3-NIRO-O-XYLENE

Base Information

• Chemical Name: 3-NIRO-O-XYLENE
• CAS No.: 616-69-3
• Molecular Formula: C8H8N2O4
• Molecular Weight: 196.163
• Hs Code.: 2904209090
• DSSTox Substance ID: DTXSID20210604
• Nikkaji Number: J134.617B
• Wikidata: Q83085363
• Mol file: 616-69-3.mol

Synonyms:1,2-Dimethyl-3,5-dinitrobenzene;2,3-Dimethyl-1,5-dinitrobenzene;3,5-Dinitro-o-xylene;

Chemical Property of 3-NIRO-O-XYLENE

Chemical Property:

• Vapor Pressure: 0.000241mmHg at 25°C
• Refractive Index: 1.587
• Boiling Point: 334.9 °C at 760 mmHg
• Flash Point: 165.6 °C
• PSA: 91.64000
• Density: 1.346 g/cm³
• LogP: 3.16620
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 196.04840674
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

98%min ^*data from raw suppliers

1,2-Dimethyl-3,5-dinitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1C)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 3-NIRO-O-XYLENE

There total 26 articles about 3-NIRO-O-XYLENE 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: 70.0%

N-(3,4-dimethylphenyl)acetamide (2198-54-1) → 1,2-dimethyl-3,5-dinitrobenzene (616-69-3) + N-(2,6-Dinitro-3,4-dimethyl)phenyl acetamide

Guidance literature:

With sulfuric acid; nitric acid; at 0 ℃; for 24h;

Reference yield: 38.0%

o-xylene (95-47-6) → 4,5-dimethyl-1,2-dinitrobenzene (610-23-1) + 1,2-dimethyl-3,5-dinitrobenzene (616-69-3) + 1,2-dimethyl-3,6-dinitrobenzene (610-03-7,70605-73-1) + 1,2-dimethyl-3,4-dinitrobenzene (603-06-5)

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: 8.0%

→ 4-nitro-o-xylene (99-51-4,34527-23-6,156617-88-8) + 1,2-dimethyl-3,5-dinitrobenzene (616-69-3) + 1,2-dimethyl-3,4-dinitrobenzene (603-06-5)

Guidance literature:

With boron trifluoride diethyl etherate; at 0 ℃; for 0.0833333h;

upstream raw materials:

4-nitro-o-xylene

(2-methyl-4,6-dinitro-phenyl)-acetic acid

o-xylene

nitric acid

Downstream raw materials:

2,3-dimethyl-5-nitro-phenylamine

methyl 5-amino-2,3-dimethylbenzoate

5-hydroxy-2,3-dimethyl-benzoic acid

methyl 5-hydroxy-2,3-dimethylbenzoate

Refernces

• 1、 Sharma,Joshi,Kulkarni. "Continuous-Flow Nitration of o-Xylene: Effect of Nitrating Agent and Feasibility of Tubular Reactors for Scale-Up". . p. 1138 - 1147. Retrieved 2015/09/28.
• 2、 Suzuki, Hitomi,Murashima, Takashi,Kozai, Iku,Mori, Tadashi. "Ozone-mediated Nitration of Alkylbenzenes and Related Compounds with Nitrogen Dioxide". . p. 1591 - 1598. Retrieved 2007/10/02.