5-Chloro-m-phenylenediamine

Base Information

• Chemical Name: 5-Chloro-m-phenylenediamine
• CAS No.: 33786-89-9
• Deprecated CAS: 124011-05-8,130525-83-6,132535-49-0,130525-83-6,132535-49-0
• Molecular Formula: C6H7 Cl N2
• Molecular Weight: 142.588
• Hs Code.: 2921519090
• European Community (EC) Number: 668-200-6
• DSSTox Substance ID: DTXSID2067795
• Nikkaji Number: J38.181K
• Wikidata: Q81994447
• Mol file: 33786-89-9.mol

Synonyms:5-Chloro-m-phenylenediamine;33786-89-9;5-chlorobenzene-1,3-diamine;3,5-Diaminochlorobenzene;5-Chloro-1,3-phenylenediamine;1,3-Benzenediamine, 5-chloro-;5-Chloro-1,3-benzenediamine;CCRIS 2886;BRN 3029854;5-chloro-1,3-diaminobenzene;2-13-00-00029 (Beilstein Handbook Reference);5-amino-3-chloroaniline;SCHEMBL221178;m-Phenylenediamine, 5-chloro-;3,5-DACB;5-chloro-benzene-1,3-diamine;DTXSID2067795;MFCD00014775;AKOS004121654;DS-4135;BP-13187;LS-29581;CS-0320328;FT-0620323;D83138;A821943

Chemical Property of 5-Chloro-m-phenylenediamine

Chemical Property:

• Vapor Pressure: 0.000135mmHg at 25°C
• Melting Point: 102-104°C
• Refractive Index: 1.5210 (estimate)
• Boiling Point: 333.6°Cat760mmHg
• PKA: 3.83±0.10(Predicted)
• Flash Point: 155.6°C
• PSA: 52.04000
• Density: 1.345g/cm³
• LogP: 2.66680
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 142.0297759
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

98% ^*data from raw suppliers

5-Chlorobenzene-1,3-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R33:Danger of cummulative effects.
• Hazard Codes: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R33:Danger of cummulative effects.
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1N)Cl)N
• Uses: 5-Chloro-m-phenylenediamine is used as pharmaceutical intermediate.

Technology Process of 5-Chloro-m-phenylenediamine

There total 3 articles about 5-Chloro-m-phenylenediamine 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: 87.0%

1,3-dibromo-5-chlorobenzene (14862-52-3) → 5-chloro-1,3-benzenediamine (33786-89-9)

Guidance literature:

1,3-dibromo-5-chlorobenzene; With lithium hexamethyldisilazane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; CyJohnPhos; In toluene; at 20 ℃; for 17h;

With hydrogenchloride; In water; toluene; at 20 ℃; for 0.0833333h;

With sodium hydroxide; In water; toluene; pH=12;

Reference yield:

1,3,5-tribromo-2-chloro-4,6-dinitro-benzene → 5-chloro-1,3-benzenediamine (33786-89-9)

Guidance literature:

With hydrogenchloride; tin; acetic acid;

Reference yield:

→ 5-chloro-1,3-benzenediamine (33786-89-9)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; zinc;

upstream raw materials:

1,3-dibromo-5-chlorobenzene

Downstream raw materials:

1,3,5-trichlorobenzene

2-Methyl-pentanoic acid [3-chloro-5-(2-methyl-pentanoylamino)-phenyl]-amide

5-amino-7-chloro-3,4-dihydro-4-hydroxy-4-(trifluoromethyl)-1H-quinolin-2-one

3-amino-5-chlorophenylcarbamic acid,1,1-dimethylethyl ester

Refernces

• 1、 -. "Bis-Amination of Aryl Halides". Page/Page column 5. . Retrieved 2008/06/13.