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Revision as of 15:48, 20 December 2010 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (changes to watched fields - updated 'UNII_Ref') per Chem/Drugbox validation (report errors or bugs)← Previous edit		Latest revision as of 13:08, 7 September 2024 edit undo46.18.177.138 (talk) →External links: Category change
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	{{chembox		{{chembox
	| Watchedfields = changed		| Watchedfields = changed
	| verifiedrevid = 401935191		| verifiedrevid = 403362944
	| ImageFileL1 = Bromochloromethane.svg		| ImageFile = Bromochloromethane.svg
			| ImageFile_Ref = {{chemboximage|correct|??}}
	| ImageSizeL1 = 100px
			| ImageSize = 100
	| ImageFileR1 = Bromochloromethane-3D-sf.png
			| ImageName = Stereo, skeletal formula of bromochloromethane with all explicit hydrogens added
	| ImageSizeR1 =
	| IUPACName = Bromochloromethane		| ImageFile1 = Bromochloromethane-3D-sf.png
			| ImageFile1_Ref = {{chemboximage|correct|??}}
	| OtherNames = Monochloromonobromomethane, Bromo(chloro)methane, Chloromethyl bromide, Methylene chlorobromide, Methylene bromochloride, Borothene, Halon 1011, BCM, CBM, UN 1887
			| ImageSize1 = 100
	| Section1 = {{Chembox Identifiers
			| ImageName1 = Spacefill model of bromochloromethane
	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
			| PIN = Bromo(chloro)methane<!-- Parentheses are used according to Subsection P-16.5.1.3 of Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 (Blue Book) -->
			| OtherNames = {{unbulleted list|Bromochloromethane|Borothene{{citation needed|date=June 2012}}|Chloromethyl bromide|Halon 1011<ref name=PGCH/>|Methylene bromochloride|Methyl chlorobromide<ref name=PGCH/>|Monochloromonobromomethane|Chlorobromomethane<ref name=PGCH/>|Fluorocarbon 1011<ref name=PGCH/>
			}}
			|Section1={{Chembox Identifiers
			| Abbreviations = {{unbulleted list
			| BCM{{citation needed|date=June 2012}}
			| CBM<ref name=PGCH/>
			| UN 1887}}
			| CASNo = 74-97-5
			| CASNo_Ref = {{cascite|correct|CAS}}
			| UNII_Ref = {{fdacite|correct|FDA}}
			| UNII = 45WX84110G
			| PubChem = 6333
	| ChemSpiderID = 6093		| ChemSpiderID = 6093
	| ChEMBL_Ref = {{ebicite|correct|EBI}}		| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
			| EINECS = 200-826-3
			| UNNumber = 1887
			| KEGG = C02661
			| KEGG_Ref = {{keggcite|correct|kegg}}
			| MeSHName = bromochloromethane
			| ChEBI = 17194
			| ChEBI_Ref = {{ebicite|correct|EBI}}
	| ChEMBL = 346918		| ChEMBL = 346918
			| ChEMBL_Ref = {{ebicite|correct|EBI}}
	| InChIKey = JPOXNPPZZKNXOV-UHFFFAOYAI
			| RTECS = PA5250000
	| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
			| Beilstein = 1730801
			| Gmelin = 25577
			| 3DMet = B00481
			| SMILES = ClCBr
	| StdInChI = 1S/CH2BrCl/c2-1-3/h1H2		| StdInChI = 1S/CH2BrCl/c2-1-3/h1H2
	| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}		| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
	| StdInChIKey = JPOXNPPZZKNXOV-UHFFFAOYSA-N		| StdInChIKey = JPOXNPPZZKNXOV-UHFFFAOYSA-N
			| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
	| CASNo = 74-97-5
			}}
	| CASNo_Ref = {{cascite|correct|CAS}}
			|Section2={{Chembox Properties
	| EINECS = 200-826-3
			| C=1 | H=2 | Br=1 | Cl=1
	| PubChem = 6333
			| Appearance = Colorless liquid
	| SMILES = BrCCl
			| Odor = Chloroform-like<ref name=PGCH/>
	| InChI = 1/CH2BrCl/c2-1-3/h1H2
			| Density = 1.991{{nbsp}}g·mL<sup>−1</sup>
	| RTECS = PA5250000
	| KEGG = C02661		| MeltingPtK = 185.2
	| ChEBI = 17194		| BoilingPtK = 341
			| Solubility = 16.7{{nbsp}}g·L<sup>−1</sup>
	}}
			| LogP = 1.55
	| Section2 = {{Chembox Properties
			| VaporPressure = 15.60{{nbsp}}kPa (at 20.0{{nbsp}}°C)
	| Formula = CH<sub>2</sub>BrCl
	| MolarMass = 129.38 g/mol		| RefractIndex = 1.482
			| MagSus = −86.88·10<sup>−6</sup>·cm<sup>3</sup>/mol
	| Appearance = Colorless to yellow liquid with chloroform-like odor
			}}
	| Density = 1.9344 g/cm<sup>3</sup> at 20 °C
			|Section3={{Chembox Hazards
	| MeltingPt = -86.5 °C
			| GHSPictograms = {{gHS corrosion}} {{gHS exclamation mark}}
	| BoilingPt = 68.1 °C
			| GHSSignalWord = '''DANGER'''
	| Solubility = 16.7 g/l
			| HPhrases = {{h-phrases|315|318|332|335}}
