1-Hydroxybenzotriazole

For research use only. Not for therapeutic Use.

  • CAT Number: M010241
  • CAS Number: 2592-95-2
  • Molecular Formula: C6H5N3O
  • Molecular Weight: 135.13
  • Purity: ≥95%
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1-Hydroxybenzotriazole (Cat No.:M010241) is a heterocyclic compound widely used as a coupling additive in peptide synthesis. It stabilizes active esters and minimizes racemization during amide bond formation by reacting with carbodiimides like DCC or EDC. HOBt forms reactive intermediates that improve the efficiency and selectivity of peptide bond formation. It is a white to off-white crystalline powder, soluble in organic solvents like DMF and DMSO. In addition to peptide chemistry, HOBt is used in organic synthesis for esterification and amidation reactions. It should be handled with care due to potential explosive risks when dry.

CAS Number 2592-95-2
Synonyms

1-HYDROXYLBENZOTRIAZOLE;1-HYDROXYBENZOTRIAZOL;1-HYDROXYBENZOTRIAZOLE;1-hydroxybenzotriazole anhydrous;1-HYDROXY-1-H-BENZOTRIAZOLE;1-HYDROXY-1,2,3-BENZOTRIAZOLE;1-HOB;1H-BENZOTRIAZOLE, 1-HYDROXY-

Molecular Formula C6H5N3O
Purity ≥95%
Storage Store at RT
IUPAC Name 1-hydroxybenzotriazole
InChI InChI=1S/C6H5N3O/c10-9-6-4-2-1-3-5(6)7-8-9/h1-4,10H
InChIKey ASOKPJOREAFHNY-UHFFFAOYSA-N
SMILES C1=CC=C2C(=C1)N=NN2O
Reference

1: Benzina O, Daassi D, Zouari-Mechichi H, Frikha F, Woodward S, Belbahri L,
Rodriguez-Couto S, Mechichi T. Decolorization and detoxification of two textile
industry effluents by the laccase/1-hydroxybenzotriazole system. Environ Sci
Pollut Res Int. 2013 Aug;20(8):5177-87. doi: 10.1007/s11356-013-1491-6. Epub 2013
Jan 30. PubMed PMID: 23361176.
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2: Mali SM, Ganesh Kumar M, Katariya MM, Gopi HN. HBTU mediated
1-hydroxybenzotriazole (HOBt) conjugate addition: synthesis and stereochemical
analysis of β-benzotriazole N-oxide substituted γ-amino acids and hybrid
peptides. Org Biomol Chem. 2014 Nov 14;12(42):8462-72. doi: 10.1039/c4ob01548g.
PubMed PMID: 25228027.

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3: Suda T, Hata T, Kawai S, Okamura H, Nishida T. Treatment of tetracycline
antibiotics by laccase in the presence of 1-hydroxybenzotriazole. Bioresour
Technol. 2012 Jan;103(1):498-501. doi: 10.1016/j.biortech.2011.10.041. Epub 2011
Oct 20. PubMed PMID: 22071243.
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4: Xu J, Yuan S, Miao M, Chen Z. 1-Hydroxybenzotriazole-Assisted, N-Heterocyclic
Carbene Catalyzed β-Functionalization of Saturated Carboxylic Esters: Access to
Spirooxindole Lactones. J Org Chem. 2016 Nov 18;81(22):11454-11460. Epub 2016 Oct
13. PubMed PMID: 27709941.

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5: Sasmal A, Shit S, Rizzoli C, Wang H, Desplanches C, Mitra S. Framework solids
based on copper(II) halides (Cl/Br) and methylene-bridged
bis(1-hydroxybenzotriazole): synthesis, crystal structures, magneto-structural
correlation, and density functional theory (DFT) studies. Inorg Chem. 2012 Oct
1;51(19):10148-57. Epub 2012 Sep 13. PubMed PMID: 22974283.

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