3-hydroxy-3,4-dihydro-1,2,3-benzotriazin-4-one

• ChemBase ID: 69815
• Molecular Formular: C7H5N3O2
• Molecular Mass: 163.1335
• Monoisotopic Mass: 163.03817642
• SMILES: n1nn(c(=O)c2c1cccc2)O
• Canonical SMILES: On1nnc2c(c1=O)cccc2
• InChI: InChI=1S/C7H5N3O2/c11-7-5-3-1-2-4-6(5)8-9-10(7)12/h1-4,12H
• InChIKey: HJBLUNHMOKFZQX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-3,4-dihydro-1,2,3-benzotriazin-4-one
• IUPAC Traditional name: 3-hydroxy-1,2,3-benzotriazin-4-one
• Synonyms: 3,4-Dihydro-3-hydroxy-4-oxo-1,2,3-benzotriazine; 3-Hydroxy-1,2,3-benzotriazin-4(3H)-one solution; DHBT; 3-Hydroxy-1,2,3-benzotriazin-4(3H)-one; 3-Hydroxy-1,2,3-benzotriazin-4(3H)-one; 3-Hydroxy-3,4-dihydro-4-oxo-1,2,3-benzotriazine; 3-羟基-1,2,3-苯并三嗪-4(3H)-酮 溶液; 3,4-二氢-3-羟基-4-氧代-1,2,3-苯并三嗪; 3-羟基-3,4-二氢-4-氧代-1,2,3-苯并三嗪; 3-羟基-1,2,3-苯并三嗪-4(3H)-酮

Database IDs

• CAS Number: 28230-32-2
• EC Number: 248-916-1
• MDL Number: MFCD00042803
• Beilstein Number: 609382
• PubChem SID: 24865515; 24863191; 162035540
• PubChem CID: 73026

CALCULATED PROPERTIES

• Acid pKa: 5.71594
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5805662
• LogD (pH = 7.4): 0.17313844
• Log P: 1.7858025
• Molar Refractivity: 44.9457 cm^3
• Polarizability: 14.812348 Å^3
• Polar Surface Area: 65.26 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~180 °C (dec.)
• Flash Point: 136.4 °F; 58 °C
• Refractive Index: n20/D 1.476

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Explosive (E); Toxic (T); Irritant (Xi)
• UN Number: 3379
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 1
• Risk Statements: 2-36/37/38; 61-1-20/21-36/37/38
• Safety Statements: 26-35; 53-26-35-36/37-45
• TSCA Listed: false
• GHS Pictograms: GHS01; GHS02; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H201-H315-H319-H335; H226-H312 + H332-H315-H319-H335-H360D
• GHS Precautionary statements: P201-P261-P280-P305 + P351 + P338-P308 + P313; P261-P305 + P351 + P338-P370 + P380-P501
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3379 3/PG 1; UN REST
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (T); 95+%
• Concentration: ~25% in DMF
• Grade: purum
• Impurities: ≤0.1% water
• Empirical Formula (Hill Notation): C7H5N3O2

DETAILS

Sigma Aldrich - 40825

Packaging
100 mL in glass bottle

Sigma Aldrich - 37305

Other Notes
Additive which suppresses racemization in peptide synthesis1,2; Synthesis of amino acid active esters used as self-indicating building blocks in solid-phase synthesis3,4