26198-19-6

Basic information

• Product Name: 6-Chloro-1-hydroxibenzotriazol
• Synonyms: 6-CL-HOBT;6-CHLOROBENZOTRIAZOLE-1-OL;6-CHLORO-N-HYDROXYBENZOTRIAZOL;6-Chloro-1-hydroxibenzotriazol;6-Chloro-1H-benzo[d][1,2,3]triazol-1-ol;Chloro-1-hydroxibenzotria;1-hydroxy-6-chlorobenzotriazoledihydrate;6-CHLORO-1-HYDROXY-1H-BENZOTRIAZOLE
• CAS NO: 26198-19-6
• Molecular Formula: C₆H₄ClN₃O
• Molecular Weight: 169.57
• EINECS: 1533716-785-6
• Product Categories: Miscellaneous;Peptide Coupling Reagents;Peptide
• Mol File: 26198-19-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 197 °C
• Boiling Point: 379.5 °C at 760 mmHg
• Flash Point: 198°C
• Appearance: /
• Density: 1.71 g/cm³
• Vapor Pressure: 2.66E-06mmHg at 25°C
• Refractive Index: 1.758
• Storage Temp.: Store at R.T.
• PKA: 6.69±0.58(Predicted)
• CAS DataBase Reference: 6-Chloro-1-hydroxibenzotriazol(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-1-hydroxibenzotriazol(26198-19-6)
• EPA Substance Registry System: 6-Chloro-1-hydroxibenzotriazol(26198-19-6)

Safety Data

• Hazard Codes: Xn,E
• Statements: 22-44-36/37/38-20/21/22-2
• Safety Statements: 15-36-26-35
• RIDADR: UN 1325 4.1/PG 2
• Hazardous Substances Data: 26198-19-6(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C6H4ClN3O/c7-4-1-2-5-6(3-4)10(11)9-8-5/h1-3,11H

Upstream product

• 89-61-2 2,5-dichloronitrobenzene 
• 77897-23-5 (3S)-3-benzylmorpholine 
• 110-91-8 morpholine 
• 1250853-37-2 6-chloro-1H-benzo[d][1,2,3]triazol-1-yl diethylcarbamate 
• 110-89-4 piperidine 

Downstream Products

• 89028-38-6 1,1'-di(6-chlorobenzotriazolo) oxallate(Cl-DBTO) 
• 59577-30-9 1-tert-butoxycarbonyloxy-6-chloro-1H-benzotriazole 
• 70082-88-1 6-chloro-1-phenylmethanesulfonyloxy-1H-benzotriazole 
• 54769-44-7 6-chloro-1-methanesulfonyloxy-1H-benzotriazole 
• 54769-56-1 6-chloro-1H-benzo[d][1,2,3]triazol-1-yl 4-methylbenzenesulfonate 
• 57320-65-7 1-(p-chlorobenzenesulfonyloxy)-6-chloro-1,2,3-benzotriazole 
• 1017606-04-0 6-chloro-1-((dimethylamino)(morpholino)methylene)-1H-benzotriazolium hexafluorophosphate 3-oxide 
• 1250853-37-2 6-chloro-1H-benzo[d][1,2,3]triazol-1-yl diethylcarbamate 
• 78766-53-7 5-chloro-1-p-tolyl-1H-1,2,3-benzotriazole 

Relevant articles and documents

Molybdenum-Catalyzed Deoxygenation of Heteroaromatic N-Oxides and Hydroxides using Pinacol as Reducing Agent

A molybdenum-catalyzed deoxygenation of pyridine N-oxides and N-hydroxybenzotriazoles, as well as other azole N-oxides, has been developed using pinacol as an environmentally friendly oxo-acceptor. The only by-products are acetone and water making the process a convenient alternative to established protocols in terms of waste generation. The reaction is highly chemoselective and a variety of functional groups are tolerated. The processes are usually very clean allowing the isolation of the pure deoxygenated products after a simple extraction in most cases. (Figure presented.).

Spectrophotometric determination of pKa's of 1-Hydroxybenzotriazole and oxime derivatives in 95% acetonitrile-water

1-hydroxybenzotriazole derivatives are used with carbodiimide as additives to generate active esters during peptide bond formation. They are also used as additives during the peptide bond formation. Dissociation constants of the 1-hdroxybenzotriazole (HOBt) and its derivatives, 1- hydroxy-6- chlorobenzotriazole, 1-hydroxy-6-trifluoromethylbenzotriazole, 1-hydroxy-6-nitrobenzotriazole were determined spectrophotometrically in 95% acetonitrile-water. In addition, 7-aza-1- hydroxybenzotriazole (7-HOAt) and 4-aza-1-hydroxybenzotriazole (4-HOAt) were also studied. Recently, oxyma was reported as a good replacement for the benzotriazole derivatives. As alcoholic components of active esters, the oximes seem to be good leaving groups. Therefore it was expected, that the strongly acidic and nucleophilic oximes, which possess electron-withdrawing groups in the molecule, are suitable as additives during the peptide bond formation. The dissociation constant of some oximes,such as diethyl 2-(hydroxyimino)malonate, ethyl 2-cyano-2-(hydroxyimino) acetate (oxyma), hydroxycarbonimidoyl dicyanide and N-hydroxypicolinimidoyl cyanide in 95% acetonitrile-water are reported.