4-Bromomethyl-3-nitrobenzoic acid

Base Information

• Chemical Name: 4-Bromomethyl-3-nitrobenzoic acid
• CAS No.: 55715-03-2
• Molecular Formula: C8H6BrNO4
• Molecular Weight: 260.044
• Hs Code.: 29163990
• Mol file: 55715-03-2.mol

Synonyms:4-(Bromomethyl)-3-nitrobenzoic acid;3-Nitro-4-(bromomethyl)benzoicacid;

Chemical Property of 4-Bromomethyl-3-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: pale yellow to pink crystalline powder
• Vapor Pressure: 7.23E-07mmHg at 25°C
• Melting Point: 127-130 °C(lit.)
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 392.576 °C at 760 mmHg
• PKA: 3.42±0.10(Predicted)
• Flash Point: 191.223 °C
• PSA: 83.12000
• Density: 1.815 g/cm³
• LogP: 2.71110
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMF: soluble(lit.)
• Water Solubility.: Soluble in DMF and dichloromethane. Insoluble in water.

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Bromomethyl-3-nitrobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Photolabile Nbb handle employed in solid-phase peptide synthesis: 4-Bromomethyl-3-nitrobenzoic acid is used as a reactant in the synthesis of 4-bromomethyl-3-nitrobenzoic acid succinimide ester, 4-((2-(hydroxymethyl)phenyl amino)methyl)-3-nitrobenzoic acid, 4-(2-hydroxyethylmercaptylmethyl)-3-nitrobenzoic acid. It is also used as a thiol photo-deprotection reagent, a starting material in the synthesis of 2H-indazole based library using parallel solution-phase methods.

Technology Process of 4-Bromomethyl-3-nitrobenzoic acid

There total 6 articles about 4-Bromomethyl-3-nitrobenzoic acid 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: 77.0%

4-methyl-3-nitrobenzoic acid (96-98-0) → 4-bromomethyl-3-nitrobenzoic acid (55715-03-2)

Guidance literature:

With N-Bromosuccinimide; Perbenzoic acid; In benzene; for 36h; Heating;

DOI:10.1021/jo01314a032

Reference yield:

bromoacid + water (7732-18-5) + 2-bromo-4-methylbenzoic acid (7697-27-0) → nitro acid + 4-bromomethyl-3-nitrobenzoic acid (55715-03-2)

Guidance literature:

In HNO₃ (white fumming);

Reference yield:

p-Toluic acid (99-94-5) → 4-bromomethyl-3-nitrobenzoic acid (55715-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / benzoyl peroxide, N-bromosuccinimide / 1.5 h / Heating

2: 89 percent / fuming HNO₃ / 1 h / 0 °C

With N-Bromosuccinimide; nitric acid; dibenzoyl peroxide;

DOI:10.1021/ja00303a019

upstream raw materials:

4-methyl-3-nitrobenzoic acid

p-Toluic acid

water

2-bromo-4-methylbenzoic acid

Downstream raw materials:

2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-1-octyl 4-(bromomethyl)-3-nitrobenzoate

methyl 4-bromomethyl-3-nitrobenzoate

C₁₉H₂₄BrNO₉

benzyl 4-bromomethyl-3-nitrobenzoate

Refernces

• 1、 Yu, Zhi-Qiang,Xu, Xiao-Man,Hong, Chun-Yan,Wu, De-Cheng,You, Ye-Zi. "A responsive hyperbranched polymer not only can self-immolate but also can self-cross-link". . p. 4136 - 4143. Retrieved 2014.
• 2、 Barany, George,Albericio, Fernando. "A Three-Dimensional Orthogonal Protection Scheme for Solid-Phase Peptide Synthesis under Mild Conditions". . p. 4936 - 4942. Retrieved 2007/10/02.