Benzotrihlorid

Benzotrihlorid
	(Trihlorometil)benzen
Drugi nazivi	Toluen trihlorid; Fenil hloroform; alfa,alfa,alfa-Trihlorotoluen
Identifikacija
CAS registarski broj	98-07-7
ChemSpider	13882366
UNII	U62VHG99AM
KEGG	C19166
RTECS registarski broj toksičnosti	XT9275000
Jmol-3D slike	Slika 1
SMILES
	ClC(Cl)(Cl)c1ccccc1
InChI
	InChI=1S/C7H5Cl3/c8-7(9,10)6-4-2-1-3-5-6/h1-5H ; Kod: XEMRAKSQROQPBR-UHFFFAOYSA-N
Svojstva
Molekulska formula	C7H5Cl3
Molarna masa	195,48
Agregatno stanje	Čista tečnost
Gustina	1.3756 g/mL
Tačka topljenja	-5,0 °C
Tačka ključanja	220,8 °C
Rastvorljivost u vodi	0,05 g/L
Rastvorljivost	organski rastvarači
Opasnost
NFPA 704	1 4 0
R-oznake	R45 R22 R23 R37/38 R41
S-oznake	S53 S45
Tačka paljenja	97,22 °C
Tačka spontanog paljenja	420 °C
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Benzotrihlorid (trihlorotoluen) je organsko jedinjenje sa formulom C₆H₅CCl₃. On se prvenstveno koristi kao intermedijar u pripremi drugih hemijskih proizvoda, npr. boja.^[3]^[4]

Produkcija i upotreba uredi

Benzotrihlorid se formira putem hlorinacije toluena mehanizmom slobonih radikala, koji katalizuje svetlo ili inicijator radikala kao što je dibenzoil peroksid. Dva intermedijara su prisutna:

C₆H₅CH₃ + Cl₂ → C₆H₅CH₂Cl + HCl

C₆H₅CH₂Cl + Cl₂ → C₆H₅CHCl₂ + HCl

C₆H₅CHCl₂ + Cl₂ → C₆H₅CCl₃ + HCl

Benzotrihlorid se hidrolizuje do benzoil hlorida:^[5]

C₆H₅CCl₃ + H₂O → C₆H₅C(O)Cl + 2 HCl

On se takođe transformiše u benzotrifluorid, prekurzor pesticida:

C₆H₅CCl₃ + 3 KF → C₆H₅CF₃ + 3 KCl

Reference uredi

↑ 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.
↑ Merck Index, 11th Edition, 1120.
↑ Benzotrichloride Data page at Inchem.org
↑ Manfred Rossberg, Wilhelm Lendle, Gerhard Pfleiderer, Adolf Tögel, Eberhard-Ludwig Dreher, Ernst Langer, Heinz Rassaerts, Peter Kleinschmidt, Heinz Strack, Richard Cook, Uwe Beck, Karl-August Lipper, Theodore R. Torkelson, Eckhard Löser, Klaus K. Beutel, “Chlorinated Hydrocarbons” in Ullmann’s Encyclopedia of Chemical Technology, 2007 John Wiley & Sons: New York.

[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

[2] 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.

[Merck-3] Merck Index, 11th Edition, 1120.

[4] Benzotrichloride Data page at Inchem.org

[5] Manfred Rossberg, Wilhelm Lendle, Gerhard Pfleiderer, Adolf Tögel, Eberhard-Ludwig Dreher, Ernst Langer, Heinz Rassaerts, Peter Kleinschmidt, Heinz Strack, Richard Cook, Uwe Beck, Karl-August Lipper, Theodore R. Torkelson, Eckhard Löser, Klaus K. Beutel, “Chlorinated Hydrocarbons” in Ullmann’s Encyclopedia of Chemical Technology, 2007 John Wiley & Sons: New York.

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