1-Hydroxybenzotriazole

1-Hydroxybenzotriazole
  • CAS No.:2592-95-2
Other grades of this product :
1-Hydroxybenzotriazole Basic information
Product Name:1-Hydroxybenzotriazole
Synonyms:1-Hydroxybenzotriazole 〔HBT〕;1-HYDROXYLBENZOTRIAZOLE;1-HYDROXYBENZOTRIAZOL;1-HYDROXYBENZOTRIAZOLE;1-hydroxybenzotriazole anhydrous;1-HYDROXY-1-H-BENZOTRIAZOLE;1-HYDROXY-1,2,3-BENZOTRIAZOLE;1-HOB
CAS:2592-95-2
MF:C6H5N3O
MW:135.12
EINECS:219-989-7
Product Categories:1;Peptide coupling agents;Amino Acid Derivatives;FINE Chemical & INTERMEDIATES;Peptide Coupling Reagents;Peptide;Fused Ring Systems;peptides
Mol File:2592-95-2.mol
1-Hydroxybenzotriazole Chemical 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
Fp 95 °C
storage temp. Inert atmosphere,2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka7.39±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.
LogP0.146 at 25℃
CAS DataBase Reference2592-95-2(CAS DataBase Reference)
NIST Chemistry Reference1H-benzotriazole, 1-hydroxy-(2592-95-2)
EPA Substance Registry System1H-Benzotriazole, 1-hydroxy- (2592-95-2)
Safety Information
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
MSDS Information
ProviderLanguage
1-Hydroxybenzotriazole English
ALFA English
1-Hydroxybenzotriazole Usage And Synthesis
Chemical Propertieswhite to light yellow powder
Usesadditive for oligonucleotide couplings and in racemization-free peptide couplings
Uses1-Hydroxybenzotriazole (HOBT) is used in preparation method of carbon fiber/polyamide composite powder material for laser sintering.
Flammability and ExplosibilityNotclassified
Biological Activityhydroxy 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].
Purification MethodsCrystallise 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.

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