4-Benzylbenzaldehyde

Base Information

• Chemical Name: 4-Benzylbenzaldehyde
• CAS No.: 67468-65-9
• Molecular Formula: C14H12O
• Molecular Weight: 196.249
• Hs Code.: 2912299000
• European Community (EC) Number: 822-091-3
• DSSTox Substance ID: DTXSID20217830
• Nikkaji Number: J148.913E
• Wikidata: Q72440758
• Mol file: 67468-65-9.mol

Synonyms:4-Benzylbenzaldehyde;67468-65-9;4-BENZYL-BENZALDEHYDE;p-Benzylbenzaldehyde;BENZALDEHYDE, p-BENZYL-;BRN 2251443;Benzaldehyde, 4-(phenylmethyl)-;MFCD01666418;4-07-00-01406 (Beilstein Handbook Reference);4-(Phenylmethyl)benzaldehyde;SCHEMBL2222928;DTXSID20217830;4-benzyl-benzaldehyde, AldrichCPR;AMY32719;STL432217;AKOS005255383;AS-47127;LS-24922;CS-0060521;FT-0600832;F12223;EN300-6501356;A835761;J-514489;Z1198157442

Chemical Property of 4-Benzylbenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000163mmHg at 25°C
• Refractive Index: 1.606
• Boiling Point: 330.8 °C at 760 mmHg
• Flash Point: 175.4 °C
• PSA: 17.07000
• Density: 1.087 g/cm³
• LogP: 3.08990
• Storage Temp.: Refrigerator, Under inert atmosphere
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 196.088815002
• Heavy Atom Count: 15
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

4-Benzylbenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=CC=C(C=C2)C=O
• Uses: 4-benzylbenzaldehyde is a useful reactant for the synthesis of benzoyl-benzylidenecyclohexanone analogs as a dual inhibitor for acetylcholinesterase and butyrylcholinesterase.

Technology Process of 4-Benzylbenzaldehyde

There total 32 articles about 4-Benzylbenzaldehyde 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%

N-(phenylmethyl)-di(p-toluenesulfonyl)amine (61079-82-1) + 4-formylphenylboronic acid, (87199-17-5) → 4-benzylbenzaldehyde (67468-65-9)

Guidance literature:

With tetrakis(acetonitrile)palladium(II) tetrafluoroborate; potassium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In N,N-dimethyl-formamide; at 60 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/jo500462n

Reference yield: 98.0%

4-formylphenylboronic acid, (87199-17-5) + benzyl bromide (100-39-0) → 4-benzylbenzaldehyde (67468-65-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; at 20 - 80 ℃; for 12h;

Reference yield: 98.0%

4-benzylbenzyl alcohol (35714-20-6) → 4-benzylbenzaldehyde (67468-65-9)

Guidance literature:

With manganese(IV) oxide; In chloroform;

upstream raw materials:

hexamethylenetetramine

4-benzylbenzyl chloride

4-benzylbenzonitrile

4-benzylbenzyl alcohol

Downstream raw materials:

4-benzyl-benzaldehyde seqtrans-oxime

3t-(4-benzyl-phenyl)-acrylic acid

(4-benzyl-phenyl)-bis-(4-hydroxy-phenyl)-methane

(4-Benzyl-phenyl)-(4-bromo-phenyl)-methanol

Refernces

• 1、 Wang, Wei,Yao, Ken,Wu, Fan. "Nickel-Catalyzed Reductive Cross-Coupling of Benzylic Sulfonium Salts with Aryl Iodides". . p. 361 - 366. Retrieved 2022/03/07.
• 2、 Alemán, José,Imaz, Inhar,López-Magano, Alberto,Mas-Ballesté, Rubén,Maspoch, Daniel,Ortín-Rubio, Borja. "Photoredox Heterobimetallic Dual Catalysis Using Engineered Covalent Organic Frameworks". . p. 12344 - 12354. Retrieved 2021/10/12.