2,5-Dimethylaniline

Base Information

• Chemical Name: 2,5-Dimethylaniline
• CAS No.: 95-78-3
• Molecular Formula: C8H11N
• Molecular Weight: 121.182
• Hs Code.: 2921.49
• European Community (EC) Number: 202-451-0,682-691-4
• ICSC Number: 1686
• NSC Number: 7639
• UN Number: 1711
• UNII: XWK0W8DA04
• DSSTox Substance ID: DTXSID3026306
• Nikkaji Number: J3.572F
• Wikipedia: 2,5-Xylidine
• Wikidata: Q4596795
• Metabolomics Workbench ID: 52761
• ChEMBL ID: CHEMBL249120
• Mol file: 95-78-3.mol

Synonyms:1-amino-2,5-dimethylbenzene;2,5-dimethylaniline;2,5-xylidene;2-amino-1,4-xylene;HCl of 2,5-xylidene

Chemical Property of 2,5-Dimethylaniline

Chemical Property:

• Appearance/Colour: clear yellow to red-brown liquid
• Vapor Pressure: 0.152mmHg at 25°C
• Melting Point: 11.5 °C(lit.)
• Refractive Index: n20/D 1.559(lit.)
• Boiling Point: 214.9 °C at 760 mmHg
• PKA: pK1:4.53(+1) (25°C)
• Flash Point: 93.9 °C
• PSA: 26.02000
• Density: 0.975 g/cm³
• LogP: 2.46680
• Storage Temp.: Store below +30°C.
• Water Solubility.: <0.1 g/100 mL at 18℃
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 121.089149355
• Heavy Atom Count: 9
• Complexity: 90.6
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2,?5-?Dimethylaniline(2,5-Xylidine) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N,Xn
• Statements: 23/24/25-33-51/53-48/20
• Safety Statements: 28-36/37-45-61-28A

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C)N
• Inhalation Risk: A harmful contamination of the air will be reached slowly on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: Exposure at high levels could cause lowering of consciousness. Exposure at high levels could cause formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: The substance may have effects on the blood. This may result in anaemia. The substance may have effects on the liver.
• Uses: The uses are the same as those of xylidines. 2,5-Dimethylaniline is widely used as raw materials to produce imaging chemicals like organic dyes and pigments. It is also used in the production of antioxidants, pharmaceutical, agricultural, rubber chemicals and other target organic molecules. 2,5-Dimethylaniline was also used in the synthesis of nanocomposite of multi-walled carbon nanotubes embedded in poly(2,5-dimethylaniline). 2,5-Dimethylaniline was used to study the effect of metabolites formed from 2,5-xylidine by fungi on laccase activity. The Fourier transform infrared (FTIR) and Raman spectra of 2,5-dimethylaniline was studied5. It induced transcription of lccIV. 2,5-Dimethylaniline was used in the synthesis of nanocomposite of multi-walled carbon nanotubes embedded in poly(2,5-dimethylaniline). 2,5-Dimethylaniline was used to study the effect of metabolites formed from 2,5-xylidine by fungi on laccase activity.

Technology Process of 2,5-Dimethylaniline

There total 62 articles about 2,5-Dimethylaniline 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: 99.0%

mononitro-p-xylene (89-58-7) → 2,5-Dimethylaniline (95-78-3)

Guidance literature:

With palladium on carbon; hydrogen; In ethanol; at 20 ℃; for 16h; under 28443.9 Torr;

DOI:10.1021/acs.orglett.7b01535

Reference yield: 90.0%

4-bromo-m-xylene (553-94-6) → 2,5-Dimethylaniline (95-78-3)

Guidance literature:

With ammonium sulfate; (R)-(-)-1-[(S_P)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; bis(tri-ortho-tolylphosphine)palladium⁽⁰⁾; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 12h; Inert atmosphere; Glovebox;

DOI:10.1021/ol501739g

Reference yield: 89.0%

para-xylene (106-42-3) → 2,5-Dimethylaniline (95-78-3)

Guidance literature:

With trifluorormethanesulfonic acid; trimethylsilylazide; In chloroform; at 90 ℃; for 0.0483333h; under 5250.53 Torr; Reagent/catalyst; Flow reactor;

DOI:10.1021/acs.joc.6b02085

upstream raw materials:

carbonyl azide

para-xylene

mononitro-p-xylene

4-methyl-3-nitrobenzyl chloride

Downstream raw materials:

N,N-dibutyl-2,5-dimethyl-aniline

N,N'-bis-(2,5-dimethyl-phenyl)-methylenediamine

bis-(4-amino-2,5-dimethyl-phenyl)-methane

N,N'-bis-(2,5-dimethyl-phenyl)-guanidine

Refernces

• 1、 See, Yi Yang,Sanford, Melanie S.. "C-H Amination of Arenes with Hydroxylamine". supporting information. p. 2931 - 2934. Retrieved 2020/04/09.
• 2、 Cheng, Sihang,Liu, Yanchun,Zhao, Yingnan,Zhao, Xinyu,Lang, Zhongling,Tan, Huaqiao,Qiu, Tianyu,Wang, Yonghui. "Superfine CoNi alloy embedded in Al2O3 nanosheets for efficient tandem catalytic reduction of nitroaromatic compounds by ammonia borane". . p. 17499 - 17506. Retrieved 2019/12/23.