4-Iodo-2,5-dimethylaniline

Base Information

• Chemical Name: 4-Iodo-2,5-dimethylaniline
• CAS No.: 117832-13-0
• Molecular Formula: C8H10I
• Molecular Weight: 247.079
• Hs Code.: 2921430090
• DSSTox Substance ID: DTXSID50406396
• Nikkaji Number: J1.611.097C
• Wikidata: Q82211340
• Mol file: 117832-13-0.mol

Synonyms:4-iodo-2,5-dimethylaniline;117832-13-0;2,5-Dimethyl-4-iodoaniline;(4-Iodo-2,5-dimethylphenyl)amine;Benzenamine, 4-iodo-2,5-dimethyl-;SCHEMBL272781;2,5-dimethyl-4-iodo-aniline;4-iodo-2,5-dimethylphenylamine;DTXSID50406396;4-Iodo-2,5-dimethyl-phenylamine;JIJNBUOAWDGTHA-UHFFFAOYSA-N;MFCD04138433;AKOS000111248;SB80806;VS-04240;BB 0245927;CS-0108531;FT-0703286;(4-Iodo-2,5-dimethylphenyl)amine, AldrichCPR;D76806

Chemical Property of 4-Iodo-2,5-dimethylaniline

Chemical Property:

• Vapor Pressure: 0.00203mmHg at 25°C
• Refractive Index: 1.644
• Boiling Point: 290.7 °C at 760 mmHg
• Flash Point: 129.6 °C
• PSA: 26.02000
• Density: 1.688 g/cm³
• LogP: 3.07140
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 246.98580
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

99%min ^*data from raw suppliers

(4-Iodo-2,5-dimethylphenyl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1I)C)N

Technology Process of 4-Iodo-2,5-dimethylaniline

There total 5 articles about 4-Iodo-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: 98.0%

2,5-Dimethylaniline (95-78-3) → 2,5-dimethyl-4-iodoaniline (117832-13-0)

Guidance literature:

With Me₄N(ICl₂); sodium hydrogencarbonate; In methanol; dichloromethane; at 20 ℃; for 1h;

Reference yield:

sodium metabisulfite + benzyltrimethylammonium dichloriodate + 2,5-Dimethylaniline (95-78-3) → 2,5-dimethyl-4-iodoaniline (117832-13-0)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane; water;

Reference yield:

2,5-Dimethylaniline (95-78-3) → C8H10IN (1369928-43-7) + 2,5-dimethyl-4-iodoaniline (117832-13-0)

Guidance literature:

With N-iodo-succinimide; acetic acid; In benzene; at 20 ℃; for 72h; regioselective reaction;

DOI:10.1055/s-0031-1290118

upstream raw materials:

1-iodo-2,5-dimethyl-4-nitro-benzene

2,5-Dimethylaniline

Downstream raw materials:

2,5-dimethyl-4-(2-methoxycarbonyl-ethyl-amino)-1-iodo-benzene

biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-(tert-butyldimethyl-silanyloxy)-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)-ethylamino]methyl}-2,5-dimethylphenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester

biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino]methyl}-2,5-dimethylphenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester

biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-formyl-2,5-dimethyl-phenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester

Refernces

• 1、 Shen, Hao,Vollhardt, K. Peter C.. "Remarkable switch in the regiochemistry of the iodination of anilines by N-iodosuccinimide: Synthesis of 1,2-dichloro-3,4-diiodobenzene". supporting information; experimental part. p. 208 - 214. Retrieved 2012/03/11.
• 2、 -. "Crystalline forms of a dimethylphenyl compound". Page/Page column 15. . Retrieved 2008/06/13.