2-(4-Methoxyphenyl)benzaldehyde

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)benzaldehyde
• CAS No.: 16064-04-3
• Molecular Formula: C14H12O2
• Molecular Weight: 212.248
• Hs Code.: 2912490090
• European Community (EC) Number: 673-300-8
• DSSTox Substance ID: DTXSID60362671
• Nikkaji Number: J896.849G
• Wikidata: Q82145969
• ChEMBL ID: CHEMBL2315975
• Mol file: 16064-04-3.mol

Synonyms:16064-04-3;2-(4-methoxyphenyl)benzaldehyde;4'-Methoxy-[1,1'-biphenyl]-2-carbaldehyde;4'-Methoxy-biphenyl-2-carboxaldehyde;4'-methoxybiphenyl-2-carbaldehyde;[1,1'-Biphenyl]-2-carboxaldehyde,4'-methoxy-;4'-methoxy-1,1'-biphenyl-2-carbaldehyde;4'-methoxy[1,1'-biphenyl]-2-carbaldehyde;SCHEMBL3677399;CHEMBL2315975;DTXSID60362671;MFCD03424634;AKOS002683264;NCGC00373961-01;4/'-METHOXY-BIPHENYL-2-CARBALDEHYDE;BB 0222522;CS-0328611;FT-0768164;4'-methoxy-[1,1'-biphenyl]-2-carboxaldehyde;F79743;A810159

Chemical Property of 2-(4-Methoxyphenyl)benzaldehyde

Chemical Property:

• Melting Point: 65-66 °C
• Boiling Point: 368.9 °C at 760 mmHg
• Flash Point: 171.8 °C
• PSA: 26.30000
• Density: 1.114 g/cm³
• LogP: 3.17470
• XLogP3: 3.3
• 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:

98%Min ^*data from raw suppliers

4'-Methoxy-1,1'-biphenyl-2-carbaldehyde 97% ^*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=C2C=O

Technology Process of 2-(4-Methoxyphenyl)benzaldehyde

There total 54 articles about 2-(4-Methoxyphenyl)benzaldehyde 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: 100.0%

4-methoxyphenylboronic acid (5720-07-0) + ortho-bromobenzaldehyde (6630-33-7) → 2-(4-methoxyphenyl)benzaldehyde (16064-04-3)

Guidance literature:

With palladium diacetate; anhydrous sodium carbonate; In ethanol; water monomer; at 20 ℃; for 12h;

DOI:10.1021/acs.orglett.8b01027

Reference yield: 95.0%

1-bromo-4-methoxy-benzene (104-92-7) + 2-formylbenzene boronic acid (40138-16-7) → 2-(4-methoxyphenyl)benzaldehyde (16064-04-3)

Guidance literature:

With potassium phosphate monohydrate; C₆₄H₁₁₈O₂₀; In water; at 45 ℃; for 24h; Reagent/catalyst; Inert atmosphere;

DOI:10.1016/j.tet.2021.132090

Reference yield: 94.0%

(p-methoxyphenyl)tri-n-butylstannane (70744-47-7) + ortho-bromobenzaldehyde (6630-33-7) → 2-(4-methoxyphenyl)benzaldehyde (16064-04-3)

Guidance literature:

With C₇₀H₄₀Cl₄F₆₆N₂O₆Pd₂; tetrabutylammomium bromide; In water; at 100 ℃; for 0.0333333h; Microwave irradiation;

DOI:10.1039/c1gc16108c

upstream raw materials:

Isopropyl-[1-(4'-methoxy-biphenyl-2-yl)-meth-(E)-ylidene]-amine

2-[2-(4-methoxyphenyl)phenyl]-3-methyl-1,3-oxazolidin-4-one

2-<2-(4-methoxyphenyl)phenyl>oxazoline

(Z)-1-(4-methoxyphenyl)-7-(phenylsulfonyl)-3-heptene-1,5-diyne

Downstream raw materials:

10-(4-(trifluoromethyl)benzyl)-2-methoxyphenanthrene

10-(4-fluorobenzyl)-2-methoxyphenanthrene

10-(4-chlorobenzyl)-2-methoxyphenanthrene

10-(4-methylbenzyl)-2-methoxyphenanthrene

Refernces

• 1、 Wang, Da-Yu,Guo, Shi-Huan,Pan, Gao-Fei,Zhu, Xue-Qing,Gao, Ya-Ru,Wang, Yong-Qiang. "Direct dehydrogenative arylation of benzaldehydes with arenes using transient directing groups". . p. 1794 - 1797. Retrieved 2018.
• 2、 Zhang, Yan,Zhang, Junhua,Hu, Boyue,Ji, Mingming,Ye, Shangyi,Zhu, Gangguo. "Synthesis of Difluoromethylated and Phosphorated Spiro[5.5]trienones via Dearomative Spirocyclization of Biaryl Ynones". . p. 2988 - 2992. Retrieved 2018.
• 3、 Zhan, Yanling,Dai, Changhui,Zhu, Zitong,Liu, Ping,Sun, Peipei. "Electrochemical Decarboxylative Cyclization of α-Amino-Oxy Acids to Access Phenanthridine Derivatives". supporting information. . Retrieved 2022/02/07.
• 4、 Xia, Dong,Duan, Xin-Fang. "Alkylative Dearomatization by Using an Unactivated Aryl Nitro Group as a Leaving Group: Access to Diversified Alkylated Spiro[5.5]trienones". supporting information. p. 2548 - 2552. Retrieved 2021/05/05.