(E)-3-P-TOLYL-ACRYLIC ACID BUTYL ESTER

Base Information

• Chemical Name: (E)-3-P-TOLYL-ACRYLIC ACID BUTYL ESTER
• CAS No.: 123248-21-5
• Molecular Formula: C14H18O2
• Molecular Weight: 218.296
• Mol file: 123248-21-5.mol

Synonyms:trans-4-methylcinnamic acid n-butyl ester;4-methyl-trans-cinnamic acid n-butyl ester;4-methyl-trans-cinnamic acid butyl ester;

Chemical Property of (E)-3-P-TOLYL-ACRYLIC ACID BUTYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 321.854oC at 760 mmHg
• Flash Point: 174.75oC
• PSA: 26.30000
• Density: 1.01g/cm3
• LogP: 3.35150

Purity/Quality:

99%min ^*data from raw suppliers

(E)-3-PARA-TOLYL-ACRYLIC ACID BUTYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-3-P-TOLYL-ACRYLIC ACID BUTYL ESTER

There total 36 articles about (E)-3-P-TOLYL-ACRYLIC ACID BUTYL ESTER 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%

acrylic acid n-butyl ester (141-32-2,9003-49-0) + 4-tolyl iodide (624-31-7) → (E)-n-butyl 3-(p-tolyl)acrylate (123248-21-5)

Guidance literature:

With 1-tert-butyl-3-(2-(diphenylarsinyl)benzyl)-1H-imidazol-3-ium chloride; caesium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In ISOPROPYLAMIDE; at 60 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2008.09.038

Reference yield: 99.0%

acrylic acid n-butyl ester (141-32-2,9003-49-0) + para-bromotoluene (106-38-7) → (E)-n-butyl 3-(p-tolyl)acrylate (123248-21-5)

Guidance literature:

With potassium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; 3-(2,6-diisopropylphenyl)-1-(2-diphenylphosphanylbenzyl)-3H-imidazol-1-ium chloride; In N,N-dimethyl acetamide; at 140 ℃; for 11h;

DOI:10.1016/j.tet.2004.10.049

Reference yield: 99.0%

acrylic acid n-butyl ester (141-32-2,9003-49-0) + para-chlorotoluene (106-43-4) → (E)-n-butyl 3-(p-tolyl)acrylate (123248-21-5)

Guidance literature:

With tetrakis[μ-1-[(3-methoxyphenyl)methyl]-2-phenyl-3-[2-oxo-2-[(2-phenolato-kO)aminokN]ethyl]-1H-imidazoliumato-kC⁴]tetrapalladium; tetrabutylammomium bromide; sodium acetate; at 140 ℃; for 12h;

DOI:10.1002/adsc.201900805

upstream raw materials:

acrylic acid n-butyl ester

4-methyl-benzoyl chloride

p-toluenesulfonyl chloride

tributyl(p-tolyl)stannane

Refernces

• 1、 Thapa, Rajesh,Kilyanek, Stefan M.. "Synthesis and structural characterization of 20-membered macrocyclic rings bearing: Trans -chelating bis(N-heterocyclic carbene) ligands and the catalytic activity of their palladium(ii) complexes". . p. 12577 - 12590. Retrieved 2019.
• 2、 Liang, Lulu,Nie, Li,Jiang, Minjuan,Bie, Fusheng,Shao, Linjun,Qi, Chenze,Zhang, X. Man,Liu, Xuejing. "Palladium immobilized on: In situ cross-linked chitosan superfine fibers for catalytic application in an aqueous medium". . p. 11023 - 11030. Retrieved 2018.
• 3、 Mori,Danda,Fujii,Hirabayashi,Osakada. "Hydroxorhodium complex-catalyzed Carbon-Carbon bond-forming reactions of silanediols with α,β-unsaturated carbonyl compounds. Mizoroki-heck-type reaction vs conjugate addition [19]". . p. 10774 - 10775. Retrieved 2001.
• 4、 Shao, Linjun,Ji, Weixin,Dong, Pengdu,Zeng, Minfeng,Qi, Chenze,Zhang, Xian-Man. "Coupling reactions of aromatic halides with palladium catalyst immobilized on poly(vinyl alcohol) nanofiber mats". . p. 267 - 272. Retrieved 2012.
• 5、 Li, Shenghai,Xie, Haibo,Zhang, Suobo,Lin, Yingjie,Xu, Jianing,Cao, Jungang. "Tetramethylguanidine as an inexpensive and efficient ligand for the palladium-catalyzed Heck reaction". . p. 1885 - 1888. Retrieved 2005.
• 6、 Ojha, Subhadra,Panda, Niranjan. "Pd-Catalyzed desulfitative arylation of olefins by: N -methoxysulfonamide". supporting information. p. 1292 - 1298. Retrieved 2022/02/19.
• 7、 Babaee, Heshmatollah,Javad Sabounchei, Seyyed,Naghipour, Ali,Notash, Behrouz,Sayadi, Mohsen,Sedghi, Asieh. "A comparative study of palladium-based coordination compounds with bidentate (N,N, P,P and P,O) ligands; Design, synthesis, X-ray structural, catalytic activity and DFT studies". . . Retrieved 2020/10/13.