p-Toluensulfonska kiselina

p-Toluensulfonska kiselina
	4-Methilbenzensulfoniska kiselina
Drugi nazivi	Tosilna kiselina ; PTSA
Identifikacija
CAS registarski broj	104-15-4 , ; 6192-52-5 (monohidrat)
PubChem	6101
ChemSpider	5876
DrugBank	DB03120
KEGG	C06677
ChEBI	27849
ChEMBL	CHEMBL541253
Jmol-3D slike	Slika 1
SMILES
	Cc1ccc(cc1)S(=O)(=O)O
InChI
	InChI=1S/C7H8O3S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10) ; Kod: JOXIMZWYDAKGHI-UHFFFAOYSA-N InChI=1/C7H8O3S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10); Kod: JOXIMZWYDAKGHI-UHFFFAOYAG
Svojstva
Molekulska formula	CH3C6H4SO3H
Molarna masa	172.20 g/mol (anhidrat); 190.22 g/mol (monohidrat)
Agregatno stanje	bezbojni (beli) prah
Gustina	1.24 g/cm3
Tačka topljenja	38 °C, 311 K (anhidrat) ; 103-106 °C, 376-379 K (monohidrat)
Tačka ključanja	140 °C, 413 K, 284 °F (na 20 mmHg)
Rastvorljivost u vodi	67 g/100 mL
pKa	-2.8 (voda),; 8.5 (acetonitril)
Struktura
Oblik molekula (orbitale i hibridizacija)	tetraedarna na S
Opasnost
Podaci o bezbednosti prilikom rukovanja (MSDS)	External MSDS
Opasnost u toku rada	iritant kože
R-oznake	R36/37/38
S-oznake	S26
Srodna jedinjenja
Srodna sulfonske kiseline	Benzensulfonska kiselina; Sulfanilinska kiselina
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

p-Toluensulfonska kiselina (PTSA, tosilna kiselina, TsOH) je organsko jedinjenje sa formulom CH₃ C₆H₄ SO₃H. Ona je beli prah koji je rastvoran u vodi, alkoholima, i drugim polarnim organskim rastvaračima. 4-CH₃C₆H₄SO₂- grupa je poznata kao tozil grupa i često se označava kao Ts ili Tos. Najčešće se TsOH odnosi na monohidrat, TsOH^.H₂O.

TsOH je jaka organska kiselina. Ona je oko milion puta jača od benzojeve kiseline. Ona je jedna od malobrojnih čvrstih kiselina, te je stoga podesna za merenje. Za razliku od jakih mineralnih kiselina (posebno azotne, sumporne, i perhlorne kiseline), TsOH nije oksidujuća.

Reference

↑ Merck11th 9459.
↑ 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
↑ Armarego 2003: str. 370
↑ Guthrie, J. P. Hydrolysis of esters of oxy acids: pKa values for strong acids. Can. J. Chem. 1978, 56, 2342-2354.
↑ Eckert, F.; Leito, I.; Kaljurand, I.; Kütt, A.; Klamt, A.; Diedenhofen, M. Prediction of Acidity in Acetonitrile Solution with COSMO-RS. J. Comput. Chem. 2009, 30, 799-810. DOI: 10.1002/jcc.21103

Literatura

Armarego, Wilfred (2003). Purification of Laboratory Chemicals. Elsevier Science. str. 370. ISBN 0-7506-7571-3.

Spoljašnje veze

Portal Hemija

[1] Merck11th 9459.

[2] 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

[3] 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.

[4] 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

[5] 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.

[6] 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

[FOOTNOTEArmarego2003370-7] Armarego 2003: str. 370

[8] Guthrie, J. P. Hydrolysis of esters of oxy acids: pKa values for strong acids. Can. J. Chem. 1978, 56, 2342-2354.

[9] Eckert, F.; Leito, I.; Kaljurand, I.; Kütt, A.; Klamt, A.; Diedenhofen, M. Prediction of Acidity in Acetonitrile Solution with COSMO-RS. J. Comput. Chem. 2009, 30, 799-810. DOI: 10.1002/jcc.21103

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