1,3-Dimethyl-5-nitrobenzene

Base Information

• Chemical Name: 1,3-Dimethyl-5-nitrobenzene
• CAS No.: 99-12-7
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29049090
• European Community (EC) Number: 202-732-8
• NSC Number: 5403
• UN Number: 1665
• UNII: 5HVW2QTF0D
• DSSTox Substance ID: DTXSID7025136
• Nikkaji Number: J95.096C
• Wikidata: Q27262248
• ChEMBL ID: CHEMBL1482629
• Mol file: 99-12-7.mol

Synonyms:5-Nitro-m-xylene;1,3-DIMETHYL-5-NITROBENZENE;99-12-7;3,5-Dimethylnitrobenzene;Benzene, 1,3-dimethyl-5-nitro-;3,5-Dimethyl-1-nitrobenzene;Nitroxylol;m-Xylene, 5-nitro-;CCRIS 3121;NSC 5403;5-Methyl-3-nitrotoluene;EINECS 202-732-8;UNII-5HVW2QTF0D;5HVW2QTF0D;DTXSID7025136;NSC-5403;MFCD00007269;5-nitro-m-xylen;5-nitro-m-xylol;NSC5403;3,5-Dimethyl nitrobenzene;3-chloro-2-fluoro-benzenamin;Benzene,3-dimethyl-5-nitro-;DTXCID005136;SCHEMBL1097495;CHEMBL1482629;Tox21_200776;1-NITRO-3,5-DIMETHYLBENZENE;CK1108;AKOS015833404;LS-2058;1,3-Dimethyl-5-nitrobenzene, >=99%;CAS-99-12-7;NCGC00091184-01;NCGC00091184-02;NCGC00258330-01;D1086;FT-0620716;A19792;EN300-109708;A845965;Q27262248

Chemical Property of 1,3-Dimethyl-5-nitrobenzene

Chemical Property:

• Appearance/Colour: yellow to yellow-orange crystals or chunks
• Vapor Pressure: 0.00913mmHg at 25°C
• Melting Point: 72-74 °C(lit.)
• Refractive Index: 1.547
• Boiling Point: 274.3 °C at 760 mmHg
• Flash Point: 111.4 °C
• PSA: 45.82000
• Density: 1.129 g/cm³
• LogP: 2.73480
• Water Solubility.: Insoluble in water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 143
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

3,5-Dimethylnitrobenzene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): TXn
• Hazard Codes: T,Xn
• Statements: 23/24/25-33-20/21/22-36/37/38
• Safety Statements: 45-36/37-36/37/39-26-13

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)[N+](=O)[O-])C
• Uses: 5-Nitro-m-xylene was used in aerobic oxidation of aromatic anilines to aromatic azo compounds using gold nanoparticles supported on TiO2 as a catalyst.

Technology Process of 1,3-Dimethyl-5-nitrobenzene

There total 20 articles about 1,3-Dimethyl-5-nitrobenzene 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: 80.0%

3,5-dimethylphenyl boronic acid (172975-69-8) → 5-nitro-m-xylene (99-12-7)

Guidance literature:

With copper(I) oxide; tetrabutylammonium nitrite; In acetonitrile; at 20 ℃;

DOI:10.2174/157017812800221717

Reference yield: 75.0%

3,5-dimethylaminoaniline (108-69-0) → 5-nitro-m-xylene (99-12-7)

Guidance literature:

With dihydrogen peroxide; potassium carbonate; In water; acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2019.151076

Reference yield: 49.0%

3,5-dimethylphenyl iodide (22445-41-6) → 5-nitro-m-xylene (99-12-7)

Guidance literature:

With 1,10-Phenanthroline; iron(II) sulfate; potassium nitrate; In dimethyl sulfoxide; at 20 ℃; for 48h; UV-irradiation; Inert atmosphere;

DOI:10.1021/acscatal.1c02272

upstream raw materials:

2,4-Dimethyl-6-nitroanilin

3-Methyl-1-nitro-4-pyrrolidino-1,3-butadien

1-propenyl-pyrrolidine

tetra-n-butylammonium cyanide

Downstream raw materials:

5-Methyl-3-nitrobenzoic acid

2-nitroisophthalic acid

5,7-dimethylquinoline

1,3-bis-bromomethyl-5-nitro-benzene

Refernces

• 1、 Budinská, Alena,Katayev, Dmitry,Passera, Alessandro,Zhang, Kun. "N-Nitroheterocycles: Bench-Stable Organic Reagents for Catalytic Ipso-Nitration of Aryl- And Heteroarylboronic Acids". supporting information. . Retrieved 2020/03/30.
• 2、 Wang, Zhu-Qing,Guo, Meng-Ping,Wen, Yong-Ju,Shen, Xiu-Li,Lv, Mei-Yun,Zhou, Xiu-Ling. "Ipso-nitration of arylboronic acids with copper nitrate and trifluoroace-tic acid". . p. 891 - 894. Retrieved 2018/11/06.