4-iodo-N,N-dimethylaniline

Base Information

• Chemical Name: 4-iodo-N,N-dimethylaniline
• CAS No.: 698-70-4
• Molecular Formula: C8H10IN
• Molecular Weight: 247.079
• Hs Code.: 2921420090
• NSC Number: 223072
• UNII: K6X9S6FT68
• DSSTox Substance ID: DTXSID00220100
• Nikkaji Number: J338.584A
• Wikipedia: 4-Iodo-N,N-dimethylaniline
• Wikidata: Q4637155
• Mol file: 698-70-4.mol

Synonyms:4-iodo-N,N-dimethylaniline;698-70-4;N,N-Dimethyl-4-iodoaniline;p-Iodo-N,N-dimethylaniline;Benzenamine, 4-iodo-N,N-dimethyl-;Aniline, p-iodo-N,N-dimethyl-;(4-iodophenyl)dimethylamine;MFCD00457548;1-Dimethylamino-4-iodobenzene;K6X9S6FT68;NSC-223072;NSC223072;N(C)(C)c1ccc(I)cc1;UNII-K6X9S6FT68;4-iodo-N,N-dimethyl aniline;4-Iodo-N,N-dimethyl-aniline;SCHEMBL671950;(4-iodophenyl)-dimethyl-amine;4-Iodo-N,N-dimethylbenzenamine;(4-Iodo-phenyl)-dimethyl-amine;DTXSID00220100;p-(N,N-Dimethylamino)iodobenzene;AKOS003624794;CS-W019205;DS-3764;NSC 223072;SY114777;Q4637155

Chemical Property of 4-iodo-N,N-dimethylaniline

Chemical Property:

• Vapor Pressure: 0.0101mmHg at 25°C
• Melting Point: 79.5 °C
• Boiling Point: 263.7°Cat760mmHg
• PKA: 4.14±0.12(Predicted)
• Flash Point: 113.3°C
• PSA: 3.24000
• Density: 1.652g/cm³
• LogP: 2.35720
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 246.98580
• Heavy Atom Count: 10
• Complexity: 95.4

Purity/Quality:

98%, ^*data from raw suppliers

4-Iodo-N,N-dimethylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)I
• Uses: 4-Iodo-N,N-dimethylaniline is a useful reactant for organic reactions and the synthesis of various compounds.

Technology Process of 4-iodo-N,N-dimethylaniline

There total 34 articles about 4-iodo-N,N-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: 100.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + p-aminoiodobenzene (540-37-4) → 4-Iodo-N,N-dimethylaniline (698-70-4)

Guidance literature:

With sodium cyanoborohydride; In acetic acid;

DOI:10.1016/j.tetlet.2004.07.123

Reference yield: 99.0%

N,N-dimethyl-aniline (121-69-7,77733-26-7) → 4-Iodo-N,N-dimethylaniline (698-70-4)

Guidance literature:

With iodine; at 30 ℃; for 12h; Green chemistry;

DOI:10.1039/c3ra46537c

Reference yield: 98.5%

4-bromo-N,N-dimethylaniline (586-77-6) → 4-Iodo-N,N-dimethylaniline (698-70-4)

Guidance literature:

4-bromo-N,N-dimethylaniline; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.jpcb.0c08845

upstream raw materials:

cyanogen iodide

N,N-dimethyl-aniline

iodobenzene

4-dimethylaminophenyllithium

Downstream raw materials:

N,N,N',N'-tetramethylbenzidine

4-(3-methyl-3-hydroxy-1-butynyl)-N,N-dimethylaniline

4-[3-(dibromomethylidene)-5-(triisopropylsilyl)penta-1,4-diynyl]-N,N-dimethylaniline

2-[(4-N,N-(dimethylamino)phenyl)phenylphosphanyl] benzoic acid methyl ester

Refernces

• 1、 Lehnherr, Dan,Adam, Matthias,Murray, Adrian H.,McDonald, Robert,Hampel, Frank,Tykwinski, Rik R.. "Synthesis, physical properties, and chemistry of donor-acceptor-substituted pentacenes". . p. 303 - 314. Retrieved 2017.
• 2、 Lorenz, Patrick,Luchs, Tobias,Hirsch, Andreas. "Molecular Solar Thermal Batteries through Combination of Magnetic Nanoparticle Catalysts and Tailored Norbornadiene Photoswitches". supporting information. p. 4993 - 5002. Retrieved 2021/02/26.
• 3、 Chen, Gong,Arai, Kenta,Morisaki, Kazuhiro,Kawabata, Takeo,Ueda, Yoshihiro. "Dirhodium-Catalyzed Chemo-and Site-Selective C-H Amidation of N, N-Dialkylanilines". supporting information. p. 728 - 732. Retrieved 2021/01/18.