Methyl 4-(bromomethyl)-3-nitrobenzoate

Base Information

• Chemical Name: Methyl 4-(bromomethyl)-3-nitrobenzoate
• CAS No.: 88089-94-5
• Molecular Formula: C9H8BrNO4
• Molecular Weight: 274.071
• Hs Code.: 2916399090
• ChEMBL ID: CHEMBL1834879
• DSSTox Substance ID: DTXSID80539429
• Nikkaji Number: J1.039.009E
• Wikidata: Q82415176
• Mol file: 88089-94-5.mol

Synonyms:METHYL 4-(BROMOMETHYL)-3-NITROBENZOATE;88089-94-5;Benzoic acid, 4-(bromomethyl)-3-nitro-, methyl ester;MFCD12031824;Methyl 4-bromomethyl-3-nitrobenzoate;SCHEMBL1018568;CHEMBL1834879;DTXSID80539429;HYGYRBBZOHUETE-UHFFFAOYSA-N;AKOS022178561;DS-8334;4-methoxycarbonyl-2-nitrobenzyl bromide;AM805255;SY060220;METHYL4-(BROMOMETHYL)-3-NITROBENZOATE;4-bromomethyl-3-nitrobenzoic acid methyl ester;W10374;4-bromomethyl-3-nitro-benzoic acid methyl ester;EN300-7421128;A842464

Chemical Property of Methyl 4-(bromomethyl)-3-nitrobenzoate

Chemical Property:

• Boiling Point: 364.5±32.0 °C(Predicted)
• PSA: 72.12000
• Density: 1.624±0.06 g/cm3(Predicted)
• LogP: 2.79950
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 272.96367
• Heavy Atom Count: 15
• Complexity: 253

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-(Bromomethyl)-3-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)CBr)[N+](=O)[O-]
• Uses: methyl 4-(bromomethyl)-3-nitrobenzoate is a useful reactant used for the preparation of nitrobenzyl-substituted α-hydroxy esters, (hydroxy)oxindoles, and benzosultams.

Technology Process of Methyl 4-(bromomethyl)-3-nitrobenzoate

There total 9 articles about Methyl 4-(bromomethyl)-3-nitrobenzoate 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: 96.0%

4-bromomethyl-3-nitrobenzoic acid (55715-03-2) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 4-bromomethyl-3-nitrobenzoate (88089-94-5)

Guidance literature:

In methanol; benzene; Ambient temperature;

DOI:10.1016/S0040-4039(98)02640-9

Reference yield: 92.0%

Methyl 4-(bromomethyl)benzoate (2417-72-3) → methyl 4-bromomethyl-3-nitrobenzoate (88089-94-5)

Guidance literature:

With sulfuric acid; nitric acid;

DOI:10.1016/S0040-4039(99)01709-8

Reference yield: 81.0%

methanol (67-56-1) + 4-bromomethyl-3-nitrobenzoic acid (55715-03-2) → methyl 4-bromomethyl-3-nitrobenzoate (88089-94-5)

Guidance literature:

With sulfuric acid; for 48h; Reflux;

upstream raw materials:

4-methyl-3-nitro-benzoic acid methyl ester

Methyl 4-(bromomethyl)benzoate

4-bromomethyl-3-nitrobenzoic acid

diazomethyl-trimethyl-silane

Downstream raw materials:

methyl 4-[(2-butyl-1H-benzimidazol-1-yl)methyl]-3-nitrobenzoate

4-[(8R,9S,13S,14S,16S,17S)-16-(3-Azido-propyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxymethyl]-3-nitro-benzoic acid methyl ester

methyl 4-acetoxymethyl-3-nitrobenzoate

C₂₁H₁₆N₄O₈