4'-Methyl-[1,1'-biphenyl]-2-carbaldehyde

Base Information

• Chemical Name: 4'-Methyl-[1,1'-biphenyl]-2-carbaldehyde
• CAS No.: 16191-28-9
• Molecular Formula: C14H12O
• Molecular Weight: 196.249
• Hs Code.: 29122990
• European Community (EC) Number: 673-295-2
• DSSTox Substance ID: DTXSID70362728
• Nikkaji Number: J1.130.485K
• Wikidata: Q82146083
• ChEMBL ID: CHEMBL2315977
• Mol file: 16191-28-9.mol

Synonyms:16191-28-9;4'-Methyl-[1,1'-biphenyl]-2-carbaldehyde;2-(4-methylphenyl)benzaldehyde;4'-Methyl-biphenyl-2-carbaldehyde;4'-METHYLBIPHENYL-2-CARBALDEHYDE;4'-methyl[1,1'-biphenyl]-2-carbaldehyde;4'-methylbiphenyl-2-carboxaldehyde;4-tolylbenzaldehyde;SCHEMBL816;[1,1'-Biphenyl]-2-carboxaldehyde,4'-methyl-;4-(2-formylphenyl)toluene;CHEMBL2315977;4'-Methyl-2-biphenylcarbaldehyde;DTXSID70362728;4'-methyl biphenyl-2-carbaldehyde;4'-Methyl-biphenyl-2-carboxaldehyde;MFCD03424632;AKOS002683348;AS-3147;AC-18705;4/'-METHYL-BIPHENYL-2-CARBALDEHYDE;BB 0222519;CS-0315129;FT-0751448;4'-methyl [1,1'-biphenyl]-2-carboxaldehyde;A810305;J-515778

Chemical Property of 4'-Methyl-[1,1'-biphenyl]-2-carbaldehyde

Chemical Property:

• Boiling Point: 343.6 °C at 760 mmHg
• Flash Point: 191.4 °C
• PSA: 17.07000
• Density: 1.074 g/cm³
• LogP: 3.47450
• Storage Temp.: 2-8°C
• Solubility.: Dichloromethane; Ethyl Acetate
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 196.088815002
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

98%min ^*data from raw suppliers

4-Methylbiphenyl-2-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=CC=C2C=O

Technology Process of 4'-Methyl-[1,1'-biphenyl]-2-carbaldehyde

There total 57 articles about 4'-Methyl-[1,1'-biphenyl]-2-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%

4-methylphenylboronic acid (5720-05-8) + ortho-bromobenzaldehyde (6630-33-7) → 2-(4-methylphenyl)benzaldehyde (16191-28-9)

Guidance literature:

With potassium hydroxide; C₁₃H₁₆NO₄S^(1-)*Na⁽¹⁺⁾; palladium dichloride; In water; at 100 ℃; for 2h;

DOI:10.1016/j.jorganchem.2008.08.038

Reference yield: 99.0%

4-methylphenylboronic acid (5720-05-8) + 2-chloro-benzaldehyde (89-98-5) → 2-(4-methylphenyl)benzaldehyde (16191-28-9)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium fluoride; C₅₈H₄₇P; In tetrahydrofuran; for 14h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2008.10.071

Reference yield: 95.0%

tri(p-tolyl)bismuth (5142-75-6) + ortho-bromobenzaldehyde (6630-33-7) → 2-(4-methylphenyl)benzaldehyde (16191-28-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; In N,N-dimethyl acetamide; at 90 ℃; for 5h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4ra13348j

upstream raw materials:

para-bromotoluene

benzylidene phenylamine

(4′-methyl-[1,1′-biphenyl]-2-yl)methanol

3-(4-methylphenyl)acrylaldehyde

Downstream raw materials:

(4'-methylbiphenyl-2-yl)(phenyl)methanol

(5-bromo-pyrazin-2-yl)-(4'-methyl-biphenyl-2-ylmethyl)-amine

2-methyl-9-[(4-methylphenyl)sulfonylamino]fluorene

2-methyl-9-(phenylsulfonylamino)fluorene

Refernces

• 1、 Mino, Takashi,Shirae, Yoshiaki,Sakamoto, Masami,Fujita, Tsutomu. "Phosphine-free Suzuki-Miyaura reactions catalyzed by bishydrazone-Pd-complex". . p. 882 - 884. Retrieved 2003.
• 2、 Li, Zheng,Xu, Xue,Li, Gang,Fu, Xiaoting,Liu, Yanzhi,Feng, Yufeng,Wang, Mingyan,Ouyang, Yunting,Han, Jing. "Improving metabolic stability with deuterium: The discovery of GPU-028, a potent free fatty acid receptor 4 agonists". . p. 6647 - 6652. Retrieved 2017.
• 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、 Bera, Shyamal Kanti,Boruah, Palash J.,Parida, Shraddha Saraswati,Paul, Amit K.,Mal, Prasenjit. "A Photochemical Intramolecular C-N Coupling Toward the Synthesis of Benzimidazole-Fused Phenanthridines". . p. 9587 - 9602. Retrieved 2021/07/26.