Benzil hlorid

Benzil hlorid
Benzyl chloride
	hlorofenilmetan
Drugi nazivi	α-hlorotoluen
Identifikacija
CAS registarski broj	100-44-7
PubChem	7503
ChemSpider	13840690
UNII	83H19HW7K6
EC-broj	202-853-6
KEGG	C19167
ChEBI	615597
ChEMBL	CHEMBL498878
Jmol-3D slike	Slika 1; Slika 2
SMILES
	ClCc1ccccc1 c1ccc(cc1)CCl
InChI
	InChI=1S/C7H7Cl/c8-6-7-4-2-1-3-5-7/h1-5H,6H2 ; Kod: KCXMKQUNVWSEMD-UHFFFAOYSA-N InChI=1/C7H7Cl/c8-6-7-4-2-1-3-5-7/h1-5H,6H2; Kod: KCXMKQUNVWSEMD-UHFFFAOYAV
Svojstva
Molekulska formula	C7H7Cl
Molarna masa	126,58 g/mol
Gustina	1,100 g/cm3
Tačka topljenja	−39 °C
Tačka ključanja	179 °C
Opasnost
Podaci o bezbednosti prilikom rukovanja (MSDS)	External MSDS
EU-indeks	602-037-00-3
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Benzil hlorid (α-hlorotoluen) je organsko jedinjenje sa formulom C₆H₅CH₂Cl. Ova bezbojna tečnost je reaktivno organohloridno jedinjenje koje je u širokoj upotrebi kao hemijski gradivni blok.

Priprema

Benzil hlorid se industrijski priprema putem fotohemijske reakcije u gasnoj fazi između toluena i hlora:^[6]

C₆H₅CH₃ + Cl₂ → C₆H₅CH₂Cl + HCl

Na taj način, aproksimativno 100.000 tona se proizvede godišnje. Reakcija se odvija mehanizmom slobodnih radikala, pri čemu su intermedijari atomi hlora.^[7] Sporedni proizvodi reakcije su benzil hlorid i benzotrihlorid.

Postoje i drugi metodi, kao što je Blankova hlorometilacija benzena. Benzil hlorid je inicijalno bio pripreman tretiranjem benzil alkohola sa hlorovodoničnom kiselinom.

Reference

↑ 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
↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ M. Rossberg et al. “Chlorinated Hydrocarbons” in Ullmann’s Encyclopedia of Industrial Chemistry 2006, Wiley-VCH, Weinheim. DOI:10.1002/14356007.a06_233.pub2
↑ Furniss, B. S.; Hannaford, A. J.; Smith, P. W. G.; Tatchell, A. R. (1989), Vogel's Textbook of Practical Organic Chemistry (5th izd.), Harlow: Longman, p. 864, ISBN 0-582-46236-3 .

Spoljašnje veze

Portal Hemija

[1] 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

[2] 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.

[3] 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

[4] Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[5] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[Ullmann-6] M. Rossberg et al. “Chlorinated Hydrocarbons” in Ullmann’s Encyclopedia of Industrial Chemistry 2006, Wiley-VCH, Weinheim. DOI:10.1002/14356007.a06_233.pub2

[7] Furniss, B. S.; Hannaford, A. J.; Smith, P. W. G.; Tatchell, A. R. (1989), Vogel's Textbook of Practical Organic Chemistry (5th izd.), Harlow: Longman, p. 864, ISBN 0-582-46236-3 .

[1]

[2]

[3]

[4]

[5]

[6]

[7]