	| VaporPressure = 15.6 kPa at 20 °C
			| PPhrases = {{p-phrases|261|280|305+351+338}}
	}}
	| Section3 = {{Chembox Hazards		| LD50 = {{unbulleted list
			| 5{{nbsp}}g·mol<sup>−1</sup> (oral, rat)
	| MainHazards =
			| 20{{nbsp}}g·kg<sup>−1</sup> (dermal, rabbit)
	| FlashPt =
			| 4300{{nbsp}}mg·kg<sup>−1</sup> (oral, mouse)<ref name=IDLH>{{IDLH|74975|Chlorobromomethane}}</ref>
	| Autoignition =
			}}
	| RPhrases = {{R37}}, {{R38}}, {{R41}}, {{R59}}
			| PEL = TWA 200{{nbsp}}ppm (1050{{nbsp}}mg/m<sup>3</sup>)<ref name=PGCH>{{PGCH|0123}}</ref>
	| SPhrases = {{S26}}, {{S39}}, {{S59}}
			| IDLH = 2000{{nbsp}}ppm<ref name=PGCH/>
	}}
			| REL = TWA 200{{nbsp}}ppm (1050{{nbsp}}mg/m<sup>3</sup>)<ref name=PGCH/>
			| FlashPt = Non-combustible
			| FlashPt_ref = <ref name=PGCH/>
			| LC50 = 3000{{nbsp}}ppm (mouse, 7{{nbsp}}hr)<ref name=IDLH/>
			| LCLo = {{ubl
			| 28,800{{nbsp}}ppm (rat, 15{{nbsp}}min)
			| 29,000{{nbsp}}ppm (rat, 15{{nbsp}}min)
			| 27,000{{nbsp}}ppm (mouse, 15{{nbsp}}min)<ref name=IDLH/>
			}}
			}}
			|Section4={{Chembox Related
			| OtherFunction_label = alkanes
			| OtherFunction = {{unbulleted list|]|]|]}}
			| OtherCompounds = ]
			}}
	}}		}}
	'''Bromochloromethane''' or '''methylene bromochloride''' and '''Halon 1011''' is a mixed ]. It is a heavy low-viscosity liquid with ] 1.4808.		'''Bromochloromethane''' or '''methylene bromochloride''' and '''Halon 1011''' is a mixed ]. It is a heavy low-viscosity liquid with ] 1.4808.
	It was invented for use in fire extinguishers by the Germans during the mid-40s, in an attempt to create a less-toxic, more effective alternative to carbon tetrachloride. This was a concern in aircraft and tanks as carbon tetrachloride produced highly toxic by-products when discharged onto a fire. CBM was slightly less toxic, and used up until the late 1960s, being officially banned by the NFPA for use in fire extinguishers in 1969, as safer and more effective agents such as halon 1211 and 1301 were developed. Due to its ] its production was banned from 1 January 2002 at the ''Eleventh Meeting of the Parties for the Montreal Protocol on Substances that Deplete the Ozone Layer''.		Halon 1011 was invented for use in fire extinguishers in ] during the mid-1940s, in an attempt to create a less toxic, more effective alternative to ]. This was a concern in aircraft and tanks as carbon tetrachloride produced highly toxic by-products when discharged onto a fire. It was slightly less toxic, and used up until the late 1960s, being officially banned by the NFPA for use in fire extinguishers in 1969, as safer and more effective agents such as ] and 1301 were developed. Due to its ] its production was banned from January 1, 2002, at the ''Eleventh Meeting of the Parties for the ] on Substances that Deplete the Ozone Layer''.
	]		]
			]
	It can be biologically decomposed using ] enzyme alkylhalidase by the reaction:		Bromochloromethane's biodegradation is catalyzed by the ] enzyme ]:
	:CH<sub>2</sub>BrCl (l) + ] (l) → ] (l) + ] (l) + ] (g)		:CH<sub>2</sub>BrCl + H<sub>2</sub>O → CH<sub>2</sub>O + HBr + HCl
	==In fiction==		==Preparation==
			Bromochloromethane is prepared commercially from ]:
			:6 CH<sub>2</sub>Cl<sub>2</sub> + 3 Br<sub>2</sub> + 2 Al → 6 CH<sub>2</sub>BrCl + 2 AlCl<sub>3</sub>
			:CH<sub>2</sub>Cl<sub>2</sub> + HBr → CH<sub>2</sub>BrCl + HCl
			The latter route requires ] as a catalyst. The bromochloromethane is often used as a precursor to ].<ref name=Ullmann>{{ Ullmann | author = Dagani, M. J. | author2 = Barda, H. J. | author3 = Benya, T. J. | author4 = Sanders, D. C. | title = Bromine Compounds | doi = 10.1002/14356007.a04_405 }}</ref>
			==References==
	In the ] video game, the player can find a "Chloro-Bromo Methane Gun", which is used as a fire extinguisher. It fires a pressurized cartridge of CBM gas to put out fires. However, due to its chemical properties, firing a cartridge near people causes their lungs to fill with liquid, effectively drowning them.
			{{reflist}}
	==External links==		==External links==
	* {{ICSC|0392|03}}		* {{ICSC|0392|03}}
	* {{PGCH|0123}}		* {{PGCH|0123}}
			*
	*
			*
	*
			*
	*
	*
	*
	{{Halomethanes}}		{{halomethanes}}
	]		]
	]		]
	]
	]		]
	]		]
			]
	]
	]
	]
	]
	]
	]