4-ETHYNYL-BENZOIC ACID

Base Information

• Chemical Name: 4-ETHYNYL-BENZOIC ACID
• CAS No.: 10602-00-3
• Molecular Formula: C9H6O2
• Molecular Weight: 146.145
• Hs Code.: 2916399090
• Mol file: 10602-00-3.mol

Synonyms:Benzoicacid, p-ethynyl- (7CI,8CI);4-Carboxyphenylacetylene;4-Ethynylbenzoic acid;p-Ethynylbenzoic acid;

Chemical Property of 4-ETHYNYL-BENZOIC ACID

Chemical Property:

• Vapor Pressure: 0.0022mmHg at 25°C
• Melting Point: 200°C
• Refractive Index: 1.591
• Boiling Point: 277.2 °C at 760 mmHg
• PKA: 3.95±0.10(Predicted)
• Flash Point: 126.4 °C
• PSA: 37.30000
• Density: 1.23 g/cm³
• LogP: 1.36610
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

4-Ethynylbenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Ethynylbenzoic acid may be used in the synthesis of N-(4-ethynylphenylcarbonyl) L-glutamic acid diethyl ester, a precursor for synthesizing glutamic acid-based dendritic helical poly(phenylacetylene)s. It can also be used to prepare zinc porphyrins attached to various cyclic aromatic hydrocarbon substituents, which can act as potential photo-sensitizers for dye-sensitized solar cells (DSSCs). This product was previously listed as CBR01612.

Technology Process of 4-ETHYNYL-BENZOIC ACID

There total 26 articles about 4-ETHYNYL-BENZOIC ACID 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%

ethyl 4-(trimethylsilylethynyl)benzoate (150969-54-3) → 4-Ethynyl-benzoic acid (10602-00-3)

Guidance literature:

With methanol; lithium hydroxide; at 20 ℃; for 3h;

DOI:10.1002/anie.201607338

Reference yield: 98.64%

4-ethynylbenzoic acid methyl ester (3034-86-4) → 4-Ethynyl-benzoic acid (10602-00-3)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

Reference yield: 98.0%

methyl 4-(3-hydroxy-3-methylbut-1-ynyl)benzoate (33577-98-9) → 4-Ethynyl-benzoic acid (10602-00-3)

Guidance literature:

With sodium hydroxide; tert-butyl alcohol; for 0.25h; Heating;

DOI:10.1021/ma051536d

upstream raw materials:

(p-Carboxyphenyl)-propiolsaeure

ethyl 4-ethynylbenzoate

methyl 4-(3-hydroxy-3-methylbut-1-ynyl)benzoate

4-ethynylbenzoic acid tert-butyl ester

Downstream raw materials:

4-(3-phenylisoxazol-5-yl)benzonitrile

1,3,5,-tris(4-carboxyphenyl)benzene

N-(2-tritylaminoethyl)-4-ethynylbenzamide

(2S)-3-N-Boc-amino-(4-ethynylbenzoylamino)propionic acid methyl ester

Refernces

• 1、 Njus, Jeffrey M.,Sandman, Daniel J.,Yang, Lin,Foxman, Bruce M.. "Thermal solid state polymerization of p-ethynylbenzoic acid". . p. 7645 - 7652. Retrieved 2005.
• 2、 Sugano, Shou,Kouzai, Hiroaki. "Synthesis and properties of substituted polyacetylenes containing pyrene moieties in the side group". . p. 27 - 32. Retrieved 2016.
• 3、 Xia, Yijun,Dong, Lin,Jin, Yingzhi,Wang, Shuai,Yan, Li,Yin, Shouchun,Zhou, Shixin,Song, Bo. "Water-soluble nano-fluorogens fabricated by self-assembly of bolaamphiphiles bearing AIE moieties: Towards application in cell imaging". . p. 491 - 497. Retrieved 2015.
• 4、 Alumasa, John N.,Manzanillo, Paolo S.,Peterson, Nicholas D.,Lundrigan, Tricia,Baughn, Anthony D.,Cox, Jeffery S.,Keiler, Kenneth C.. "Ribosome Rescue Inhibitors Kill Actively Growing and Nonreplicating Persister Mycobacterium tuberculosis Cells". . p. 634 - 644. Retrieved 2017.
• 5、 Yashima, Eiji,Matsushima, Teruyuki,Okamoto, Yoshio. "Chirality assignment of amines and amino alcohols based on circular dichroism induced by helix formation of a stereoregular poly((4- carboxyphenyl)acetylene) through acid-base complexation". . p. 6345 - 6359. Retrieved 1997.
• 6、 Caricato, Marco,Coluccini, Carmine,Dondi, Daniele,Vander Griend, Douglas A.,Pasini, Dario. "Nesting complexation of C60 with large, rigid D2 symmetrical macrocycles". . p. 3272 - 3280. Retrieved 2010.
• 7、 -. "RET INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF". Paragraph 00230; 00291. . Retrieved 2020/07/05.