2-Nitro-4-(trifluoromethyl)benzyl bromide

Base Information

• Chemical Name: 2-Nitro-4-(trifluoromethyl)benzyl bromide
• CAS No.: 162333-02-0
• Molecular Formula: C8H5BrF3NO2
• Molecular Weight: 284.032
• Hs Code.: 2904990090
• European Community (EC) Number: 642-703-0
• DSSTox Substance ID: DTXSID60936694
• Wikidata: Q72496401
• Mol file: 162333-02-0.mol

Synonyms:2-Nitro-4-(trifluoromethyl)benzyl bromide;162333-02-0;1-(bromomethyl)-2-nitro-4-(trifluoromethyl)benzene;MFCD03095413;SCHEMBL2923553;DTXSID60936694;AMY14524;BBL103068;CK2328;STL556878;AKOS005257582;AS-45886;FT-0645879;2-Nitro-4-(trifluoromethyl)benzyl bromide, 97%;EN300-1933453;J-009922;2-nitro-4-(trifluoromethyl)benzyl bromide, AldrichCPR;Benzene, 1-(bromomethyl)-2-nitro-4-(trifluoromethyl)-

Chemical Property of 2-Nitro-4-(trifluoromethyl)benzyl bromide

Chemical Property:

• Vapor Pressure: 0.0156mmHg at 25°C
• Melting Point: 38-41oC
• Boiling Point: 265℃
• Flash Point: 114℃
• PSA: 45.82000
• Density: 1.728
• LogP: 3.89930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 282.94558
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

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

2-Nitro-4-(trifluoromethyl)benzylBromide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38-43-36
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(F)(F)F)[N+](=O)[O-])CBr
• Uses: Used as intermediates. Also as laboratory reagents.

Technology Process of 2-Nitro-4-(trifluoromethyl)benzyl bromide

There total 5 articles about 2-Nitro-4-(trifluoromethyl)benzyl 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: 68.0%

(2-nitro-4-(trifluoromethyl)phenyl)methanol (133605-27-3) → 1-(bromomethyl)-4-(trifluoromethyl)-2-nitrobenzene (162333-02-0)

Guidance literature:

With phosphorus tribromide; In diethyl ether; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03458

Reference yield:

2-nitro-4-trifluoromethylbenzoic acid (320-94-5) → 1-(bromomethyl)-4-(trifluoromethyl)-2-nitrobenzene (162333-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: borane-THF / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

2: phosphorus tribromide / diethyl ether / 0 - 23 °C / Inert atmosphere

With borane-THF; phosphorus tribromide; In tetrahydrofuran; diethyl ether;

DOI:10.1055/s-0037-1609940

Reference yield:

2-methyl-5-trifluoromethylnitrobenzene (65754-26-9) → 1-(bromomethyl)-4-(trifluoromethyl)-2-nitrobenzene (162333-02-0)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 6h; Reflux;

DOI:10.1021/acsmedchemlett.5b00074

upstream raw materials:

4-bromomethyltrifluoromethylbenzene

4-(trifluoromethyl)benzylic alcohol

2-methyl-5-trifluoromethylnitrobenzene

2-nitro-4-trifluoromethylbenzoic acid

Downstream raw materials:

3-trifluoromethylnitrobenzene

1-Benzenesulfonylmethyl-2-nitro-4-trifluoromethyl-benzene

1-Benzenesulfonylmethyl-4-nitro-2-trifluoromethyl-benzene

2-nitro-4-(trifluoromethyl)benzyl tosylate

Refernces

• 1、 Ford, Russell L.,Alt, Isabel,Jana, Navendu,Driver, Tom G.. "Intramolecular Pd-catalyzed reductive amination of enolizable sp3-C-H bonds". . p. 8827 - 8831. Retrieved 2019/10/28.
• 2、 Makosza, M.,Glinka, T.,Kinowski, A.. "SPECIFIC ORTHO ORIENTATION IN THE VICARIOUS SUBSTITUTION OF HYDROGEN IN AROMATIC NITRO COMPOUNDS WITH CARBANION OF CHLOROMETHYL PHENYL SULFONE". . p. 1863 - 1868. Retrieved 2007/10/02.