2-Bromo-3-nitrotoluene

Base Information

• Chemical Name: 2-Bromo-3-nitrotoluene
• CAS No.: 41085-43-2
• Molecular Formula: C7H6BrNO2
• Molecular Weight: 216.034
• Hs Code.: 29049090
• European Community (EC) Number: 628-326-4
• NSC Number: 28584
• DSSTox Substance ID: DTXSID30282877
• Nikkaji Number: J1.257.062G
• Wikidata: Q72448796
• Mol file: 41085-43-2.mol

Synonyms:2-Bromo-3-nitrotoluene;41085-43-2;2-Bromo-1-methyl-3-nitrobenzene;Benzene, 2-bromo-1-methyl-3-nitro-;MFCD00134555;2-bromo-1-methyl-3-nitro-benzene;NSC28584;SCHEMBL227447;2-Bromo-3-nitrotoluene, 99%;1-bromo-2-methyl-6-nitrobenzene;DTXSID30282877;STR06977;2-Bromo-1-methyl-3-nitrobenzene #;NSC-28584;AKOS005145632;AC-9442;CS-W002413;BP-12606;SY014366;AM20060621;B3712;FT-0600717;EN300-180441;AJ-797/43492802;J-508182;InChI=1/C7H6BrNO2/c1-5-3-2-4-6(7(5)8)9(10)11/h2-4H,1H

Chemical Property of 2-Bromo-3-nitrotoluene

Chemical Property:

• Appearance/Colour: Pale yellow low melting solid
• Vapor Pressure: 0.00576mmHg at 25°C
• Melting Point: 38-41 °C(lit.)
• Refractive Index: 1.592
• Boiling Point: 282.4 °C at 760 mmHg
• Flash Point: 104.5 °C
• PSA: 45.82000
• Density: 1.615 g/cm³
• LogP: 3.18890
• Storage Temp.: Room temperature.
• Solubility.: soluble in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 214.95819
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-3-nitrotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)[N+](=O)[O-])Br
• Uses: 2-Bromo-3-nitrotoluene may be used in the preparation of unsymmetrical dimethyl dinitro biphenyl, via Ullmann reaction. It may be used as starting material in the synthesis of 10-methylfluoranthene.

Technology Process of 2-Bromo-3-nitrotoluene

There total 11 articles about 2-Bromo-3-nitrotoluene 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: 93.0%

2-Methyl-6-nitroaniline (570-24-1) → 2-bromo-3-nitrotoluene (41085-43-2)

Guidance literature:

With hydrogen bromide; copper(I) bromide; sodium nitrite; In 1,4-dioxane; water; at 0 - 60 ℃;

DOI:10.1002/ejoc.200500100

Reference yield: 43.0%

2-methylphenyl bromide (95-46-5) → 2-bromo-5-nitrotoluene (7149-70-4) + 2-bromo-4-nitrotoluene (7745-93-9) + 2-bromo-3-nitrotoluene (41085-43-2) + 2-bromo-6-nitrotoluene (55289-35-5)

Guidance literature:

With Iron(III) nitrate nonahydrate; phosphorus pentoxide; In neat (no solvent); at 20 ℃; for 6h; Milling; Green chemistry;

DOI:10.1016/j.tetlet.2021.153087

Reference yield: 30.0%

2-methyl-6-nitrobenzoic acid (13506-76-8) → 2-bromo-3-nitrotoluene (41085-43-2)

Guidance literature:

With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper (I) acetate; silver sulfate; sodium bromide; In dimethyl sulfoxide; at 160 ℃; for 24h; Schlenk technique;

upstream raw materials:

2-Methyl-6-nitroaniline

2-methylphenyl bromide

2-bromo-3-methylaniline

6-methyl-2,4-dinitrophenol

Downstream raw materials:

(+/-)-2,5-dimethyl-4-(2-methyl-6-nitro-phenyl)-furan-3-carboxylic acid

[2-(2-methyl-6-nitro-anilino)-phenyl]-arsonic acid

N-(2-bromo-3-methylphenyl)acetamide

6-methyl-2-nitrostyrene

Refernces

• 1、 -. "Novel method for preparing 3-iodo-2-bromotoluene". Paragraph 0030-0032. . Retrieved 2021/08/07.
• 2、 Fu, Zhengjiang,Jiang, Ligao,Zuo, Qianming,Li, Zhaojie,Liu, Yanzhu,Wei, Zhenhong,Cai, Hu. "Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions". supporting information. p. 5416 - 5421. Retrieved 2018/08/12.