1H-Benzotriazole-5-carboxylic acid Property

InChI

InChI=1S/C7H5N3O2/c11-7(12)4-1-2-5-6(3-4)9-10-8-5/h1-3H,(H,11,12)(H,8,9,10)

InChIKey

GUOVBFFLXKJFEE-UHFFFAOYSA-N

SMILES

N1C2=CC=C(C(O)=O)C=C2N=N1

CAS DataBase Reference

60932-58-3(CAS DataBase Reference)

EPA Substance Registry System

1H-Benzotriazolecarboxylic acid (60932-58-3)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

1H-Benzotriazole-5-carboxylic acid Chemical Properties,Usage,Production

Uses

Used as an intermediate for organic synthesis.

Synthesis

1H-Benzotriazole-5-carboxylic acid was formed of carboxytriazole (3.91 g, 24 mmol), 4-dimethylaminopyridine (0.32 g, 2.6 mmol), dimethylformamide (58 g) andatert-butyl methyl ether (46 g) solution of ZTETRAOL 2000s produced by the SOLVAY SOLEXIS company (Mn of 1730 for Rf(F)=-CF2O (CF2CF2O)m(CF2O)nCF2-) (13.26 g, 6.0 mmol) which had four terminal hydroxyl groups, as a perfluoropolyether were added sequentially to a three-necked flask which had been fitted with a nitrogen bubbling tube and a stirrer. 1-Ethy3- (3-dimethylaminopropyl)carboxylmide hydrochloride (4.60 g, 24 mmol) was added at room temperature and stirred for 24 hours at 50°C. Water (60 g) and methyl isobutyl ketone (60 g) were added to the reaction solution and the liquid was partitioned. The organic layer was washed two or three times with 1% hydrochloric acid aqueous solution (50 g) and saturated salt water (50 g) and then dried with anhydrous sodium sulphate and concentrated and 1H-Benzotriazole-5-carboxylic acid was obtained. Yield (10.1 g).