4'-Formyl-biphenyl-4-carboxylic acid ethyl ester

Base Information

• Chemical Name: 4'-Formyl-biphenyl-4-carboxylic acid ethyl ester
• CAS No.: 70917-02-1
• Molecular Formula: C16H14O3
• Molecular Weight: 254.285
• DSSTox Substance ID: DTXSID60450562
• Nikkaji Number: J1.311.078F
• Wikidata: Q82270346
• Mol file: 70917-02-1.mol

Synonyms:70917-02-1;4'-FORMYL-BIPHENYL-4-CARBOXYLIC ACID ETHYL ESTER;ETHYL 4'-FORMYL-[1,1'-BIPHENYL]-4-CARBOXYLATE;Ethyl 4-(4-formylphenyl)benzoate;SCHEMBL1537537;DTXSID60450562;GGDSRNHFXHUEHE-UHFFFAOYSA-N;MFCD06738980;AKOS024260640;AB28311;4-Formylbiphenyl-4-carboxylicacidethylester;CS-0340763;FT-0716002;Ethyl 4'-formyl[1,1'-biphenyl]-4-carboxylate;4'-Formylbiphenyl-4-carboxylic acid ethyl ester;A837024;ETHYL4'-FORMYL-[1,1'-BIPHENYL]-4-CARBOXYLATE

Chemical Property of 4'-Formyl-biphenyl-4-carboxylic acid ethyl ester

Chemical Property:

• 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: 297

Purity/Quality:

98%min ^*data from raw suppliers

4''-Formyl-biphenyl-4-carboxylicacidethylester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4'-Formyl-biphenyl-4-carboxylic acid ethyl ester

There total 12 articles about 4'-Formyl-biphenyl-4-carboxylic acid ethyl ester 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: 94.0%

4-iodobenzoic acid ethyl ester (51934-41-9) + 4-formylphenylboronic acid, (87199-17-5) → ethyl 4′-formyl[1,1′-biphenyl]-4-carboxylate (70917-02-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; at 90 ℃; for 36h; Inert atmosphere;

DOI:10.1021/jacs.5b00076

Reference yield: 93.0%

Ethyl 4-bromobenzoate (5798-75-4) + 4-formylphenylboronic acid, (87199-17-5) → ethyl 4′-formyl[1,1′-biphenyl]-4-carboxylate (70917-02-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00551-1

Reference yield: 82.0%

1-(4-iodophenyl)-N-phenylmethanimine (5877-52-1) + C15H24O5Ti → ethyl 4′-formyl[1,1′-biphenyl]-4-carboxylate (70917-02-1)

Guidance literature:

1-(4-iodophenyl)-N-phenylmethanimine; C₁₅H₂₄O₅Ti; With TurboGrignard; In tetrahydrofuran; at -40 - 0 ℃; for 2.66667h; Inert atmosphere;

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; oxygen; cobalt(II) chloride; In tetrahydrofuran; at 0 ℃; Reagent/catalyst; Temperature;

DOI:10.1021/acs.joc.5b01787

upstream raw materials:

p-aminoethylbenzoate

Ethyl 4-bromobenzoate

4-formylphenylboronic acid,

4-iodobenzoic acid ethyl ester

Downstream raw materials:

C₈₈H₇₂O₁₆

5,10,15,20-tetrakis-(3,5-di-tert-butylphenyl)porphyrin

4′-formyl-(1,1′-biphenyl)-4-carboxylic Acid

Refernces

• 1、 Lin, Qipu,Bu, Xianhui,Kong, Aiguo,Mao, Chengyu,Zhao, Xiang,Bu, Fei,Feng, Pingyun. "New heterometallic zirconium metalloporphyrin frameworks and their heteroatom-activated high-surface-area carbon derivatives". . p. 2235 - 2238. Retrieved 2015.
• 2、 Gribanov, Pavel S.,Golenko, Yulia D.,Topchiy, Maxim A.,Minaeva, Lidiya I.,Asachenko, Andrey F.,Nechaev, Mikhail S.. "Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions". . p. 120 - 125. Retrieved 2018/01/17.