4,4'-(Buta-1,3-diyne-1,4-diyl)dibenzaldehyde

Base Information

• Chemical Name: 4,4'-(Buta-1,3-diyne-1,4-diyl)dibenzaldehyde
• CAS No.: 127653-16-1
• Molecular Formula: C18H10O2
• Molecular Weight: 258.276
• DSSTox Substance ID: DTXSID70560828
• Nikkaji Number: J858.912G
• Wikidata: Q82444430
• Mol file: 127653-16-1.mol

Synonyms:127653-16-1;4,4'-(Buta-1,3-diyne-1,4-diyl)dibenzaldehyde;Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bis-;4-[4-(4-formylphenyl)buta-1,3-diynyl]benzaldehyde;YSZC019;SCHEMBL25245965;DTXSID70560828;BS-46426;CS-0169906;E77907;4,4'-(buta-1,3-diyne-1,4diyl)dibenzaldehyde

Chemical Property of 4,4'-(Buta-1,3-diyne-1,4-diyl)dibenzaldehyde

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 258.068079557
• Heavy Atom Count: 20
• Complexity: 417

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)C#CC#CC2=CC=C(C=C2)C=O

Technology Process of 4,4'-(Buta-1,3-diyne-1,4-diyl)dibenzaldehyde

There total 13 articles about 4,4'-(Buta-1,3-diyne-1,4-diyl)dibenzaldehyde 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: 93.0%

4-Ethynylbenzaldehyde (63697-96-1) → 4,4'-(buta-1,3-diyne-1,4-diyl)dibenzaldehyde (127653-16-1)

Guidance literature:

With 1,10-Phenanthroline; [bis(acetoxy)iodo]benzene; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/acscatal.7b00691

Reference yield: 86.0%

1,4-bis(4-(1,3-dioxolan-2-yl)phenyl)buta-1,3-diyne → 4,4'-(buta-1,3-diyne-1,4-diyl)dibenzaldehyde (127653-16-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 5 - 20 ℃; for 1.75h;

DOI:10.1039/c4tc00399c

Reference yield: 72.0%

4-(bromoethynyl)benzaldehyde (863098-31-1) → 4,4'-(buta-1,3-diyne-1,4-diyl)dibenzaldehyde (127653-16-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; for 20h; Inert atmosphere;

DOI:10.1002/ejoc.200800350

upstream raw materials:

(4,4'-(buta-1,3-diyne-1,4-diyl)bis(4,1-phenylene))dimethanol

4-Ethynylbenzaldehyde

1-Ethynyl-4-methoxymethoxymethyl-benzene

1-(2,2-Dibromo-vinyl)-4-methoxymethoxymethyl-benzene

Downstream raw materials:

C₅₈H₆₆N₄O₈

C₆₆H₈₂N₄O₈

C₅₀H₅₀N₄O₈

(2E,2'E)-bis(2-ethylhexyl) 3,3'-(buta-1,3-diyne-1,4-diylbis(4,1-phenylene))bis(2-cyanoacrylate)