711489

1-Hydroxybenzotriazole hydrate

wetted with not less than 20 wt. % water, 97% dry basis

• Synonym(s): HOBt Hydrate
• Empirical Formula (Hill Notation): C₆H₅N₃O · xH₂O
• CAS Number: 123333-53-9
• Molecular Weight: 135.12 (anhydrous basis)
• Beilstein/REAXYS Number: 4515
• EC Number: 219-989-7
• UNSPSC Code: 12352000
• PubChem Substance ID: 329763060
• NACRES: NA.22

Properties

• assay: 97% dry basis
• form: powder
• quality: wetted with not less than 20 wt. % water
• composition: Water content, ~20%
• reaction suitability: reaction type: Addition Reactions
• mp: 155-158 °C (lit.)
• solubility: DMF: 0.1 g/mL, clear
• SMILES string: [H]O[H].On1nnc2ccccc12
• InChI: 1S/C6H5N3O.H2O/c10-9-6-4-2-1-3-5(6)7-8-9;/h1-4,10H;1H2
• InChI key: PJUPKRYGDFTMTM-UHFFFAOYSA-N

Description

General description

1-Hydroxybenzotriazolehydrate (HOBt hydrate) is a hydrated form of HOBt. HOBt is a nucleophilic additive commonly used in synthetic chemistry. It is widely employed as acatalyst or stoichiometric additive to accelerate nucleophilic acyl substitution reactions, specifically amidations. Additionally, it is also used in the synthesis of peptides and nucleotides.

Application

1-Hydroxybenzotriazole hydrate is used as an additive:

• In the oligonucleotide couplings.
• In the preparation of poly(ethylene glycol)methyl ether-grafted CTS (mPEG-g-CTS).

1-Hydroxybenzotriazole hydrate can also be used:

• In the solid phase peptide synthesis on TCNEO(tetracyanoethylene oxide)-modified graphite.

Safety Information

• pictograms: GHS02,GHS07
• signalword: Danger
• hcodes: H207,H319,H412
• pcodes: P210 - P212 - P230 - P233 - P280 - P370 + P380 + P375 - P501
• Hazard Classifications: Aquatic Chronic 3 - Desen. Expl. 2 - Eye Irrit. 2
• Storage Class: 4.1A - Other explosive hazardous materials
• wgk_germany: WGK 1
• flash_point_f: 314.6 °F
• flash_point_c: 157 °C
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges