m-Phenylenediamine

Base Information

• Chemical Name: m-Phenylenediamine
• CAS No.: 541-69-5
• Deprecated CAS: 1274866-89-5,1266121-34-9
• Molecular Formula: C6H10Cl2N2
• Molecular Weight: 181.065
• Hs Code.: 29215900
• European Community (EC) Number: 203-584-7,208-790-0,282-618-2,281-496-8
• ICSC Number: 1302
• NSC Number: 4776
• UN Number: 1673
• UNII: OE624J2447
• DSSTox Substance ID: DTXSID4021137
• Nikkaji Number: J369G
• Wikipedia: M-Phenylenediamine
• Wikidata: Q2410205
• Metabolomics Workbench ID: 53359
• ChEMBL ID: CHEMBL1595914
• Mol file: 541-69-5.mol

Synonyms:1,3-diaminobenzene;1,3-phenylenediamine;3-phenylenediamine;m-phenylenediamine;meta-phenylenediamine

Chemical Property of m-Phenylenediamine

Chemical Property:

• Appearance/Colour: white to slightly red crystalline powder
• Vapor Pressure: 0.00321mmHg at 25°C
• Melting Point: 260°C (dec.)
• Boiling Point: 283.2 °C at 760 mmHg
• Flash Point: 147.6 °C
• PSA: 52.04000
• LogP: 3.61740
• Water Solubility.: freely soluble
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 108.068748264
• Heavy Atom Count: 8
• Complexity: 64.9
• Transport DOT Label: Poison

Purity/Quality:

98%min ^*data from raw suppliers

Benzene-1,3-diamineDihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 23/24/25-36-40-43-50/53-68
• Safety Statements: 28-36/37-45-60-61-28A

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1=CC(=CC(=C1)N)N
• Inhalation Risk: A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin. The substance may cause effects on the kidneys and blood. This may result in renal failure and the formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the kidneys. This may result in renal failure.
• Uses: m-Phenylenediamine dihydrochloride is used in the synthesis of bis(thiazolidone) and bis(thiohydantoin) derivatives. It can be used to increase the pore size in the fabrication of poly(aniline-co-1,3-phenylenediamine) cryogels.

Technology Process of m-Phenylenediamine

There total 2 articles about 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: 90.0%

3-nitro-aniline (99-09-2) → m-phenylenediamine dihydrochloride (541-69-5,13652-74-9)

Guidance literature:

3-nitro-aniline; With hydrazine; In water; at 20 - 80 ℃; for 2h; Green chemistry;

With hydrogenchloride; Temperature; Solvent; Green chemistry;

DOI:10.1134/S1070363218030064

Reference yield: 90.0%

meta-dinitrobenzene (99-65-0) → m-phenylenediamine dihydrochloride (541-69-5,13652-74-9)

Guidance literature:

With hydrogenchloride; vanadium dichloride; iron(II) sulfate; In water; for 2h; Reagent/catalyst; Electrochemical reaction;

DOI:10.1007/s11172-021-3298-9

Reference yield: 90.0%

m-phenylenediamine dihydrochloride (541-69-5,13652-74-9) + N‐(2,4,6‐trimethylphenyl)glycine (104412-17-1) → 2-(2,4,6-trimethyl-phenylamino)-N-{3-[2-(2,4,6-trimethyl-phenylamino)-acetylamino]-phenyl}-acetamide (886489-18-5)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;

DOI:10.1002/jms.1354

upstream raw materials:

3-nitro-aniline

meta-dinitrobenzene

Downstream raw materials:

proflavine

1,3-diisothiocyanatobenzene

N,N'''-m-phenylene-di-guanidine; dihydrochloride

N-(3-amino-phenyl)-succinamic acid

Refernces

• 1、 Ignatovich, Zh. V.,Ermolinskaya,Katok, Ya. M.,Koroleva,Eremin,Agabekov. "Catalytic Activity of Nickel Nanoparticles in the Reaction of Reduction of Nitroarenes". . p. 410 - 417. Retrieved 2018/04/23.