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711489

Sigma-Aldrich

1-Hydroxybenzotriazole hydrate

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

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Synonym(s):
HOBt Hydrate
Empirical Formula (Hill Notation):
C6H5N3O · xH2O
CAS Number:
Molecular Weight:
135.12 (anhydrous basis)
Beilstein/REAXYS Number:
4515
EC Number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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This Item
24151215726010035
1-Hydroxybenzotriazole hydrate wetted with not less than 20 wt. % water, 97% dry basis

711489

1-Hydroxybenzotriazole hydrate

1-Hydroxybenzotriazole hydrate wetted with not less than 14 wt. % water, 98% dry basis

157260

1-Hydroxybenzotriazole hydrate

Ammonium metatungstate hydrate ≥85% WO3 basis (gravimetric)

10035

Ammonium metatungstate hydrate

reaction suitability

reaction type: Addition Reactions

reaction suitability

-

reaction suitability

reaction type: Addition Reactions

reaction suitability

-

solubility

DMF: 0.1 g/mL, clear

solubility

-

solubility

-

solubility

-

Quality Level

200

Quality Level

-

Quality Level

200

Quality Level

-

mp

155-158 °C (lit.)

mp

62-63 °C (lit.)

mp

155-158 °C (lit.)

mp

100 °C (dec.) (lit.)

form

powder

form

solid

form

solid

form

solid

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.

pictograms

FlameExclamation mark

signalword

Danger

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


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Tetrahedron Letters, 34, 6383-6383 (1993)
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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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Basic peptides covalently linked to nucleic acids, or chemically modified nucleic acids, enable the insertion of such a conjugate into bacteria grown in liquid medium and mammalian cells in tissue culture. A unique peptide, derived from human T cells, has

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