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1-Hydroxybenzotriazole

CAS No.
2592-95-2
Chemical Name:
1-Hydroxybenzotriazole
Synonyms
HOBT;BENZOTRIAZOL-1-OL;HYDROXYBENZOTRIAZOLE;HBT;1-Benzotriazolol;1H-benzo[d][1,2,3]triazol-1-ol;N-HYDROXYBENZOTRIAZOLE;1-Hydroxybenzotrizole;Hydroxybenzotriazole Monohydrate;1H-Benzotriazol-1-ol
CBNumber:
CB2420172
Molecular Formula:
C6H5N3O
Molecular Weight:
135.12
MDL Number:
MFCD00005805
MOL File:
2592-95-2.mol
MSDS File:
SDS
Last updated:2024-10-31 13:32:20

1-Hydroxybenzotriazole Properties

Melting point 156-159°C
Boiling point 149-150 °C
Density 1 g/cm3
vapor pressure 0.009Pa at 25℃
refractive index n20/D 1.488
Flash point 95 °C
storage temp. Inert atmosphere,2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 7.39±0.58(Predicted)
color White to off-white crystalline powder
Water Solubility 4.201g/L at 29℃
Stability Stable, but possible risk of explosion if heated under confinement. Flammable.
LogP 0.146 at 25℃
CAS DataBase Reference 2592-95-2(CAS DataBase Reference)
FDA UNII A2T929DMG4
NIST Chemistry Reference 1H-benzotriazole, 1-hydroxy-(2592-95-2)
EPA Substance Registry System 1H-Benzotriazole, 1-hydroxy- (2592-95-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Warning
Hazard statements  H228
Precautionary statements  P210
Hazard Codes  F,Xi,T,E
Risk Statements  11-5-36/38-36/37/38-36-20/21-61-2
Safety Statements  16-33-7/9-26-45-53-15-36/37-35
RIDADR  1325
RTECS  DM1288000
HazardClass  4.1
PackingGroup  III
HS Code  29339980
Toxicity rat,LDLo,oral,5gm/kg (5000mg/kg),Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 679, 1992.

1-Hydroxybenzotriazole price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ApexBio Technology A7025 HOBt(anhydrous) 2592-95-2 100g $60 2021-12-16 Buy
ApexBio Technology A7025 HOBt(anhydrous) 2592-95-2 250g $120 2021-12-16 Buy
ApexBio Technology A7025 HOBt(anhydrous) 2592-95-2 500g $195 2021-12-16 Buy
American Custom Chemicals Corporation CHM0018049 1-HYDROXY BENZOTRIAZOLE 95.00% 2592-95-2 5MG $550 2021-12-16 Buy
American Custom Chemicals Corporation CHM0018049 1-HYDROXY BENZOTRIAZOLE 95.00% 2592-95-2 0.5G $638 2021-12-16 Buy
Product number Packaging Price Buy
A7025 100g $60 Buy
A7025 250g $120 Buy
A7025 500g $195 Buy
CHM0018049 5MG $550 Buy
CHM0018049 0.5G $638 Buy

1-Hydroxybenzotriazole Chemical Properties,Uses,Production

Chemical Properties

white to light yellow powder

Uses

additive for oligonucleotide couplings and in racemization-free peptide couplings

Uses

1-Hydroxybenzotriazole (HOBT) is used in preparation method of carbon fiber/polyamide composite powder material for laser sintering.

Definition

ChEBI: 1-Hydroxybenzotriazole is a member of benzotriazoles.

Flammability and Explosibility

Not classified

Biological Activity

hydroxy benzotriazole, abbreviated hobt, is anorganic compoundthat is a derivative of benzotriazole. hobt, as a commercial product, is a white crystalline powder contains some water (~11.7% wt as the hobt monohydrate crystal). it is mainly used to suppress the racemization of single-enantiomerchiral molecules and to improve the efficiency ofpeptide synthesis. automated peptide synthesisinvolves the condensation of the amino group of protected amino acidswith the activated ester. hobt can be used to produce activated esters such as n-hydroxysuccinimide ester. these esters are insoluble and react with amines at ambient temperature to give amides [1]. hobt is also used for the synthesis of amides from carboxylic acidsaside from amino acids. these substrates may not be convertible to theacyl chlorides [2]. for instance amide derivatives of ionophoric antibiotics have been prepared in this way [3].

target

racemization

Purification Methods

Crystallise HOBt from aqueous EtOH or water. [Boyle & Jones J Chem Soc Perkin Trans II 160 1973, Tomita & Ikawa J Pharm Soc Jpn 75 449 1955, Beilstein 26 III/IV 95.]

