Cijanogen

Cijanogen
Ball and stick model of cyanogen	Spacefill model of cyanogen
	Etanedinitril (supstitutivno); Bis(nitridougljenik)(C—C) (aditivno);
Drugi nazivi	Dicijan; Ugljen nitrid; Dinitril oksalne kiseline; Dicijanogen ; Nitriloacetonitril; Oksalonitril; Oksalil cijanid ;
Identifikacija
CAS registarski broj	460-19-5
PubChem	9999
ChemSpider	9605
EINECS broj	207-306-5
UN broj	1026
MeSH	cyanogen
ChEBI	29308
RTECS registarski broj toksičnosti	GT1925000
Bajlštajn	1732464
Gmelin Referenca	1090
Jmol-3D slike	Slika 1
SMILES
	N#CC#N
InChI
	InChI=1S/C2N2/c3-1-2-4 ; Kod: JMANVNJQNLATNU-UHFFFAOYSA-N
Svojstva
Molekulska formula	C2N2
Molarna masa	52.03 g mol−1
Agregatno stanje	Bezbojni gas
Miris	opor, bademast
Gustina	950 mg mL−1 (na −21 °C)
Tačka topljenja	-28 °C, 245 K, -18 °F
Tačka ključanja	-21 °C, 252.0 K, -6 °F
Rastvorljivost u vodi	45 g/100 mL (na 20 °C)
Rastvorljivost	rastvoran u etanolu, etil etru
kH	1,9 μmol Pa−1 kg−1
Indeks prelamanja (nD)	1,327 (18 °C)
Termohemija
Standardna entalpija stvaranja jedinjenja ΔfHo298	309,07 kJ mol−1
Std entalpija; sagorevanja ΔcHo298	−1,0978 – 1,0942 MJ mol−1
Standardna molarna entropija So298	241,57 J K−1 mol−1
Opasnost
Podaci o bezbednosti prilikom rukovanja (MSDS)	inchem.org
EU-klasifikacija	F+ T N
EU-indeks	608-011-00-8
NFPA 704	4 4 2
R-oznake	R12, R23, R50/53
S-oznake	(S1/2), S16, S33, S45, S63
Eksplozivni limiti	6.6–42.6%
Srodna jedinjenja
Srodna alkanenitriles	Cijanovodonik; Tiocijanska kiselina; Cijanogen jodid; Cijanogen bromid; Cijanogen hlorid; Cijanogen fluorid; Acetonitril; Aminoacetonitril; Glikolonitril; Propan nitril; Aminopropionitril; Malononitril; Pivalonitril; Aceton cijanohidrin;
Srodna jedinjenja	DBNPA
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Cijanogen je hemijsko jedinjenje sa formulom (C N)₂. On je bezbojni, toksični gas opornog zadaha. Ovaj molekul je pseudohalogen. Cijanogenski molekuli se sastoje od dve CN grupe - analogno diatomskim halogenim molekulima, kao što je Cl₂, ali ima daleku manju oksidacionu sposobnost. Dve cijano grupe su vezane zajedno na njihovim atomima ugljenika: N≡C−C≡N, mada su i drugi izomeri poznati.^[7] Pojedini derivati cijanogena se takođe nazivaju "cijanogen" čak i kad sadrže samo jednu CN grupu. Na primer cijanogen bromid ima formulu NCBr.^[8]

Cijanogen je anhidrid oksamida:

H₂NC(O)C(O)NH₂ → NCCN + 2 H₂O

Oksamid se proizvodi iz cijanogena hidrolizom:^[9]

NCCN + 2 H₂O → H₂NC(O)C(O)NH₂

Povezano

Pseudohalogen

Reference

↑ ^1,0 ^1,1 „oxalonitrile (CHEBI:29308)”. Chemical Entities of Biological Interest. UK: European Bioinformatics Institute. 27. 10. 2006.. Main. Pristupljeno 6. 6. 2012.
↑ ^2,0 ^2,1 ^2,2 NIOSH Pocket Guide to Chemical Hazards. Department of Health and Human Services, Centers for Disease Control, National Institute for Occupational Safety & Health. September 2007. str. 82.
↑ ^3,0 ^3,1 The Merck Index (10th izd.). Rahway, NJ: Merck & Co.. 1983. str. 385.
↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Ringer, A. L.; Sherrill, C. D.; King, R. A.; Crawford, T. D. (2008). „Low-lying singlet excited states of isocyanogen”. International Journal of Quantum Chemistry 106 (6): 1137–1140. Bibcode 2008IJQC..108.1137R. DOI:10.1002/qua.21586.
↑ Hartman, W. W.; Dreger, E. E. (1931), „Cyanogen Bromide”, Organic Syntheses 11: 30 ; Coll. Vol. 2: 150
↑ Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd izd.). Oxford: Butterworth-Heinemann. str. 320-321. ISBN 0080379419.

Literatura

NIOSH Pocket Guide to Chemical Hazards. Department of Health and Human Services, Centers for Disease Control, National Institute for Occupational Safety & Health. September 2007. str. 82.
The Merck Index (10th izd.). Rahway, NJ: Merck & Co.. 1983. str. 385.

Vanjske veze

Portal Hemija

National Pollutant Inventory - Cyanide compounds fact sheet Arhivirano 2006-05-17 na Wayback Machine-u
PhysOrg.com

[ChEBI-1] 1,0 ^1,1 „oxalonitrile (CHEBI:29308)”. Chemical Entities of Biological Interest. UK: European Bioinformatics Institute. 27. 10. 2006.. Main. Pristupljeno 6. 6. 2012.

[Pocket-2] 2,0 ^2,1 ^2,2 NIOSH Pocket Guide to Chemical Hazards. Department of Health and Human Services, Centers for Disease Control, National Institute for Occupational Safety & Health. September 2007. str. 82.

[Merck-3] 3,0 ^3,1 The Merck Index (10th izd.). Rahway, NJ: Merck & Co.. 1983. str. 385.

[4] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[5] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[6] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[7] Ringer, A. L.; Sherrill, C. D.; King, R. A.; Crawford, T. D. (2008). „Low-lying singlet excited states of isocyanogen”. International Journal of Quantum Chemistry 106 (6): 1137–1140. Bibcode 2008IJQC..108.1137R. DOI:10.1002/qua.21586.

[8] Hartman, W. W.; Dreger, E. E. (1931), „Cyanogen Bromide”, Organic Syntheses 11: 30 ; Coll. Vol. 2: 150

[greenwood-9] Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd izd.). Oxford: Butterworth-Heinemann. str. 320-321. ISBN 0080379419.

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