4-(Ethoxycarbonyl)phenylzinc iodide

Base Information

• Chemical Name: 4-(Ethoxycarbonyl)phenylzinc iodide
• CAS No.: 131379-16-3
• Molecular Formula: C9H9IO2Zn
• Molecular Weight: 341.464
• DSSTox Substance ID: DTXSID201296284
• Mol file: 131379-16-3.mol

Synonyms:131379-16-3;4-(ETHOXYCARBONYL)PHENYLZINC IODIDE;ethyl benzoate;iodozinc(1+);MFCD00671982;Zinc, [4-(ethoxycarbonyl)phenyl]iodo-;(4-(ethoxycarbonyl)phenyl)zinc(II) iodide;4-Ethoxycarbonylphenylzinc iodide 0.5 M in Tetrahydrofuran;4-Ethoxycarbonylphenylzinc iodide;DTXSID201296284;[4-(Ethoxycarbonyl)phenyl]iodozinc;5-Carboxy-2-fluorophenylboronicacid;AKOS015916320;J-501320;4-(Ethoxycarbonyl)phenylzinc iodide, 0.50 M in THF;4-Ethoxycarbonylphenylzinc iodide, 0.5M in tetrahydrofuran

Chemical Property of 4-(Ethoxycarbonyl)phenylzinc iodide

Chemical Property:

• Vapor Pressure: 0.18mmHg at 25°C
• Refractive Index: ">
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 26.30000
• Density: g/cm³
• LogP: 2.54670
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Reacts with water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 339.89387
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

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

4-(Ethoxycarbonyl)phenylzinc iodide solution 0.5M in THF ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xn
• Statements: 14-19-22-36/38-40-36/37-11
• Safety Statements: 16-26-33-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=[C-]C=C1.[Zn+]I
• Uses: 4-(Ethoxycarbonyl)phenylzinc iodide is used as pharmaceutical intermediates. 4-(Ethoxycarbonyl)phenylzinc iodide can be used as:A substrate in the transition metal-catalyzed cross-coupling reactions with unsaturated thioethers and thiomethyl-substituted N-heterocycles.A starting material in the synthesis of indazole derived glucagon receptor antagonists.A substrate in the Pd-catalyzed synthesis of 5-aryl-2-furaldehydes by reacting with 5-bromo-2-furaldehyde.

Technology Process of 4-(Ethoxycarbonyl)phenylzinc iodide

There total 4 articles about 4-(Ethoxycarbonyl)phenylzinc iodide 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: 75.0%

4-iodobenzoic acid ethyl ester (51934-41-9) + zinc (7440-66-6) → benzoic acid ethyl ester (93-89-0,99341-95-4) + diethyl biphenyl-4,4'-dicarboxylate (47230-38-6) + 4-(ethoxycarbonyl)phenylzinc iodide (131379-16-3)

Guidance literature:

With trifluoroacetic acid; cobalt(II) bromide; zinc dibromide; In acetonitrile; the mixt. in CH3CN was stirred at room temp., then arylbromide was added, stirred at room temp.; GC analysis;

DOI:10.1021/ja0289494

Reference yield: 5.0%

4-iodobenzoic acid ethyl ester (51934-41-9) + zinc (7440-66-6) → 4-(ethoxycarbonyl)phenylzinc iodide (131379-16-3)

Guidance literature:

In tetrahydrofuran; 70°C, 24 h;

DOI:10.1002/anie.200601450

Reference yield:

4-iodobenzoic acid ethyl ester (51934-41-9) + zinc(II) iodide (10139-47-6) → 4-(ethoxycarbonyl)phenylzinc iodide (131379-16-3)

Guidance literature:

4-iodobenzoic acid ethyl ester; With isopropylmagnesium bromide; In tetrahydrofuran; at -20 - 20 ℃; for 2h; Inert atmosphere;

zinc(II) iodide; In tetrahydrofuran; at -20 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja506885s

upstream raw materials:

4-iodobenzoic acid ethyl ester

zinc

zinc(II) iodide

Downstream raw materials:

diethyl biphenyl-4,4'-dicarboxylate

ethyl 4-benzylbenzoate

1,1'-(1,2-ethanediyl)bisbenzene

diethyl 1,1':4',1''-terphenyl-4,4''-dicarboxylate