3-Nitrobenzyl bromide

Base Information

• Chemical Name: 3-Nitrobenzyl bromide
• CAS No.: 3958-57-4
• Molecular Formula: C7H6BrNO2
• Molecular Weight: 216.034
• Hs Code.: 29049090
• European Community (EC) Number: 223-557-3
• NSC Number: 66499
• DSSTox Substance ID: DTXSID4063246
• Nikkaji Number: J217.790K
• Wikidata: Q72494470
• Mol file: 3958-57-4.mol

Synonyms:3-Nitrobenzyl bromide;3958-57-4;1-(Bromomethyl)-3-nitrobenzene;m-Nitrobenzyl bromide;Benzene, 1-(bromomethyl)-3-nitro-;alpha-Bromo-3-nitrotoluene;m-(Bromomethyl)nitrobenzene;3-nitrobenzylbromide;1-Bromomethyl-3-nitrobenzene;alpha-Bromo-m-nitrotoluene;m-Nitro-alpha-bromotoluene;Toluene, alpha-bromo-m-nitro-;CCRIS 7970;EINECS 223-557-3;NSC 66499;.alpha.-Bromo-m-nitrotoluene;m-Nitro-.alpha.-bromotoluene;Toluene, .alpha.-bromo-m-nitro-;MFCD00007271;m-nitrobenzylbromide;3-Nitro-benzylbromid;3-nitro-benzylbromide;a-bromo-m-nitrotoluene;3-nitro benzyl bromide;3-nitro-benzyl bromide;3-bromomethylnitrobenzene;3-bromomethyl nitrobenzene;3-nitrophenylmethyl bromide;3-Nitrobenzyl bromide, 98%;SCHEMBL189560;1-Bromomethyl-3-nitro-benzene;DTXSID4063246;1-(bromomethyl)-3-nitro-benzene;1-(Bromomethyl)-3-nitrobenzene #;NSC66499;NSC-66499;AKOS000121934;AKOS025395650;CS-W007452;AC-25717;AS-15868;LS-188316;AM20040372;BB 0218082;FT-0635075;N0625;EN300-31322;A22366;W-106419

Chemical Property of 3-Nitrobenzyl bromide

Chemical Property:

• Appearance/Colour: Pale yellow crystalline solid
• Vapor Pressure: 0.00195mmHg at 25°C
• Melting Point: 58-59 °C(lit.)
• Refractive Index: 1.611
• Boiling Point: 300.9 °C at 760 mmHg
• Flash Point: 135.8 °C
• PSA: 45.82000
• Density: 1.652 g/cm₃
• LogP: 3.01290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Dichloromethane, Hot Ethanol
• Water Solubility.: insoluble
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 214.95819
• Heavy Atom Count: 11
• Complexity: 146

Purity/Quality:

99% ^*data from raw suppliers

3-Nitrobenzyl bromide 98+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])CBr
• Uses: 3-Nitrobenzyl bromide was used in the synthesis of 1,4-disubstituted imidazoles.

Technology Process of 3-Nitrobenzyl bromide

There total 13 articles about 3-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: 99.0%

3-Nitrobenzyl alcohol (619-25-0) → 1-bromomethyl-3-nitrobenzene (3958-57-4)

Guidance literature:

With trimethylsilyl bromide; In neat (no solvent); at 20 ℃; for 24h; chemoselective reaction; Green chemistry;

DOI:10.1016/j.tetlet.2016.04.083

Reference yield: 94.0%

3-nitro-benzaldehyde (99-61-6) → 1-bromomethyl-3-nitrobenzene (3958-57-4)

Guidance literature:

With polymethylhydrosiloxane; dimethylbromosulphonium bromide; In chloroform; at 20 ℃; for 7h;

DOI:10.1016/j.tetlet.2007.07.125

Reference yield: 86.0%

1-((methoxymethoxy)methyl)-3-nitrobenzene (142509-31-7) → 1-bromomethyl-3-nitrobenzene (3958-57-4)

Guidance literature:

With tetrabutylammomium bromide; 1-(n-butyl)-3-methylimidazolium tetrachloroindate; at 135 - 140 ℃; for 0.05h; chemoselective reaction; Microwave irradiation; Neat (no solvent);

DOI:10.1016/j.tetlet.2010.04.056

upstream raw materials:

tetrachloromethane

N-Bromosuccinimide

2,2'-azobis(isobutyronitrile)

1-methyl-3-nitrobenzene

Downstream raw materials:

2-(3-nitro-benzyl)-isoquinolinium; bromide

2-(3-nitro-benzylsulfanyl)-benzoic acid

diethyl 2-(acetylamino)-2-(3-nitrobenzyl)malonate

ethyl 2-acetylamino-2-cyano-3-(3-nitrophenyl)propanoate

Refernces

• 1、 Saha, Monochura,Hossain, Munshi Sahid,Bandyopadhyay, Subhajit. "A Photoregulated Racemase Mimic". supporting information. p. 5220 - 5224. Retrieved 2021/01/18.
• 2、 Saha, Monochura,Bandyopadhyay, Subhajit. "Reversible photoresponsive activity of a carbonic anhydrase mimic". supporting information. p. 3294 - 3297. Retrieved 2019/04/09.