3,5-Diaminotoluene

Base Information

• Chemical Name: 3,5-Diaminotoluene
• CAS No.: 108-71-4
• Molecular Formula: C7H10N2
• Molecular Weight: 122.17
• Hs Code.: 2921519090
• European Community (EC) Number: 203-609-1
• UNII: 7J9L7YYO3E
• DSSTox Substance ID: DTXSID2051558
• Nikkaji Number: J140.761I
• Wikidata: Q27268402
• Mol file: 108-71-4.mol

Synonyms:3,5-Diaminotoluene;108-71-4;5-methylbenzene-1,3-diamine;TOLUENE-3,5-DIAMINE;1,3-Benzenediamine, 5-methyl-;1,3-Diamino-5-methylbenzene;HSDB 6242;UNII-7J9L7YYO3E;7J9L7YYO3E;Toluene, 3,5-diamino-toluene;26764-44-3;1,3-Benzenediamine, ar-methyl-;EINECS 203-609-1;toluylenediamine;m-Diaminotoluene;3,5-tolylenediamine;3,5-Diamino-toluol;Tolune-3,5-diamine;m-Phenylenediamine, methyl-;ar-Methyl-m-phenylenediamine;ar-Methyl-1,3-benzenediamine;SCHEMBL178488;1,3-bencendiamina, ar-metil-;TDA 80;DTXSID2051558;m-Phenylenediamine methyl-(8CI);3,5-DIAMINOTOLUENE [HSDB];BCP32496;AKOS006273870;AS-57104;CS-0283681;EN300-332226;Q27268402;Toluene-3,5-diamine

Chemical Property of 3,5-Diaminotoluene

Chemical Property:

• Vapor Pressure: 0.00306mmHg at 25°C
• Melting Point: 98.1°C
• Refractive Index: 1.636
• Boiling Point: 284 °C at 760 mmHg
• Flash Point: 152.9 °C
• PSA: 52.04000
• Density: 1.107 g/cm³
• LogP: 2.32180
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 122.084398327
• Heavy Atom Count: 9
• Complexity: 82.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,5-Tolylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=CC(=CC(=C1)N)N

Technology Process of 3,5-Diaminotoluene

There total 24 articles about 3,5-Diaminotoluene 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%

3,5-dibromotoluene (1611-92-3) → 3,5-diaminotoluene (108-71-4)

Guidance literature:

With C₂₄H₁₂Cu₂F₉N₄O₇; tetrabutylammomium bromide; ammonia; caesium carbonate; In water; at 110 - 140 ℃; for 16h;

DOI:10.1021/jo301244p

Reference yield:

2,4-dinitrotoluene (121-14-2) + 3,5-dinitrotoluene (618-85-9) + 2,6-dinitrotoluene (606-20-2) + 1-methyl-2,3-dinitrobenzene (602-01-7) + 3,4-Dinitrotoluene (610-39-9) + 2,5-dinitrotoluene (619-15-8) → 3,5-diaminotoluene (108-71-4) + 2,6-toluenediamine (823-40-5) + 4-methylbenzene-1,3-diamine (95-80-7,71111-07-4) + 4-methyl-1,2-diaminobenzene (496-72-0) + 2-methyl-p-phenylenediamine (95-70-5) + 3-methyl-1,2-benzenediamine (2687-25-4)

Guidance literature:

With hydrogen; nickel; at 120 - 140 ℃; under 11251.1 - 22502.3 Torr; Product distribution / selectivity;

Reference yield:

1-methyl-4-nitrobenzene (99-99-0) + 2,4-dinitrotoluene (121-14-2) + 3,5-dinitrotoluene (618-85-9) + 2,6-dinitrotoluene (606-20-2) + 1-methyl-2,3-dinitrobenzene (602-01-7) + 2,5-dinitrotoluene (619-15-8) → methylcyclohexylamine + methylcyclohexyldiamine + toluidine + 3,5-diaminotoluene (108-71-4) + 2,6-toluenediamine (823-40-5) + 4-methylbenzene-1,3-diamine (95-80-7,71111-07-4) + 2-methyl-p-phenylenediamine (95-70-5) + 3-methyl-1,2-benzenediamine (2687-25-4)

Guidance literature:

With hydrogen; at 170 - 215.6 ℃; under 67.5068 Torr;

upstream raw materials:

3,5-dinitrotoluene

2,4-dibromo-3,5-dinitro-toluene

hydrogenchloride

2,4-dinitrotoluene

Downstream raw materials:

toluene-3,5-diisocyanate

Di-trifluoracetyl-diaminotoluol-(3,5)

2,6-Toluene diisocyanate

2,4-Toluene diisocyanate

Refernces

• 1、 -. "Preparation process of low-cost and environment-friendly bisphenol S". Paragraph 0019; 0034; 0043; 0046; 0055; 0058; 0067. . Retrieved 2021/11/26.
• 2、 Liao, Bei-Sih,Liu, Shiuh-Tzung. "Diamination of phenylene dihalides catalyzed by a dicopper complex". experimental part. p. 6653 - 6656. Retrieved 2012/10/07.