2-(2-Iodo-4,5-dimethoxyphenyl)acetonitrile

Base Information

• Chemical Name: 2-(2-Iodo-4,5-dimethoxyphenyl)acetonitrile
• CAS No.: 58432-84-1
• Molecular Formula: C10H10INO2
• Molecular Weight: 303.099
• Hs Code.: 2926909090
• European Community (EC) Number: 668-696-4
• Mol file: 58432-84-1.mol

Synonyms:2-(2-iodo-4,5-dimethoxyphenyl)acetonitrile;58432-84-1;3,4-Dimethoxy-6-iodophenylacetonitrile;AKOS024337233;2-Iodo-4,5-dimethoxybenzeneacetonitrile;FT-0667353;2-IODO-4,5-DIMETHOXYPHENYLACETONITRILE

Chemical Property of 2-(2-Iodo-4,5-dimethoxyphenyl)acetonitrile

Chemical Property:

• Melting Point: 110-111 °C
• Boiling Point: 379.1±42.0 °C(Predicted)
• PSA: 42.25000
• Density: 1.632±0.06 g/cm3(Predicted)
• LogP: 2.37448
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 302.97563
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

2-IODO-4,5-DIMETHOXYPHENYLACETONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)CC#N)I)OC
• Uses: As an intermediate, 3,4-DiMethoxy-6-iodophenylacetonitrile can be used in the preparation of halogenated dopamine analogues used in tissue distrubition studies. An intermediate used in the preparation of halogenated dopamine analogues used in tissue distrubition studies.

Technology Process of 2-(2-Iodo-4,5-dimethoxyphenyl)acetonitrile

There total 3 articles about 2-(2-Iodo-4,5-dimethoxyphenyl)acetonitrile 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: 96.0%

3,4-dimethoxyphenylacetonitrile (93-17-4) → 2-(2-iodo-4,5-dimethoxyphenyl)acetonitrile (58432-84-1)

Guidance literature:

With iodine; silver trifluoroacetate; In dichloromethane; at -10 - -5 ℃;

DOI:10.1021/ol802067y

Reference yield: 84.0%

potassium cyanide (151-50-8) + (4,5-dimethoxy-2-iodophenyl)methyl bromide (293732-19-1) → 2-(2-iodo-4,5-dimethoxyphenyl)acetonitrile (58432-84-1)

Guidance literature:

With 18-crown-6 ether; In acetonitrile; for 24h;

DOI:10.1021/jo026229+

Reference yield:

(4,5-dimethoxy-2-iodophenyl)methyl chloride (58432-83-0) + sodium cyanide (143-33-9,25596-52-5) → 2-(2-iodo-4,5-dimethoxyphenyl)acetonitrile (58432-84-1)

Guidance literature:

In acetone;

DOI:10.1021/jm00225a002

upstream raw materials:

(4,5-dimethoxy-2-iodophenyl)methyl chloride

sodium cyanide

3,4-dimethoxyphenylacetonitrile

potassium cyanide

Downstream raw materials:

(4,5-Dihydroxy-2-iodo-phenyl)-acetonitrile

2-(2-iodo-4,5-dimethoxyphenyl)ethan-1-amine

1-[2-(2-iodo-4,5-dimethoxyphenyl)ethyl]octahydroindole-7a-carbonitrile

[2-(1,4-dioxaspiro[4.5]dec-6-yl)ethyl]-[2-(2-iodo-4,5-dimethoxyphenyl)ethyl]amine

Refernces

• 1、 Chouhan, Gagan,Alper, Howard. "Palladium-catalyzed carboxamidation reaction and aldol condensation reaction cascade: A facile approach to ring-fused isoquinolinones". supporting information; experimental part. p. 4987 - 4990. Retrieved 2009/05/31.
• 2、 Tian, Qingping,Pletnev, Alexandre A.,Larock, Richard C.. "Carbopalladation of nitriles: Synthesis of 3,4-disubstituted 2-aminonaphthalenes and 1,3-benzoxazine derivatives by the palladium-catalyzed annulation of alkynes by (2-Iodophenyl)acetonitrile". . p. 339 - 347. Retrieved 2007/10/03.