Dibromochloromethane: Difference between revisions

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{{chembox
{{chembox
| Watchedfields = changed
| verifiedrevid = 396328045
| verifiedrevid = 414418191
| ImageFile = Dibromochloromethane.png
| ImageFile = Dibromochloromethane.png
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageSize = 120px
| ImageSize = 100
| IUPACName = Dibromochloromethane
| ImageName = Skeletal formula of dibromochloromethane
| OtherNames = chlorodibromomethane, monochlorodibromomethane, CDBM
| ImageFile1 = Dibromochloromethane-3D-vdW.png
| Section1 = {{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ImageFile1_Ref = {{chemboximage|correct|??}}
| ImageSize1 = 100
| ImageName1 = Spacefill model of dibromochloromethane
| PIN = Dibromo(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|Dibromochloromethane|Chlorodibromomethane{{citation needed|date=June 2012}}|Monochlorodibromomethane{{citation needed|date=June 2012}}
}}
|Section1={{Chembox Identifiers
| Abbreviations = CDBM{{citation needed|date=June 2012}}
| CASNo = 124-48-1
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 3T4AJR1H24
| PubChem = 31296
| ChemSpiderID = 29036
| ChemSpiderID = 29036
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| InChIKey = GATVIKZLVQHOMN-UHFFFAOYAQ
| EINECS = 204-704-0
| KEGG = C14692
| KEGG_Ref = {{keggcite|correct|kegg}}
| MeSHName = chlorodibromomethane
| ChEMBL = 157093
| ChEMBL = 157093
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| RTECS = PA6360000
| Beilstein = 1731046
| SMILES = ClC(Br)Br
| StdInChI = 1S/CHBr2Cl/c2-1(3)4/h1H
| StdInChI = 1S/CHBr2Cl/c2-1(3)4/h1H
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = GATVIKZLVQHOMN-UHFFFAOYSA-N
| StdInChIKey = GATVIKZLVQHOMN-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
}}
| CASNo = 124-48-1
|Section2={{Chembox Properties
| EINECS = 204-704-0
| C=1 | H=1 | Br=2 | Cl=1
| PubChem = 31296
| Appearance = Colorless liquid
| SMILES = BrC(Br)Cl
| Density = 2.451 g mL<sup>−1</sup>
| InChI = 1/CHBr2Cl/c2-1(3)4/h1H
| RTECS = PA6360000
| MeltingPtC = -22
| KEGG = C14692
| BoilingPtC = 119 to 120
| BoilingPt_notes = at 99.7&nbsp;kPa
}}
| LogP = 2.206
| Section2 = {{Chembox Properties
| HenryConstant = 8.6 μmol Pa<sup>−1</sup> kg<sup>−1</sup>
| Formula = CHBr<sub>2</sub>Cl
| MolarMass = 208.28 g/mol
| RefractIndex = 1.547
| MagSus = -75.1·10<sup>−6</sup> cm<sup>3</sup>/mol
| Appearance = Colorless to yellow liquid
}}
| Density = 2.451 g/cm<sup>3</sup>
|Section3={{Chembox Hazards
| MeltingPt = -22 °C
| GHSPictograms = {{gHS exclamation mark}}
| BoilingPt = 119-120 °C
| GHSSignalWord = '''WARNING'''
| Solubility =
| HPhrases = {{h-phrases|302}}
}}
| LD50 = 370 mg kg<sup>−1</sup> <small>(oral, rat)</small>
| Section7 = {{Chembox Hazards
}}
| MainHazards = Harmful ('''Xn''')
|Section4={{Chembox Related
| RPhrases = {{R22}}
| OtherFunction_label = alkanes
| SPhrases =
| OtherFunction = {{unbulleted list|[[Chloromethane]]|[[Chloroiodomethane]]|[[Bromochloromethane]]}}
| FlashPt =
| OtherCompounds = [[2-Chloroethanol]]
| Autoignition =
}}
}}
}}
}}


'''Dibromochloromethane''' is a colorless to yellow, heavy and nonflammable [[Compound (chemistry)|compound]] with formula {{chem|C|H|Br|2|Cl}}.<ref>{{cite web|title=Dibromochloromethane|url=http://www.sigmaaldrich.com/catalog/product/aldrich/206326?lang=en&region=RU|website=[[Sigma Aldrich]]|publisher=sigmaaldrich.com|accessdate=7 June 2017}}</ref><ref>{{cite web|title=Public Health Statement for Bromoform and Dibromochloromethane|url=https://www.atsdr.cdc.gov/phs/phs.asp?id=711&tid=128|publisher=atsdr.cdc.gov|accessdate=7 June 2017}}</ref> It is a [[trihalomethane]].
'''Dibromochloromethane''' is a [[Compound (chemistry)|compound]] with formula CHBr<sub>2</sub>Cl. It is a [[trihalomethane]].
The substance has a sweet odour.<ref>{{cite web|title=BROMOFORM AND DIBROMOCHLOROMETHANE|url=https://www.atsdr.cdc.gov/toxfaqs/tfacts130.pdf|publisher=atsdr.cdc.gov|accessdate=7 June 2017}}</ref> Small quantities of dibromochloromethane are produced in ocean by algae.{{cn|date=November 2022}}


==Applications==
Dibromochloromethane was formerly used as a flame retardant and as an intermediate in chemicals manufacturing. Today it is used only as a laboratory reagent.
Dibromochloromethane was formerly used as a flame retardant and as an intermediate in chemicals manufacturing. Today it is used only as a laboratory reagent. Dibromochloromethane is also a disinfection byproduct, formed by the reaction of chlorine with natural organic matter and bromide ions in the raw water supply. As a result, it is commonly found in chlorinated drinking water.
Also, it is able to reduce methane production in ruminants by 79 %<ref>[https://www.researchgate.net/publication/299274346_Identification_of_bioactives_from_the_red_seaweed_Asparagopsis_taxiformis_that_promote_antimethanogenic_activity_in_vitro Identification of bioactives from the red seaweed Asparagopsis taxiformis that promote antimethanogenic activity in vitro]</ref>


==See also==
Small quantities of dibromochloromethane are produced in ocean by algae.
* [[Asparagopsis taxiformis]]

==References==
{{reflist}}


==External links==
==External links==
* [http://www.greenfacts.org/glossary/def/dibromochloromethane.htm Dibromochlormethane in greenfacts.org glossary]
* [http://www.greenfacts.org/glossary/def/dibromochloromethane.htm Dibromochlormethane in greenfacts.org glossary]
* [http://www.epa.gov/iris/subst/0222.htm Dibromochloromethane toxicological review]
* [http://www.epa.gov/iris/subst/0222.htm Dibromochloromethane toxicological review]
* [http://www.atsdr.cdc.gov/tfacts130.html ToxFAQ for bromoform at ATSDR]
* [https://www.atsdr.cdc.gov/toxfaqs/tfacts130.pdf ToxFAQ for bromoform at ATSDR]


{{Halomethanes}}
{{halomethanes}}


[[Category:Organochlorides]]
[[Category:Organochlorides]]
[[Category:Organobromides]]
[[Category:Organobromides]]



{{organic-compound-stub}}
{{organic-compound-stub}}

[[ja:ジブロモクロロメタン]]