Misplaced Pages

:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and 1,2-Dichlorobenzene: Difference between pages - Misplaced Pages

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
(Difference between pages)
Page 1
Page 2
Content deleted Content addedVisualWikitext
Revision as of 16:10, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 476964713 of page 1,2-Dichlorobenzene for the Chem/Drugbox validation project (updated: '').  Latest revision as of 21:29, 10 February 2024 edit Michael7604 (talk | contribs)Extended confirmed users8,895 edits is an aryl chloride and 
Line 1: Line 1:
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{chembox {{chembox
| Verifiedfields = changed |Verifiedfields = changed
|Watchedfields = changed
| verifiedrevid = 456361325
|verifiedrevid = 477203514
| Reference=<ref>'']'', 11th Edition, '''3044'''</ref>
|Reference = <ref>'']'', 11th Edition, '''3044'''</ref>
| Name = 1,2-Dichlorobenzene
| ImageFileL1 = 1,2-Dichlorobenzene.svg |Name = 1,2-Dichlorobenzene
|ImageFile1 = O-Dichlorobenzene-2D-skeletal.svg
| ImageSizeL1 = 120px
| ImageNameL1 = 1,2-Dichlorobenzene |ImageName1 = Skeletal structure of 1,2-Dichlorobenzene
|ImageSize1 = 150px
| ImageFileR1 = Ortho-dichlorobenzene-3D-balls.png
|ImageFileL2 = 1,2-Dichlorobenzene-Mercury-3D-bs.png
| ImageSizeR1 = 120px
| ImageNameR1 = Ball-and-stick model of 1,2-dichlorobenzene |ImageNameL2 = Ball-and-stick model of the 1,2-dichlorobenzene molecule
|ImageSizeL2 = 150px
| IUPACName = 1,2-Dichlorobenzene
| OtherNames = ''ortho''-Dichlorobenzene,''o''-Dichlorbenzene, odcb |ImageFileR2 = 1,2-Dichlorobenzene-Mercury-3D-sf.png
|ImageNameR2 = Space-filling model of the 1,2-dichlorobenzene molecule
| Section1 = {{Chembox Identifiers
|ImageSizeR2 = 150px
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
|PIN = 1,2-Dichlorobenzene
| ChEBI_Ref = {{ebicite|correct|EBI}}
|OtherNames = ''ortho''-Dichlorobenzene, ''o''-Dichlorobenzene, odcb, ''o''-Dichlorobenzol
| ChEBI = 35290
|Section1={{Chembox Identifiers
| ChemSpiderID = 13837988
|PubChem = 7239
| KEGG_Ref = {{keggcite|correct|kegg}}
|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| KEGG = C14328
|ChEBI_Ref = {{ebicite|correct|EBI}}
| InChI = 1/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4H
|ChEBI = 35290
| InChIKey = RFFLAFLAYFXFSW-UHFFFAOYAE
|ChemSpiderID = 13837988
| SMILES1 = c1ccc(c(c1)Cl)Cl
| ChEMBL_Ref = {{ebicite|changed|EBI}} |KEGG_Ref = {{keggcite|correct|kegg}}
| ChEMBL = 298461 |KEGG = C14328
|InChI = 1/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4H
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
|InChIKey = RFFLAFLAYFXFSW-UHFFFAOYAE
| StdInChI = 1S/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4H
|SMILES1 = c1ccc(c(c1)Cl)Cl
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
|ChEMBL_Ref = {{ebicite|correct|EBI}}
| StdInChIKey = RFFLAFLAYFXFSW-UHFFFAOYSA-N
| CASNo = 95-50-1 |ChEMBL = 298461
|StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| EC No = 202-425-9
|StdInChI = 1S/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4H
| Annex No = 602-034-00-7
| CASNo_Ref = {{cascite|correct|CAS}} |StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
|StdInChIKey = RFFLAFLAYFXFSW-UHFFFAOYSA-N
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 6PJ93I88XL |CASNo = 95-50-1
|EC_number = 202-425-9
| SMILES = c1ccc(c(c1)Cl)Cl
|CASNo_Ref = {{cascite|correct|CAS}}
|UNII_Ref = {{fdacite|correct|FDA}}
|UNII = 6PJ93I88XL
|SMILES = c1ccc(c(c1)Cl)Cl
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>6</sub>H<sub>4</sub>Cl<sub>2</sub> |Formula = C{{sub|6}}H{{sub|4}}Cl{{sub|2}}
|Appearance = colourless liquid
| MolarMass = 147.01 g/mol
|Odor = Naphthalene-like
| Density = 1.30 g/cm³
|MolarMass = 147.01 g/mol
| MeltingPtC = -17.03
|Density = 1.30 g/cm{{sup|3}}
| BoilingPtC = 180.5
|MeltingPtC = -17.03
}}
|BoilingPtC = 180.19
| Section7 = {{Chembox Hazards
|BoilingPt_ref = <ref>{{Cite journal|last1=Roháč|first1=Vladislav|last2=Růžička|first2=Vlastimil|last3=Růžička|first3=Květoslav|last4=Aim|first4=Karel|date=September 1998|title=Measurements of Saturated Vapor Pressure above the Liquid Phase for Isomeric Dichlorobenzenes and 1,2,4-Trichlorobenzene |journal=Journal of Chemical & Engineering Data|language=en |volume=43|issue=5|pages=770–775|doi=10.1021/je9701442|issn=0021-9568}}</ref>
| FlashPt = 66 °C
|Solubility = 0.01%<ref name=PGCH/>
| SkinHazard = Causes skin irritation
|VaporPressure = 1 mmHg (20°C)
| EyeHazard = Causes eye irritation
|Viscosity = 1.0656 (20 °C)
| InhalationHazard = Causes respiratory tract irritation
|MagSus = -84.26·10{{sup|−6}} cm{{sup|3}}/mol
| IngestionHazard = Toxic if swallowed
|RefractIndex = 1.54920
| ExternalMSDS = http://www.sigmaaldrich.com/catalog/DisplayMSDSContent.do
}}
}} }}
|Section3={{Chembox Hazards
|FlashPtC = 66
|SkinHazard = Causes skin irritation
|EyeHazard = Causes eye irritation
|InhalationHazard = Causes respiratory tract irritation
|IngestionHazard = Mildly toxic
|ExternalSDS =
|PEL = C 50 ppm (300 mg/m{{sup|3}})<ref name=PGCH>{{PGCH|0189}}</ref>
|ExploLimits = 2.2%-9.2%<ref name=PGCH/>
|IDLH = 200 ppm<ref name=PGCH/>
|LD50 = 500 mg/kg (oral, rat, rabbit)<br/> 200 mg/kg (oral, guinea pig)<br/>436 mg/kg (oral, mouse)<ref name=IDLH>{{cite web |url = https://www.cdc.gov/niosh/idlh/95501.html |title = ''o''-Dichlorobenzene |publisher = National Institute for Occupational Safety and Health (NIOSH) |date = 4 December 2014 |access-date = 6 March 2015}}</ref>
|REL = C 50 ppm (300 mg/m{{sup|3}})<ref name=PGCH/>
|LCLo = 1000 ppm (guinea pig, 20 hr)<br/>800 ppm (guinea pig, 24 hr)<br/>821 ppm (rat, 7 hr)<ref name=IDLH/>
}}
|Section4={{Chembox Related
| OtherCompounds = ]<br/>]
}}
}}

'''1,2-Dichlorobenzene''', or '''orthodichlorobenzene''' ('''ODCB'''), is an ] and isomer of ] with the formula C{{sub|6}}H{{sub|4}}Cl{{sub|2}}. This colourless liquid is poorly soluble in water but miscible with most organic solvents. It is a derivative of ], consisting of two adjacent ] atoms.

It is mainly used as a ] in the synthesis of ]s, as a preferred solvent for dissolving and working with ]s, as an ], and in softening and removing carbon-based contamination on metal surfaces.

==Production and uses==
1,2-Dichlorobenzene is obtained as a side-product of the production of ]:
:{{chem|C|6|H|5|Cl}} + {{chem|Cl|2}} → {{chem|C|6|H|4|Cl|2}} + HCl
The reaction also affords the 1,4- and small amounts of the 1,3-isomer. The 1,4- isomer is preferred over the 1,2- isomer due to ]. The ] is uncommon because it is a meta- compound, while chlorine, like all halogens, is an ] director in terms of ].

It is mainly used as a precursor to ], an intermediate in the synthesis of ]s.<ref name=Booth>Gerald Booth (2007). "Nitro Compounds, Aromatic" in ''Ullmann's Encyclopedia of Industrial Chemistry'' Wiley-VCH, Weinheim, 2005.</ref> In terms of niche applications, 1,2-dichlorobenzene is a versatile, high-boiling solvent. It is a preferred solvent for dissolving and working with ]s. It is an ] for termites and locust borers, historically used by the ] to combat widespread bark beetle outbreaks.<ref>{{cite web|url=https://www.youtube.com/watch?v=axs2jR2HC6I |archive-url=https://ghostarchive.org/varchive/youtube/20211221/axs2jR2HC6I |archive-date=2021-12-21 |url-status=live|title=Battle of the Beetles|date=25 July 2011|access-date=22 April 2018|via=YouTube}}{{cbignore}}</ref>

1,2-Dichlorobenzene is also used in softening and removing carbon-based contamination on metal surfaces.<ref>Technical Order 2J-1-13</ref>

==Safety==
Data from human exposure to 1,2-dichlorobenzene shows that concentrations of 100 ppm have been reported to cause sporadic irritation of the eyes and respiratory tract.<ref>{{cite web|url=https://www.cdc.gov/niosh/idlh/95501.html|title=CDC - Immediately Dangerous to Life or Health Concentrations (IDLH): o-Dichlorobenzene - NIOSH Publications and Products|date=16 November 2017|website=www.cdc.gov|access-date=22 April 2018}}</ref> The ] and the ] have set occupational exposure limits at a ceiling of 50 ppm, over an eight-hour workday.<ref>{{cite web|url=https://www.cdc.gov/niosh/npg/npgd0189.html|title=CDC - NIOSH Pocket Guide to Chemical Hazards -o-Dichlorobenzene|website=www.cdc.gov|access-date=22 April 2018}}</ref>

==See also==
*]—different numbers of chlorine substituents and isomeric forms

==References==
<references/>

{{Insecticides}}

{{DEFAULTSORT:Dichlorobenzene, 1, 2-}}
]
]
]
]