4-Methyl-3,5-dinitrobenzoyl chloride

Base Information

• Chemical Name: 4-Methyl-3,5-dinitrobenzoyl chloride
• CAS No.: 6633-28-9
• Molecular Formula: C8H5ClN2O5
• Molecular Weight: 244.591
• NSC Number: 56673
• DSSTox Substance ID: DTXSID30288571
• Wikidata: Q82025037
• Mol file: 6633-28-9.mol

Synonyms:4-methyl-3,5-dinitrobenzoyl chloride;6633-28-9;3,5-Dinitro-4-methylbenzoyl chloride;4-methyl-3,5-dinitro-benzoyl chloride;NSC56673;DTXSID30288571;NSC-56673

Chemical Property of 4-Methyl-3,5-dinitrobenzoyl chloride

Chemical Property:

• Vapor Pressure: 4.2E-05mmHg at 25°C
• Boiling Point: 351.1°C at 760 mmHg
• Flash Point: 166.1°C
• Density: 1.569g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 243.9886990
• Heavy Atom Count: 16
• Complexity: 299

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1[N+](=O)[O-])C(=O)Cl)[N+](=O)[O-]

Technology Process of 4-Methyl-3,5-dinitrobenzoyl chloride

There total 3 articles about 4-Methyl-3,5-dinitrobenzoyl chloride 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: 99.0%

3,5-dinitro-p-toluic acid (16533-71-4) → 3,5-dinitro-4-methylbenzoyl chloride (6633-28-9)

Guidance literature:

With thionyl chloride;

DOI:10.1002/(SICI)1099-1344(199807)41:7<615::AID-JLCR106>3.0.CO;2-B

Reference yield:

p-Toluic acid (99-94-5) → 3,5-dinitro-4-methylbenzoyl chloride (6633-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid; sulfuric acid / 2.17 h / 20 °C / Inert atmosphere

2: thionyl chloride / chloroform; N,N-dimethyl-formamide / 80 °C / Inert atmosphere

With thionyl chloride; sulfuric acid; nitric acid; In chloroform; N,N-dimethyl-formamide;

DOI:10.1039/c4cc09358e

Reference yield:

→ 3,5-dinitro-4-methylbenzoyl chloride (6633-28-9)

Guidance literature:

upstream raw materials:

3,5-dinitro-p-toluic acid

p-Toluic acid

Downstream raw materials:

(3S)-3-(3.5-dinitro-4-methyl-benzoyloxy)-9.10-seco-ergostatetraene-(5⁽¹⁰⁾.6t.8.22t)

(3S)-3-(4-methyl-3,5-dinitro-benzoyloxy)-9,10-seco-ergosta-5⁽¹⁰⁾,6t,8⁽¹⁴⁾,22t-tetraene

4-methyl-3,5-dinitrobenzamide

4'-chloro-4-methyl-3,5-dinitro-benzophenone

Refernces

• 1、 Munagala, Gurunadham,Yempalla, Kushalava Reddy,Aithagani, Sravan Kumar,Kalia, Nitin Pal,Ali, Furqan,Ali, Intzar,Rajput, Vikrant Singh,Rani, Chitra,Chib, Reena,Mehra, Rukmankesh,Nargotra, Ami,Khan, Inshad Ali,Vishwakarma, Ram A.,Singh, Parvinder Pal. "Synthesis and biological evaluation of substituted N-alkylphenyl-3,5- dinitrobenzamide analogs as anti-TB agents". . p. 521 - 527. Retrieved 2014/04/17.
• 2、 Spanggord, Ronald J.,Clizbe, Lane A.. "A reevaluation of the Hofmann rearrangement in electron deficient systems: Preparation of 2-(15N)amino-4,6-dinitrotoluene and 4-(15N)- amino-2,6dinitrotoluene". . p. 615 - 621. Retrieved 2007/10/03.