2-ETHYNYLBENZALDEHYDE

Base Information

• Chemical Name: 2-ETHYNYLBENZALDEHYDE
• CAS No.: 38846-64-9
• Molecular Formula: C9H6O
• Molecular Weight: 130.146
• Hs Code.: 2912299000
• Mol file: 38846-64-9.mol

Synonyms:o-Ethynylbenzaldehyde;2-Ethynylbenzaldehyde;

Chemical Property of 2-ETHYNYLBENZALDEHYDE

Chemical Property:

• Vapor Pressure: 0.0662mmHg at 25°C
• Melting Point: 64-67 °C(lit.)
• Refractive Index: 1.554
• Boiling Point: 230.3 °C at 760 mmHg
• Flash Point: 90.8 °C
• PSA: 17.07000
• Density: 1.07 g/cm³
• LogP: 1.48040
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi,F
• Hazard Codes: Xi,F
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Ethynylbenzaldehyde may be used in the synthesis of the following:iodoisoquinoline-fused benzimidazoles obtained via tandem iodocyclization of 2-ethynylbenzaldehyde with o-benzenediamine and iodine in the presence of copper(I)iodideN-[(7,7a-dihydroisoquinolino[2,1-a]perimidin-13-yl)methyl]-N-isopropylpropan-2-amine obtained via a multi-step processIt may also be used in the synthesis of the following substituted 2-alkynylbenzaldehydes by Sonogashira coupling:2-[(2-bromophenyl)ethynyl]benzaldehyde2-[(2-bromo-5-fluorophenyl)ethynyl]benzaldehyde2-[(2-bromo-5-methylphenyl)ethynyl]benzaldehyde2-(phenylethynyl)benzaldehyde2-[(4-methylphenyl)ethynyl]benzaldehyde

Technology Process of 2-ETHYNYLBENZALDEHYDE

There total 18 articles about 2-ETHYNYLBENZALDEHYDE 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%

2-[2-(trimethylsilyl)ethynyl]benzaldehyde (77123-58-1) → 2-ethynylbenzaldehyde (38846-64-9)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃;

DOI:10.1055/s-0029-1218766

Reference yield: 94.0%

1-ethenyl-2-[2-(trimethylsilyl)ethynyl]benzene (141791-38-0) → 2-ethynylbenzaldehyde (38846-64-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃;

DOI:10.1039/C7OB00637C

Reference yield: 90.0%

2-[(triisopropylsilanyl)-ethynyl]-benzaldehyde (396717-20-7) → 2-ethynylbenzaldehyde (38846-64-9)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;

DOI:10.1021/ol802302x

upstream raw materials:

o-<1,2-Dibromethyl>-benzaldehyd

2-[2-(trimethylsilyl)ethynyl]benzaldehyde

C₁₀H₉NO

N,N-dimethyl-formamide

Downstream raw materials:

1,2,4,5-tetra<(Z)-2(2-ethynylphenyl)ethenyl>benzene

trans-trans 1,2-bis<2-(2-ethynylphenyl)ethenyl>benzene

1-(o-ethynylphenyl)-4,9-dimethylundeca-1,4,6,8-tetraen-10-yn-3-one

N,N'-Bis-[1-(2-ethynyl-phenyl)-meth-(E)-ylidene]-hydrazine

Refernces

• 1、 Tapadar, Subhasish,Fathi, Shaghayegh,Raji, Idris,Omesiete, Wilson,Kornacki, James R.,Mwakwari, Sandra C.,Miyata, Masanori,Mitsutake, Kazunori,Li, Jian-Dong,Mrksich, Milan,Oyelere, Adegboyega K.. "A structure-activity relationship of non-peptide macrocyclic histone deacetylase inhibitors and their anti-proliferative and anti-inflammatory activities". . p. 7543 - 7564. Retrieved 2015.
• 2、 Yu, Houjian,Yu, Bangkui,Zhang, Haocheng,Huang, Hanmin. "Palladium-Catalyzed Aminomethylation and Cyclization of Enynol to O-Heterocycle Confined 1,3-Dienes". supporting information. p. 3891 - 3896. Retrieved 2021/05/26.
• 3、 Hao, Tonggang,Huang, Long,Wei, Yin,Shi, Min. "Copper-Catalyzed Synthesis of Indolyl Benzo[b]carbazoles and Their Photoluminescence Property". supporting information. p. 5133 - 5137. Retrieved 2021/07/19.