2-Hydroxy-5-nitrobenzyl bromide

Base Information

• Chemical Name: 2-Hydroxy-5-nitrobenzyl bromide
• CAS No.: 772-33-8
• Molecular Formula: C7H6BrNO3
• Molecular Weight: 232.034
• Hs Code.: 2908999090
• European Community (EC) Number: 212-248-9
• NSC Number: 89704
• UNII: DS4XZE4Z7T
• DSSTox Substance ID: DTXSID9061124
• Wikidata: Q67617749
• Mol file: 772-33-8.mol

Synonyms:2 Hydroxy 5 nitrobenzyl Bromide;2-Hydroxy-5-nitrobenzyl Bromide;Koshland Reagent;Koshland Reagent I;Koshland's Reagent I;Koshlands Reagent;Koshlands Reagent I;Reagent I, Koshland's;Reagent, Koshland;Reagent, Koshlands

Chemical Property of 2-Hydroxy-5-nitrobenzyl bromide

Chemical Property:

• Appearance/Colour: Beige to yellow crystalline powder
• Vapor Pressure: 2.05E-06mmHg at 25°C
• Melting Point: 144-149 °C
• Refractive Index: 1.6090 (estimate)
• Boiling Point: 383 °C at 760 mmHg
• PKA: 6.16±0.30(Predicted)
• Flash Point: 185.5 °C
• PSA: 66.05000
• Density: 1.795 g/cm³
• LogP: 2.71850
• Storage Temp.: 2-8°C
• Solubility.: chloroform: soluble25mg/mL, clear, yellow
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 230.95311
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-5-nitrobenzyl Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])CBr)O
• Uses: Reagent for sulfhydryl modification.1 2-Hydroxy-5-nitrobenzyl bromide is a chemical reagent that reacts with and modifies chemically the tryptophan portion of protein molecules.. 2-Hydroxy-5-nitrobenzyl bromide was used in covalent modification of tryptophan and tryptophan residues in monoclonal immunoglobulin. It was also used as reagent for sulfhydryl modification

Technology Process of 2-Hydroxy-5-nitrobenzyl bromide

There total 6 articles about 2-Hydroxy-5-nitrobenzyl bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-(2-(bromomethyl)-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1030832-68-8) → 2,3-dimethyl-2,3-butane diol (76-09-5) + Koshlands reagent I (772-33-8) + boric acid (11113-50-1,14635-83-7)

Guidance literature:

With water; dihydrogen peroxide; at 20 ℃; Kinetics;

DOI:10.1002/chem.201300539

Reference yield:

→ Koshlands reagent I (772-33-8)

Guidance literature:

With hydrogen bromide; acetic acid; at 70 - 80 ℃;

Reference yield:

2-hydroxy-5-nitrobenzyl chloride (2973-19-5) → Koshlands reagent I (772-33-8)

Guidance literature:

With hydrogen bromide; acetic acid; at 70 - 80 ℃;

upstream raw materials:

2-hydroxy-5-nitrobenzyl chloride

2-(2-methyl-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

2-(2-(bromomethyl)-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-bromo-5-nitrotoluene

Downstream raw materials:

N-(2-hydroxy-5-nitrobenzyl)-aza-18-crown-6

O-ethyl (2-hydroxy-5-nitrophenyl) methyl-phenyl-phosphinate

2-(2-hydroxy-5-nitrophenyl)acetonitrile

(3S)-5-phenyl-2,2,3-trimethyl-nitrobenzo<4,3-g>1,4,6-trioxa-5-phospha (5-PV) spiro<4.4>nonane

Refernces

• 1、 Cao, Sheng,Christiansen, Robin,Peng, Xiaohua. "Substituent effects on oxidation-induced formation of quinone methides from arylboronic ester precursors". . p. 9050 - 9058. Retrieved 2013/07/26.