4'-Methoxy-[1,1'-biphenyl]-3-carbaldehyde

Base Information

• Chemical Name: 4'-Methoxy-[1,1'-biphenyl]-3-carbaldehyde
• CAS No.: 118350-17-7
• Molecular Formula: C14H12O2
• Molecular Weight: 212.248
• Hs Code.: 2922299090
• European Community (EC) Number: 806-604-8
• DSSTox Substance ID: DTXSID70362647
• Nikkaji Number: J895.620K
• Wikidata: Q82145925
• Mol file: 118350-17-7.mol

Synonyms:118350-17-7;3-(4-methoxyphenyl)benzaldehyde;4'-Methoxy-[1,1'-biphenyl]-3-carbaldehyde;4'-Methoxy-biphenyl-3-carbaldehyde;4'-Methoxy-biphenyl-3-carboxaldehyde;4'-methoxy[1,1'-biphenyl]-3-carbaldehyde;4'-Methoxy-[1,1'-biphenyl]-3-carboxaldehyde;4'-methoxybiphenyl-3-carbaldehyde;[1,1'-Biphenyl]-3-carboxaldehyde, 4'-methoxy-;SCHEMBL1977748;DTXSID70362647;4'-methoxybiphenyl-3-carboxaldehyde;AKOS000303115;AS-2126;BB 0222413;CS-0313084;FT-0642889;F79746;A803916

Chemical Property of 4'-Methoxy-[1,1'-biphenyl]-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 1.32E-05mmHg at 25°C
• Melting Point: 50-53 °C
• Refractive Index: 1.59
• Boiling Point: 368 °C at 760 mmHg
• Flash Point: 171.2 °C
• PSA: 26.30000
• Density: 1.114 g/cm³
• LogP: 3.17470
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Methoxyphenyl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC=CC(=C2)C=O
• Uses: 3-(4-Methoxyphenyl)benzaldehyde is a reagent used in the preparation of pyridine-pyrazole N-N ligand, an effective catalyst for Suzuki coupling reactions.

Technology Process of 4'-Methoxy-[1,1'-biphenyl]-3-carbaldehyde

There total 15 articles about 4'-Methoxy-[1,1'-biphenyl]-3-carbaldehyde 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: 99.0%

m-bromobenzoic aldehyde (3132-99-8) + 4-methoxyphenylboronic acid (5720-07-0) → 4'-methoxy-[1,1'-biphenyl]-3-carbaldehyde (118350-17-7)

Guidance literature:

With tetraamminepalladium(II) chloride; tetra(n-butyl)ammonium hydroxide; In water; at 45 ℃; for 2h; Green chemistry;

DOI:10.1002/cssc.201902853

Reference yield: 99.0%

1-bromo-4-methoxy-benzene (104-92-7) + 2-formylphenylboronic acid N-methyliminodiacetic acid ester → 4'-methoxy-[1,1'-biphenyl]-3-carbaldehyde (118350-17-7)

Guidance literature:

With dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; TPGS-750-M; triethylamine; In water; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja409663q

Reference yield: 99.0%

4-methoxyphenylboronic acid (5720-07-0) + 4-bromo-benzaldehyde (1122-91-4) → 4'-methoxy-[1,1'-biphenyl]-3-carbaldehyde (118350-17-7)

Guidance literature:

With palladium diacetate; sodium carbonate; triphenylphosphine; In ethanol; water; toluene; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.3109/14756366.2015.1010530

upstream raw materials:

1-bromo-4-methoxy-benzene

2-(3-chlorophenyl)-1,3-dioxolane

3-trifluoromethanesulfonyloxybenzaldehyde

m-bromobenzoic aldehyde

Refernces

• 1、 Brody, Marcus S.,Finn. "Palladium-catalyzed coupling of functionalized bromoarenes to a polystyrene-bound aryl tributylstannane". . p. 415 - 418. Retrieved 1999.
• 2、 Deng, Yijian,Gong, Liuzhu,Mi, Aiqiao,Liu, Hui,Jiang, Yaozhong. "Suzuki coupling catalyzed by ligand-free palladium(II) species at room temperature and by exposure to air". . p. 337 - 339. Retrieved 2003.
• 3、 Shen, Liqun,Huang, Suyu,Nie, Yuanmei,Lei, Fuhou. "An efficient microwave-assisted suzuki reaction using a new pyridine-pyrazole/Pd(II) species as catalyst in aqueous media". . p. 1602 - 1612. Retrieved 2013.
• 4、 Dogga, Bhushanarao,Joseph, Jayan T.,Kumar, C. S. Ananda. "Palladium-Catalyzed Reductive Carbonylation of (Hetero) Aryl Halides and Triflates Using Cobalt Carbonyl as CO Source". supporting information. p. 309 - 313. Retrieved 2020/12/23.
• 5、 Wang, Yanyan,Liu, Yuanyuan,Zhang, Wei-qiang,Sun, Huaming,Zhang, Kan,Jian, Yajun,Gu, Quan,Zhang, Guofang,Li, Jiyang,Gao, Ziwei. "Sustainable Ligand-Free, Palladium-Catalyzed Suzuki–Miyaura Reactions in Water: Insights into the Role of Base". . p. 5265 - 5273. Retrieved 2019/11/29.