3171-45-7

Basic information

• Product Name: 4,6-DIMETHYL-1,2-PHENYLENEDIAMINE
• Synonyms: 4,5-dimethyl-2-benzenediamine;1,2-DIMETHYL-4,5-DIAMINOBENZENE;2-AMINO-4,5-DIMETHYLPHENYLAMINE;2-AMINO-4,5-DIMETHYLANILINE;4,5-DIAMINO-O-XYLENE;4,5-DIAMINO-1,2-DIMETHYLBENZENE;4,5-DIMETHYL-O-PHENYLENE DIAMINE;4,5-DIMETHYL-1,2-PHENYLENEDIAMINE
• CAS NO: 3171-45-7
• Molecular Formula: C₈H₁₂N₂
• Molecular Weight: 136.19
• EINECS: 221-635-1
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Polyamines
• Mol File: 3171-45-7.mol
• Article Data: 18

Chemical Properties

• Melting Point: 127-129 °C(lit.)
• Boiling Point: 279.6 °C at 760 mmHg
• Flash Point: 144.9 °C
• Appearance: White to yellow to brownish/Crystalline Mass, Crystals or Chunks
• Density: 1.076 g/cm³
• Vapor Pressure: 0.00399mmHg at 25°C
• Refractive Index: 1.618
• Storage Temp.: 2-8°C
• PKA: 5.02±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• Sensitive: Air & Light Sensitive
• CAS DataBase Reference: 4,6-DIMETHYL-1,2-PHENYLENEDIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-DIMETHYL-1,2-PHENYLENEDIAMINE(3171-45-7)
• EPA Substance Registry System: 4,6-DIMETHYL-1,2-PHENYLENEDIAMINE(3171-45-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36
• RIDADR: 2811
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 3171-45-7(Hazardous Substances Data)

Usage

Chemical Properties

White to light brown solid

Uses

Different sources of media describe the Uses of 3171-45-7 differently. You can refer to the following data:
1. Employed in the preparation of transition metal complexes1 and quinoxalinones.2
2. 4, 5-dimethyl-o-phenylenediamine used in the determination of aromatic aldehydes by high performance liquid chromatography after precolumn fluorescent derivatization. For the determination of vanillin.

Synthesis Reference(s)

Tetrahedron Letters, 42, p. 2277, 2001 DOI: 10.1016/S0040-4039(01)00163-0

InChI:InChI=1/C8H12N2/c1-5-3-7(9)8(10)4-6(5)2/h3-4H,9-10H2,1-2H3

Upstream product

• 6972-71-0 4,5-dimethyl-2-nitrobenzenamine 
• 29418-36-8 1,2-bis(3,4-dimethylphenyl)diazene 
• 1635-84-3 2,4-Dimethyl-6-nitroanilin 
• 95-64-7 4-amino-o-xylene 
• 1887-60-1 5,6-dimethylbenzo-2,1,3-thiadiazole 
• 183492-69-5 4,5-dimethyl-2-nitro-N-benzylaniline 
• 17234-76-3 4,5-dimethyl-N,N'-dibenzoyl-1,2-phenylenediamine 
• 610-23-1 4,5-dimethyl-1,2-dinitrobenzene 
• 6970-77-0 N-(4,5-dimethyl-2-nitrophenyl)acetamide 
• 2198-54-1 N-(3,4-dimethylphenyl)acetamide 

Downstream Products

• 1086-80-2 lumichrome 
• 3363-56-2 2,5,6-trimethylbenzimidazole 
• 132687-00-4 6,11-Dihydro-11-ethyl-6,8,9-trimethyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one 
• 140840-31-9 2-(2-amino-4,5-dimethylphenylcarbamoyl)-3-(D-erythro-glycerol-1-yl)-6,7-dimethylquinoxaline 
• 10252-92-3 3-(5,6-Dimethylbenzoimidazol-2-yl)propan-1-ol 
• 2033-30-9 NSC 163165 
• 582-60-5 5,6-dimethyl-1H-benzo[d]imida-zole 
• 183953-82-4 (R)-N-(2'-amino-4',5'-dimethylphenyl)-2-[N-(tert-butoxycarbonyl)amino]-3-hydroxypropionamide 
• 183953-81-3 (S)-N-(2'-amino-4',5'-dimethylphenyl)-2-[N-(tert-butoxycarbonyl)amino]-3-hydroxypropionamide 
• 2474-50-2 6,7-dimethyl-1,4-dihydroquinoxaline-2,3-dione 
• 23564-26-3 N-[4,5-Dimethyl-2-(2,2,2-trifluoro-acetylamino)-phenyl]-2,2,2-trifluoro-acetamide 

Relevant articles and documents

Some Aspects of the Azide-Alkyne 1,3-Dipolar Cycloaddition Reaction

Some peculiar features of two most commonly used catalytic systems (Cul and CuSOVsodium ascorbate) controlling the regioselectivity of 1,3-dipolar cycloaddition of azides to terminal alkynes have been studied. Their potentialities, main disadvantages, and limitations have been demonstrated by a number of examples, including reactions of low-molecular-weight azides and alkynes containing heterocyclic substituents. The possibility of using novel reagents in click reactions is discussed.

A Reusable Mesoporous Nickel Nanocomposite Catalyst for the Selective Hydrogenation of Nitroarenes in the Presence of Sensitive Functional Groups

The synthesis of aromatic amines from nitroarenes through hydrogenation is an industrially and academically important reaction. In addition, the employment of base metal catalysts in reactions that are preferentially mediated by rare noble metals is a desirable aim in catalysis and an attractive element-conservation strategy. Especially appealing is the observation of novel selectivity patterns with such inexpensive metal catalysts. Herein, we report a novel mesostructured Ni nanocomposite catalyst. It is the first example of a reusable Ni catalyst that is able to hydrogenate nitroarenes selectively to anilines in the presence of highly sensitive functional groups such as C=C bonds and nitrile, aldehyde, and iodo substituents.

A O-phenylenediamine and its derivatives of the preparation method

The invention relates to a method for synthesizing organic compounds, and provides a method for preparing o-phenylenediamine and a derivative of o-phenylenediamine, for solving the problems that the process route is complex, a great amount of byproducts can be generated and are hard to purify, the reaction condition is rigorous, the environment pollution is severe and the like in a conventional method for synthesizing o-phenylenediamine derivatives. The method disclosed by the invention comprises the following steps: by taking azobenzene and a derivative of the azobenzene as raw materials, synthesizing the o-nitro azobenzene and the derivative of the o-nitro azobenzene under the coactions of a catalyst, an oxidant and a nitrating agent, and further reducing by using a reducing agent, thereby obtaining the o-phenylenediamine and the derivative of the o-phenylenediamine. The method provided by the invention has the advantages that the raw materials are cheap and easy to obtain, the operation is simple, convenient and safe, the synthesis steps are short, the purification is simple, no great waste acid pollution is caused, and the like.