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711489

1-Hydroxybenzotriazole hydrate

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

Synonym(s):

HOBt Hydrate

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About This Item

Empirical Formula (Hill Notation):
C6H5N3O · xH2O
CAS Number:
123333-53-9
Molecular Weight:
135.12 (anhydrous basis)
PubChem Substance ID:
329763060
UNSPSC Code:
12352000
MDL number:
MFCD00065690
NACRES:
NA.22
EC Number:
219-989-7
Beilstein/REAXYS Number:
4515
Assay:
97% dry basis
Form:
powder
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Quality Level

200

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

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.

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pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Aquatic Chronic 3 - Desen. Expl. 2 - Eye Irrit. 2

Storage Class

4.1A - Other explosive hazardous materials

wgk

WGK 1

flash_point_f

314.6 °F

flash_point_c

157 °C

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Articles

COMU-Safer and More Efficient Peptide Coupling Reagent

COMU is a non-explosive coupling agent suitable for solution phase & solid phase peptide synthesis. Its activity meets or exceeds that of HATU and its water-soluble by-product are easily removed.

Tetrahedron Letters, 35, 3315-3315 (1994)
T Katoh et al.
International journal of peptide and protein research, 42(3), 264-269 (1993-09-01)
3-Dimethylphosphinothioyl-2(3H)-oxazolone (MPTO) was synthesized, and its ability to effect racemization-free couplings and cyclization of a peptide and its C-terminal epimer was examined. MPTO showed good reactivity in aprotic polar solvents such as N,N-dimethylformamide (DMF) and N-methylpyrrolidone. In reactivity MPTO resembles
Synlett, 733-733 (1993)
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Global Trade Item Number

SKUGTIN
711489-1KG04061826680674
711489-250G04061832843643
711489-50G04061832843674