| Revision as of 16:42, 17 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 477070257 of page Dinitromethane for the Chem/Drugbox validation project (updated: 'CASNo'). |
Latest revision as of 22:57, 15 October 2021 edit Citation bot (talk | contribs)Bots5,430,352 edits Alter: url. URLs might have been anonymized. | Use this bot. Report bugs. | Suggested by Whoop whoop pull up | #UCB_webform 287/2142 |
| 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 |
| ⚫ |
| name = Dinitromethane |
|
|
|
| Watchedfields = changed |
| ⚫ |
| ImageFile=dinitromethane.svg |
|
|
|
| verifiedrevid = 477388316 |
| ⚫ |
| ImageSize=200px |
|
|
⚫ |
| Name = Dinitromethane |
| ⚫ |
|Section1= {{Chembox Identifiers |
|
|
⚫ |
| ImageFile = dinitromethane.svg |
|
|
| ImageFile1 = Dinitromethane-3D-vdW.png |
|
⚫ |
| ImageSize = 200px |
|
|
| PIN = Dinitromethane |
|
|
| OtherNames = |
|
⚫ |
| Section1 = {{Chembox Identifiers |
|
| CASNo_Ref = {{cascite|correct|CAS}} |
|
| CASNo_Ref = {{cascite|correct|CAS}} |
|
| CASNo = <!-- blanked - oldvalue: 625-76-3 --> |
|
| CASNo=625-76-3 |
|
| PubChem = 61172 |
|
| PubChem = 61172 |
|
|
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
| ChemSpiderID = 55118 |
|
|
| SMILES = C((=O))(=O) |
|
| ChemSpiderID = 55118 |
|
|
| SMILES = C((=O))(=O) |
|
| InChI = 1/CH2N2O4/c4-2(5)1-3(6)7/h1H2 |
|
| InChI = 1/CH2N2O4/c4-2(5)1-3(6)7/h1H2 |
|
| InChIKey = WINNISSSXBRWMA-UHFFFAOYAE |
|
| InChIKey = WINNISSSXBRWMA-UHFFFAOYAE |
|
|
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
|
| StdInChI = 1S/CH2N2O4/c4-2(5)1-3(6)7/h1H2 |
|
| StdInChI = 1S/CH2N2O4/c4-2(5)1-3(6)7/h1H2 |
| ⚫ |
| StdInChIKey = WINNISSSXBRWMA-UHFFFAOYSA-N |
|
|
|
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
|
⚫ |
| StdInChIKey = WINNISSSXBRWMA-UHFFFAOYSA-N |
|
}} |
|
}} |
|
|Section2= {{Chembox Properties |
|
| Section2 = {{Chembox Properties |
|
| C=1|H=2|N=2|O=4 |
|
| C=1 | H=2 | N=2 | O=4 |
|
|
| BoilingPtC = 39 to 40 |
|
|
| BoilingPt_notes = (at 2 mmHg)<ref name=citeprop/> |
|
}} |
|
}} |
|
|
| Section3 = |
|
|
| Section4 = |
|
|
| Section5 = |
|
|
| Section6 = |
|
}} |
|
}} |
|
|
|
|
|
'''Dinitromethane''' is an ] with the ] CH<sub>2</sub>(NO<sub>2</sub>)<sub>2</sub>.<ref>{{ cite book | chapter-url = http://webbook.nist.gov/cgi/cbook.cgi?ID=C625763&Mask=1 | chapter = Dinitromethane | publisher = NIST | title = NIST Chemistry WebBook, NIST Standard Reference Database Number 69 | editor1-last = Linstrom | editor1-first = P. J. | editor2-last = Mallard | editor2-first = W. G. }}</ref> Purified dinitromethane is a colorless liquid with a weak pleasant odor. It is relatively stable at room temperature and can be safely stored for months at 0 °C.<ref name=citeprop>{{ cite journal |author1=Legin, G. Ya. |author2=Okhlobystina, L. V. |author3=Fainzilberg, A. A. | title = Preparation of pure dinitromethane and its physical properties | journal = Russian Chemical Bulletin | year = 1965 | volume = 14 | issue = 12 | pages = 2190–2191 | doi = 10.1007/BF00846018 }}</ref> |
|
|
|
|
|
==Synthesis== |
|
|
The ] ] of dinitromethanide, KCH(NO<sub>2</sub>)<sub>2</sub>, was first prepared by Villiers in 1884 by ] of bromodinitromethane.<ref>{{ cite journal | author = Villiers, R. | journal = Bulletin de la Société Chimique de France | volume = 41 | pages = 281 | year = 1884 | title = Sur le bromure d'èthylène tétranitré }}</ref> ] and the potassium salt of dinitromethane react in ] to form dinitromethane.<ref name=citeprop /> Free dinitromethane was previously understood to be a pale, yellow oil that decomposed rapidly at ambient temperatures.<ref>{{ cite journal | author = Duden, P. | title = Ueber das Dinitromethan | journal = Berichte der Deutschen Chemischen Gesellschaft | volume = 26 | issue = 3 | year = 1893 | pages = 3003–3011 | doi = 10.1002/cber.189302603135 | url = https://zenodo.org/record/1425720 }}</ref> |
|
|
|
|
|
Dinitromethane should not be confused with ] (CH<sub>2</sub>(ONO<sub>2</sub>)<sub>2</sub>), which is produced as a byproduct in the production of the explosive ].<ref>{{Cite journal | author = Luo, K.-M., Lin, S.-H., Chang, J.-G., Huang, T.-H. | date = 2002 | title = Evaluations of kinetic parameters and critical runaway conditions in the reaction system of hexamine-nitric acid to produce RDX in a non-isothermal batch reactor | journal = Journal of Loss Prevention in the Process Industries | volume = 15 | issue = 2 | pages = 119–127 | doi = 10.1016/S0950-4230(01)00027-4 }}</ref> |
|
|
|
|
|
==Safety== |
|
|
The transportation of dinitromethane is forbidden by the U.S. ].<ref>{{cite web | title = DOT Hazardous Materials | url = http://www.drs.illinois.edu/transportationandshipping/definitions.html | accessdate = 2012-03-01 | archive-url = https://web.archive.org/web/20120410232836/http://www.drs.illinois.edu/transportationandshipping/definitions.html | archive-date = 2012-04-10 | url-status = dead }}</ref> |
|
|
|
|
|
==References== |
|
|
{{Reflist}} |
|
|
|
|
|
==Related== |
|
|
* ] |
|
|
* ] |
|
|
* ] |
|
|
|
|
|
] |