4-Chloro-2-nitro-m-cresol

Base Information

• Chemical Name: 4-Chloro-2-nitro-m-cresol
• CAS No.: 6815-42-5
• Molecular Formula: C7H6 Cl N O3
• Molecular Weight: 187.583
• European Community (EC) Number: 229-890-0
• NSC Number: 6076
• DSSTox Substance ID: DTXSID20218327
• Nikkaji Number: J2.992.869J
• Wikidata: Q83095184
• Mol file: 6815-42-5.mol

Synonyms:4-Chloro-2-nitro-m-cresol;6815-42-5;4-chloro-3-methyl-2-nitrophenol;Phenol,4-chloro-3-methyl-2-nitro-;NSC-6076;EINECS 229-890-0;NSC6076;SCHEMBL7878203;DTXSID20218327;NSC 6076;AKOS040749967;Phenol, 4-chloro-3-methyl-2-nitro-;m-Cresol, 4-chloro-2(or 6)-nitro-;EN300-195834

Chemical Property of 4-Chloro-2-nitro-m-cresol

Chemical Property:

• Vapor Pressure: 0.00972mmHg at 25°C
• Melting Point: 69-71.5 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 256.2°C at 760 mmHg
• PKA: 6.16±0.20(Predicted)
• Flash Point: 108.7°C
• PSA: 66.05000
• Density: 1.466g/cm³
• LogP: 2.78540
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 187.0036207
• Heavy Atom Count: 12
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-3-methyl-2-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Chloro-2-nitro-m-cresol

There total 3 articles about 4-Chloro-2-nitro-m-cresol 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: 67.0%

4-Chloro-3-methylphenol (59-50-7) → 4-chloro-3-methyl-2,6-dinitro-phenol (15968-57-7) + 4-chloro-5-methyl-2-nitrophenol (7147-89-9) + 4-chloro-3-methyl-2-nitrophenol (6815-42-5)

Guidance literature:

With ethylammonium nitrate; trifluoroacetic anhydride; at -5 - 0 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/jo201374a

Reference yield: 43.0%

4-Chloro-3-methylphenol (59-50-7) → 4-chloro-5-methyl-2-nitrophenol (7147-89-9) + 4-chloro-3-methyl-2-nitrophenol (6815-42-5)

Guidance literature:

With bismuth (III) nitrate pentahydrate; In acetone; at 56 ℃; for 20h; Reagent/catalyst;

DOI:10.1080/00397911.2014.954730

Reference yield:

4-Chloro-3-methylphenol (59-50-7) → 4-chloro-5-methyl-2-nitrophenol (7147-89-9) + 4-chloro-3-methyl-2-nitrophenol (6815-42-5) + 4-Chloro-3-methyl-4-nitro-cyclohexa-2,5-dienone (123871-63-6)

Guidance literature:

With nitric acid; In acetic anhydride; at -60 ℃; Yields of byproduct given;

DOI:10.1016/0040-4020(89)80128-0

upstream raw materials:

4-Chloro-3-methylphenol

Downstream raw materials:

1-chloro-4-methoxy-2-methyl-5-nitro-benzene

ethyl (3-benzyloxy-6-chloro-2-nitrophenyl) pyruvate

3-benzyloxy-6-chloro-2-nitrotoluene

Methyl-carbamic acid 4-chloro-3-methyl-2-nitro-phenyl ester

Refernces

• 1、 Aridoss, Gopalakrishnan,Laali, Kenneth K.. "Ethylammonium nitrate (EAN)/Tf2O and EAN/TFAA: Ionic liquid based systems for aromatic nitration". experimental part. p. 8088 - 8094. Retrieved 2011/11/13.