4,4'-Biphenyldicarboxaldehyde

Base Information

• Chemical Name: 4,4'-Biphenyldicarboxaldehyde
• CAS No.: 66-98-8
• Molecular Formula: C14H10O2
• Molecular Weight: 210.232
• Hs Code.: 29122910
• European Community (EC) Number: 692-556-1
• DSSTox Substance ID: DTXSID60216206
• Nikkaji Number: J79.021D
• Wikidata: Q72443699
• Mol file: 66-98-8.mol

Synonyms:66-98-8;4,4'-BIPHENYLDICARBOXALDEHYDE;[1,1'-biphenyl]-4,4'-dicarbaldehyde;biphenyl-4,4'-dicarbaldehyde;4-(4-formylphenyl)benzaldehyde;4,4'-Diformylbiphenyl;4,4'-Biphenyldicarboxyaldehyde;(1,1'-Biphenyl)-4,4'-dicarboxaldehyde;p,p'-Diformylbiphenyl;BRN 2254807;[1,1'-Biphenyl]-4,4'-dicarboxaldehyde;4-07-00-02511 (Beilstein Handbook Reference);4,4'-bisformylbiphenyl;YSWG223;4,4'-biphenyidicarboxaldehyde;SCHEMBL976904;4,4'-diformyl-1,1'-biphenyl;DTXSID60216206;Ald3-H_000015;AMY31580;Ald3.1-H_000272;Ald3.1-H_000591;Ald3.1-H_000910;MFCD00016714;AKOS015840512;AC-6203;AS-15649;LS-44296;B2854;CS-0127999;FT-0601419;O10236;(1,1'-Biphenyl)-4,4'-dicarboxaldehyde (9CI);10.14272/FEHLIYXNTWAEBQ-UHFFFAOYSA-N.1;doi:10.14272/FEHLIYXNTWAEBQ-UHFFFAOYSA-N.1;Q-200720

Chemical Property of 4,4'-Biphenyldicarboxaldehyde

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Melting Point: 148 °C
• Boiling Point: 391.703 °C at 760 mmHg
• Flash Point: 146.812 °C
• PSA: 34.14000
• Density: 1.181 g/cm³
• LogP: 2.97860
• Storage Temp.: Refrigerator
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 210.068079557
• Heavy Atom Count: 16
• Complexity: 207

Purity/Quality:

98%, ^*data from raw suppliers

4,4''-Biphenyldicarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)C2=CC=C(C=C2)C=O

Technology Process of 4,4'-Biphenyldicarboxaldehyde

There total 22 articles about 4,4'-Biphenyldicarboxaldehyde 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: 87.0%

p-(iodophenyl)carboxaldehyde (15164-44-0) → 4,4'-diformylbiphenyl (66-98-8) + benzaldehyde (100-52-7)

Guidance literature:

With indium; dodecane; lithium chloride; palladium on activated charcoal; In N,N-dimethyl-formamide; at 100 ℃; for 3h;

DOI:10.1021/ol047567v

Reference yield: 85.0%

2,4,6-tris(4-formylphenyl)boroxin (857197-21-8) + cryptone (2158-59-0,2158-61-4,100295-52-1,500-02-7) → 4,4'-diformylbiphenyl (66-98-8) + trans-3-(4-formylphenyl)-4-isopropylcyclohexanone

Guidance literature:

With sodium nitrate; Pd(OTf)₂(CH₃CN)₄; In 1,2-dichloro-ethane; at 20 ℃; for 36h; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/ol300794a

Reference yield: 76.0%

4-formylphenylboronic acid, (87199-17-5) + 2-(p-methoxyphenyl)quinazoline-3-oxide → 4,4'-diformylbiphenyl (66-98-8) + 4-(4-formylphenyl)-2-(4-methoxyphenyl)quinazoline 3-oxide

Guidance literature:

With manganese(III) triacetate dihydrate; In acetonitrile; at 60 ℃; for 44h;

DOI:10.1055/a-1577-6344

upstream raw materials:

2-(4-chlorophenyl)-1,3-dioxolane

4-bromo-phenol

biphenyl

carbon monoxide

Downstream raw materials:

4,4'-bis<3,3',4,4'-tetramethyl-5,5'-bis(ethoxycarbonyl)-2,2'-dipyrrylmethyl>-1,1'-biphenyl

4,4'-di((E)-styryl)-1,1'-biphenyl

(E,E)-4,4'-Bis(3,5-di-tert-butylstyryl)biphenyl

(Z,Z)-4,4'-Bis(3,5-di-tert-butylstyryl)biphenyl

Refernces

Synchronized Offset Stacking: A Concept for Growing Large-Domain and Highly Crystalline 2D Covalent Organic Frameworks

10.1021/jacs.6b09787

Terephthalaldehyde is a small aromatic dialdehyde with two aldehyde groups on the benzene rings. It serves as a linear building block and cross-links with the central building block (1) to form the COF structure. 2,3,5,6-Tetrafluoroterephthalaldehyde is similar to terephthalaldehyde, but has four fluorine atoms on the benzene rings. It is used in conjunction with terephthalaldehyde to enhance the electrostatic stability of the COF structure. Biphenyl-4,4'-dicarboxaldehyde is a twisted aromatic dialdehyde with two benzene rings connected by a single bond and one aldehyde group on each benzene ring. It is used as a linear building block in some COF syntheses. These chemicals are essential for the design, synthesis, and functional properties of the COFs, and their specific structures and interactions play a crucial role in achieving the desired crystallinity and electronic behavior.

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