3-Iodo-4-methylbenzonitrile

Base Information

• Chemical Name: 3-Iodo-4-methylbenzonitrile
• CAS No.: 42872-79-7
• Molecular Formula: C8H6IN
• Molecular Weight: 243.047
• Hs Code.: 2926909090
• European Community (EC) Number: 627-433-3
• DSSTox Substance ID: DTXSID10478155
• Nikkaji Number: J2.055.071F
• Wikidata: Q82311373
• Mol file: 42872-79-7.mol

Synonyms:3-Iodo-4-methylbenzonitrile;42872-79-7;Benzonitrile,3-iodo-4-methyl-;3-iodo-4-methyl-benzonitrile;SCHEMBL171718;DTXSID10478155;YGXPQBKQVKASBM-UHFFFAOYSA-N;3-Iodo-4-methylbenzonitrile, 97%;MFCD06797817;AKOS015889306;PS-11831;CS-0119963;FT-0741331;F82669

Chemical Property of 3-Iodo-4-methylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 55-58 °C(lit.)
• Refractive Index: 1.639
• Boiling Point: 289.306 °C at 760 mmHg
• Flash Point: 128.768 °C
• PSA: 23.79000
• Density: 1.789 g/cm³
• LogP: 2.47128
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 242.95450
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

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

3-Iodo-4-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36/37

MSDS Files:

Useful:

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

Technology Process of 3-Iodo-4-methylbenzonitrile

There total 5 articles about 3-Iodo-4-methylbenzonitrile 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: 80.0%

3-iodo-4-methyl-benzoic acid amide (269411-70-3) → 3-iodo-4-methylbenzonitrile (42872-79-7)

Guidance literature:

3-iodo-4-methyl-benzoic acid amide; With triethylamine; trifluoroacetic anhydride; In dichloromethane; at 20 ℃; for 2h;

With potassium carbonate; In dichloromethane; water;

Reference yield: 70.0%

5-cyano-2-methylaniline (60710-80-7) → 3-iodo-4-methylbenzonitrile (42872-79-7)

Guidance literature:

5-cyano-2-methylaniline; With hydrogenchloride; sodium nitrite; In acetone; at 0 ℃; for 2h;

With potassium iodide; In acetone; for 6h;

DOI:10.1021/jm030434f

Reference yield:

5-bromo-2-methylaniline (39478-78-9) → 3-iodo-4-methylbenzonitrile (42872-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 84 percent / Pd(PPh₃)4 / dimethylformamide / 2 h / 80 °C

2.1: aq. HCl; aq. NaNO₂ / acetone / 2 h / 0 °C

2.2: 70 percent / aq. KI / acetone / 6 h

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium nitrite; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm030434f

upstream raw materials:

5-cyano-2-methylaniline

5-bromo-2-methylaniline

3-iodo-4-methyl-benzoic acid amide

Downstream raw materials:

3-iodo-4-toluic acid

4-methyl-3-naphthalen-1-yl-benzonitrile

3',5'-difluoro-6-methyl-biphenyl-3-carbonitrile

3',5'-dichloro-6-methyl-biphenyl-3-carbonitrile

Refernces

• 1、 Wang, Le,Wang, Gary T.,Wang, Xilu,Tong, Yunsong,Sullivan, Gerry,Park, David,Leonard, Nicholas M.,Li, Qun,Cohen, Jerry,Gu, Wen-Zhen,Zhang, Haiying,Bauch, Joy L.,Jakob, Clarissa G.,Hutchins, Charles W.,Stoll, Vincent S.,Marsh, Kennan,Rosenberg, Saul H.,Sham, Hing L.,Lin, Nan-Horng. "Design, Synthesis, and Biological Activity of 4-[(4-Cyano-2-arylbenzyloxy)-(3-methyl-3H-imidazol-4-yl)methyl]benzonitriles as Potent and Selective Farnesyltransferase Inhibitors". . p. 612 - 626. Retrieved 2007/10/03.