Smart, Fred Behr, Herward Vogel, Blaine McKusick “Fluorine Compounds, Organic” Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. doi:10.1002/14356007.a11_349