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About This Item
Empirical Formula (Hill Notation):
C6H5N3O · xH2O
CAS Number:
Molecular Weight:
135.12 (anhydrous basis)
PubChem Substance ID:
UNSPSC Code:
12352000
MDL number:
NACRES:
NA.22
EC Number:
219-989-7
Beilstein/REAXYS Number:
4515
Assay:
97% dry basis
Form:
powder
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
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).
- In the solid phase peptide synthesis on TCNEO(tetracyanoethylene oxide)-modified graphite.
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signalword
Danger
hcodes
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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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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 711489-1KG | 04061826680674 |
| 711489-250G | 04061832843643 |
| 711489-50G | 04061832843674 |

