Benzene, 1-(dibromomethyl)-4-nitro-

Base Information

• Chemical Name: Benzene, 1-(dibromomethyl)-4-nitro-
• CAS No.: 619-75-0
• Molecular Formula: C7H5 Br2 N O2
• Molecular Weight: 294.93
• Hs Code.: 2904909090
• European Community (EC) Number: 210-612-1
• NSC Number: 5503
• DSSTox Substance ID: DTXSID2060707
• Nikkaji Number: J79.749I
• Wikidata: Q81989163
• Mol file: 619-75-0.mol

Synonyms:1-(dibromomethyl)-4-nitrobenzene;619-75-0;p-Nitrobenzal bromide;Benzene, 1-(dibromomethyl)-4-nitro-;p-Nitrobenzylidene bromide;alpha,alpha-Dibromo-4-nitrotoluene;alpha,alpha-Dibromo-p-nitrotoluene;NSC 5503;EINECS 210-612-1;4-Nitrobenzal-bromid;SCHEMBL5842043;DTXSID2060707;NSC5503;Toluene,.alpha.-dibromo-p-nitro-;NSC-5503;MFCD00605327;AKOS003368883;Toluene, alpha,alpha-dibromo-p-nitro-;.alpha.,.alpha.-Dibromo-p-nitrotoluene;LS-07324;Toluene, .alpha.,.alpha.-dibromo-p-nitro-;A851968

Chemical Property of Benzene, 1-(dibromomethyl)-4-nitro-

Chemical Property:

• Vapor Pressure: 0.000252mmHg at 25°C
• Melting Point: 76-78 °C(Solv: ethanol (64-17-5))
• Boiling Point: 334.2°C at 760 mmHg
• Flash Point: 155.9°C
• PSA: 45.82000
• Density: 2.038g/cm³
• LogP: 3.90640
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 294.86665
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

99%, ^*data from raw suppliers

1-(Dibromomethyl)-4-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(Br)Br)[N+](=O)[O-]
• Uses: 1-(Dibromomethyl)-4-nitrobenzene is useful reactant for the synthesis of substituted benzaldehydes and 2-?formylbenzonitriles,

Technology Process of Benzene, 1-(dibromomethyl)-4-nitro-

There total 10 articles about Benzene, 1-(dibromomethyl)-4-nitro- 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: 89.0%

4-nitrobenzaldehdye (555-16-8) → 1-dibromomethyl-4-nitro-benzene (619-75-0)

Guidance literature:

With Oxalyl bromide; In chloroform; at 20 ℃; for 72h; Reflux;

DOI:10.3762/bjoc.10.143

Reference yield: 86.0%

1-methyl-4-nitrobenzene (99-99-0) → 1-dibromomethyl-4-nitro-benzene (619-75-0) + 1-bromomethyl-4-nitro-benzene (100-11-8)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 60 ℃; for 0.833333h; Time; Temperature; Flow reactor; Irradiation;

DOI:10.1021/jo402409k

Reference yield: 85.0%

1-methyl-4-nitrobenzene (99-99-0) → 1-dibromomethyl-4-nitro-benzene (619-75-0)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In Diethyl carbonate; for 1.5h; Reflux; Microwave irradiation;

DOI:10.1039/c0gc00794c

upstream raw materials:

1-methyl-4-nitrobenzene

p-nitrobenzylidyne tribromide

phenol

4-nitrobenzaldehdye

Downstream raw materials:

α,β-dibromo-4,4'-dinitrostilbene

1-methyl-4-nitrobenzene

1-bromomethyl-4-nitro-benzene

4-hydroxybenzoic acid 4'-trifluoromethylphenyl ester

Refernces

• 1、 Zhao, Mengdi,Li, Meiqi,Lu, Wenjun. "Visible-Light-Driven Oxidative Mono- and Dibromination of Benzylic sp 3 C-H Bonds with Potassium Bromide/Oxone at Room Temperature". supporting information. p. 4933 - 4939. Retrieved 2018/12/14.
• 2、 Xia, Xuanshu,Toy, Patrick H.. "Rasta resin-triphenylphosphine oxides and their use as recyclable heterogeneous reagent precursors in halogenation reactions". supporting information. p. 1397 - 1405. Retrieved 2014/07/22.