2-Iodo-4-methylaniline

Base Information

• Chemical Name: 2-Iodo-4-methylaniline
• CAS No.: 29289-13-2
• Molecular Formula: C7H8IN
• Molecular Weight: 233.052
• Hs Code.: 29214300
• DSSTox Substance ID: DTXSID00377244
• Nikkaji Number: J519.033I
• Wikidata: Q72483861
• Mol file: 29289-13-2.mol

Synonyms:2-iodo-4-methylaniline;29289-13-2;Benzenamine, 2-iodo-4-methyl-;2-Iodo-4-methylbenzenamine;MFCD03407391;4-Amino-3-iodotoluene;2-Iodo-4-methyl-aniline;SCHEMBL406084;Benzenamine,2-iodo-4-methyl-;2-Iodo-4-methylaniline, 97%;(2-iodo-4-methyl-phenyl)-amine;DTXSID00377244;AJTUKWIQLKKRHE-UHFFFAOYSA-N;AMY40549;AKOS005070574;CS-W004684;SY039927;FT-0615886;EN300-99116;A20596;4Y-0823;J-509710

Chemical Property of 2-Iodo-4-methylaniline

Chemical Property:

• Melting Point: 34-37°C
• Boiling Point: 268.7 °C at 760 mmHg
• PKA: 2.97±0.10(Predicted)
• Flash Point: 116.3 °C
• PSA: 26.02000
• Density: 1.791g/cm³
• LogP: 2.76300
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 232.97015
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

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

2-Iodo-4-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 36/37/38-41-37/38-25
• Safety Statements: 26-37/39-36/37/39-27-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)N)I

Technology Process of 2-Iodo-4-methylaniline

There total 12 articles about 2-Iodo-4-methylaniline 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%

p-toluidine (106-49-0,12221-03-3) → 2-iodo-4-methylaniline (29289-13-2)

Guidance literature:

With [bis(pyridine)iodine]⁺ tetrafluoroborate; In dichloromethane; at 20 ℃; for 0.0833333h;

DOI:10.1021/jo952119+

Reference yield: 68.0%

p-toluidine (106-49-0,12221-03-3) → 2,6-diiodo-4-methylaniline (64662-57-3) + 2-iodo-4-methylaniline (29289-13-2)

Guidance literature:

With ammonium peroxydisulfate; potassium iodide; In methanol; water; at 20 ℃;

DOI:10.1055/s-0029-1218698

Reference yield: 67.0%

4-methyl-1,2-diaminobenzene (496-72-0) → 2-iodo-4-methylaniline (29289-13-2)

Guidance literature:

4-methyl-1,2-diaminobenzene; With water; sodium nitrite; In neat (no solvent); at 20 ℃;

With potassium iodide; In neat (no solvent); at 20 ℃;

DOI:10.1016/j.tetlet.2014.02.073

upstream raw materials:

p-toluidine

1-azido-2-iodo-4-methyl-benzene

diethyl ether

water

Downstream raw materials:

4-methyl-2-[2-(trimethylsilyl)ethynyl]aniline

2-ethynyl-4-methylaniline

7,11-dimethyl-5H-dibenzo[b,e][1,4]diazepine

C₁₅H₁₆N₂O

Refernces

• 1、 Fu, Jiayue,Li, Bingbing,Wang, Xiugui,Liang, Qida,Peng, Xiaoshi,Yang, Lu,Wan, Tao,Wang, Xinxiu,Lin, Bin,Cheng, Maosheng,Liu, Yongxiang. "Au(I)-Catalyzed 6-endo-dig Cyclizations of Aromatic 1,5-Enynes to 2-(Naphthalen-2-yl)anilines Leading to Divergent Syntheses of Benzo[α]carbazole, Benzo[c,h]cinnoline and Dibenzo[i]phenanthridine Derivatives". supporting information. p. 46 - 52. Retrieved 2021/11/20.
• 2、 Aksenov, Alexander V.,Aksenov, Dmitrii A.,Aksenov, Nicolai A.,Grishin, Igor Yu.,Malyuga, Vladimir V.,Nobi, Mezvah A.,Rubin, Michael. "Electrophilically activated nitroalkanes in synthesis of 3,4-dihydroquinozalines". . . Retrieved 2021/08/03.