Ethyl 2'-formyl[1,1'-biphenyl]-4-carboxylate

Base Information

• Chemical Name: Ethyl 2'-formyl[1,1'-biphenyl]-4-carboxylate
• CAS No.: 885950-48-1
• Molecular Formula: C16H14O3
• Molecular Weight: 254.28
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID60594697
• Wikidata: Q82489605
• Mol file: 885950-48-1.mol

Synonyms:885950-48-1;Ethyl 2'-formyl[1,1'-biphenyl]-4-carboxylate;ethyl 4-(2-formylphenyl)benzoate;Ethyl 2'-formyl-[1,1'-biphenyl]-4-carboxylate;DTXSID60594697;AKOS005069369;Ethyl2'-formyl-[1,1'-biphenyl]-4-carboxylate;J-520752

Chemical Property of Ethyl 2'-formyl[1,1'-biphenyl]-4-carboxylate

Chemical Property:

• Melting Point: 45-48°C
• PSA: 43.37000
• LogP: 3.34280
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 254.094294304
• Heavy Atom Count: 19
• Complexity: 305

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 2'-formyl-[1,1'-biphenyl]-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)C2=CC=CC=C2C=O

Technology Process of Ethyl 2'-formyl[1,1'-biphenyl]-4-carboxylate

There total 4 articles about Ethyl 2'-formyl[1,1'-biphenyl]-4-carboxylate 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: 89.0%

2-bromobenzaldehyde diethyl acetal (35822-58-3) + 4-(ethoxycarbonyl)phenylzinc iodide (131379-16-3) → ethyl 2'-formyl-(1,1'-biphenyl)-4-carboxylate (885950-48-1)

Guidance literature:

With dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II); In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 100 ℃; for 0.25h; In air;

DOI:10.1002/chem.201001201

Reference yield: 69.0%

p-ethoxycarbonylphenylboronic acid (4334-88-7) + 2-chloro-benzaldehyde (89-98-5) → ethyl 2'-formyl-(1,1'-biphenyl)-4-carboxylate (885950-48-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium fluoride dihydrate; tri-tert-butylphosphonium tetrafluoroborate; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201000267

Reference yield: 58.0%

4-iodobenzoic acid ethyl ester (51934-41-9) + 2-formylbenzene boronic acid (40138-16-7) → ethyl 2'-formyl-(1,1'-biphenyl)-4-carboxylate (885950-48-1)

Guidance literature:

With potassium carbonate; In ethanol; water; at 20 ℃; for 3h; Sealed tube; Green chemistry;

DOI:10.1002/cssc.201402858

upstream raw materials:

p-ethoxycarbonylphenylboronic acid

2-chloro-benzaldehyde

2-bromobenzaldehyde diethyl acetal

4-(ethoxycarbonyl)phenylzinc iodide

Downstream raw materials:

C₂₅H₂₄O₂