References

[1]. knig w, geiger r. eineneuemethodezursynthese von peptiden: aktivierung der carboxylgruppemitdicyclohexylcarbodiimidunterzusatz von 1‐hydroxy‐benzotriazolen[j]. chemischeberichte, 1970, 103(3): 788-798.
[2]. myers a g, yang b h, chen h. transformation of pseudoephedrine amides into highly enantiomerically enriched aldehydes, alcohols, and ketones[j]. organic syntheses, 2000: 29-29.
[3]. owicki d, huczyński a, ratajczak-sitarz m, et al. structural and antimicrobial studies of a new n-phenylamide of monensin a complex with sodium chloride[j]. journal of molecular structure, 2009, 923(1): 53-59.

98-95-3
2592-95-2
Synthesis of 1-Hydroxybenzotriazole from Nitrobenzene
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1-hyroxybenzotriazole 1H-1,2,3-BENZOTRIAZOL-1-OL(1-HOB) HOBT N-HYDROXYBENZOTRIZOLE 1-Hydroxybenzotriazole (HOBt) anhydrous 1-Hydroxybenzotriazole anhydrous (HOBt) 1-HYDROXIBENZOTRIAZOL ANHYDROUS HOBT (anh) 1-HYDROXYBENZOTRIAZOLE ANHYDROUS (HOBT ANH.) HOBT ANHYDROUS (1-HYDROXYBENZOTRIAZOLE ANHYDROUS) (anhydrous) N-Hydroxybenzotriazole N-Hydroxybenzotrazole (HOBT) N-HYDROXYBENZOTRAZOLE XH2O(HOBT) HOBt solution Benzazimidol hydrate 1-Hydroxybenzotriazole ,98% [Anhydrous] 1-Hydroxybenzotriazole/N,N-Dimethylformamide,for peptide synthesis,2 bottles kit for 0.5M 1-HYDROXYLBENZOTRIAZOLE 1-HYDROXYBENZOTRIAZOLE 1-HYDROXY-1-H-BENZOTRIAZOLE 1H-BENZOTRIAZOLE, 1-HYDROXY- HOBTA Benzazimidol HOBt(anhydrous) 1-Hydroxybenzotriazole,98% 1-Hydroxybenzotriazole/1-Methyl-2-pyrrolidinone,for peptide synthesis,2 bottles kit for 1. 1H-1,2,3-benzotriazole, 1-hydroxy- Hobt,1-Hydroxybenzotriazole 1H-1,2,3-Benzotriazol-1-ol (wet with 14% water) 1-hydroxy-triazole (HOBT) 1-Hydroxybenzotriazole ,99% 1-Hydroxybenzotriazole/N,N-Dimethylformamide, 2 bottles kit for 0.5M solution, for peptide synthesis 1-HYDROXYBENZOTRIAZOLE HYDRATE, 15 WT. % SOLUTION IN DIMETHYLFORMAMIDE 1-Hydroxybenzotriazo 5-Hydroxy-1,3-benzox N-Hydroxybenzotrizole Anhydrate 1-Hydroxybenzotriazole hydrate [ or ] HOBT Benzotriazol-1-ol 1-hydroxy-1H-Benzotriazole 500G/1KG/5KGS HOBt)1-Hydroxybenzotr HOBT, 1-Hydroxybenzotriazole Monohydrate 1-HYDROXYBENZOTRIAZOLE SOLUTION & 1-HYDROXYBENZOTRIAZOLE SOLUTION 0.2 M IN DMSO/NMP 1-HYDROXYBENZOTRIAZOLE CONTAINS <5% WA& Hobt(1-Hydroxybenzotrizole) 1-Hydroxybenzotriazole, anhydrous (< 1% water), 98% 1-Oxy-benztriazol HOBt, Benzotriazol-1-ol 1,2,3-benzotriazol-1-ol 1-Hydroxyl-1H-benzotriazole,monohydrate NHydroxybenzotrizoleHOBT123Benzotriazol1ol N-Hydroxybenzotrizole(HOBT) 1-Hydroxybenzotriazole, ≥97.0% HOBT N-Hydroxybenzotrizole,99% 1-Hydroxybenzotriazole USP/EP/BP 1-Hydroxybenzotriazole (hobt) (wetted with ~20% water) 1-Benzotriazolol(HOBT) HOBT Anhydrous extrapure, 99% 1-HYDROXYBENZOTRIAZOLE ANHYDROUS Extra Pure