Ethyl trans-4-bromocinnamate

Base Information

• Chemical Name: Ethyl trans-4-bromocinnamate
• CAS No.: 24393-53-1
• Molecular Formula: C₁₁H₁₁BrO₂
• Molecular Weight: 255.111
• Hs Code.: 29163990
• European Community (EC) Number: 628-225-5,631-524-3
• NSC Number: 636702
• Nikkaji Number: J267.223E,J2.183.748B
• ChEMBL ID: CHEMBL4877242
• Mol file: 24393-53-1.mol

Synonyms:Ethyl trans-4-bromocinnamate;24393-53-1;(E)-Ethyl 3-(4-bromophenyl)acrylate;15795-20-7;Ethyl 3-(4-bromophenyl)acrylate;ethyl (E)-3-(4-bromophenyl)prop-2-enoate;2-Propenoic acid, 3-(4-bromophenyl)-, ethyl ester;ETHYL 4-BROMOCINNAMATE;Ethyl-3-(4-bromophenyl)acrylate;(E)-3-(4-Bromo-phenyl)-acrylic acid ethyl ester;NSC 636702;ethyl (E)-3-(4-bromophenyl)acrylate;ethyl p-bromocinnamate;MFCD00012226;NSC636702;Ethyl3-(4-bromophenyl)acrylate;2-Propenoic acid, 3-(4-bromophenyl)-, ethyl ester, (2E)-;ethyl (2E)-3-(4-bromophenyl)prop-2-enoate;ethyl (E)-4-bromocinnamate;ethyl-trans-4-bromocinnamate;SCHEMBL69276;CHEMBL4877242;4-Bromocinnamic acid ethyl ester;ZAA39353;Ethyl trans-4-bromocinnamate, 98%;AB7158;4-Bromobenzeneacrylic acid ethyl ester;AKOS015894025;Cinnamic acid, p-bromo-, ethyl ester;DS-5470;Ethyl 3-(4-bromophenyl)-2-propenoate;NSC-636702;ethyl (2E)-3-(4-bromophenyl)acrylate;(E)-ethyl 3-(4-bromo-phenyl)-acrylate;AS-75660;CS-0047571;E-3-(4-bromo-phenyl)-acrylic acid ethyl ester;EN300-1453798;A877940;A921882;J-015491;2-NAPHTHALEN-2-YL-QUINOXALINE-5-CARBOXYLICACID;(E)-Ethyl 3-(4-bromophenyl)acrylate, stabilized with MEHQ

Chemical Property of Ethyl trans-4-bromocinnamate

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Vapor Pressure: 0.000674mmHg at 25°C
• Refractive Index: n20/D 1.596(lit.)
• Boiling Point: 308.6 °C at 760 mmHg
• Flash Point: 150.8 °C
• PSA: 26.30000
• Density: 1.393 g/cm³
• LogP: 3.02540
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 253.99424
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

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

Ethyl3-(4-Bromophenyl)acrylate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CC=C(C=C1)Br
• Isomeric SMILES: CCOC(=O)/C=C/C1=CC=C(C=C1)Br

Technology Process of Ethyl trans-4-bromocinnamate

There total 66 articles about Ethyl trans-4-bromocinnamate 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%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 4-bromo-benzaldehyde (1122-91-4) → ethyl (E)-3-(4-bromophenyl)-2-propenoate (24393-53-1,136265-11-7,15795-20-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride;

DOI:10.1002/jlcr.1242

Reference yield: 100.0%

4-bromo-benzaldehyde (1122-91-4) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl (E)-3-(4-bromophenyl)-2-propenoate (24393-53-1,136265-11-7,15795-20-7)

Guidance literature:

In dichloromethane; at 22 ℃; for 16h;

DOI:10.1021/jo050806n

Reference yield: 99.0%

1,4-bromoiodobenzene (589-87-7) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 4-bromocinnamate (24393-53-1,136265-11-7,15795-20-7)

Guidance literature:

With palladium diacetate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation;

DOI:10.1039/d0ra08749a

upstream raw materials:

diazoacetic acid ethyl ester

benzaldehyde

4-bromo-benzaldehyde

ethyl acrylate

Downstream raw materials:

ethyl 3-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]acrylate

(E)-Ethyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)acrylate

3-(4-bromo-phenyl)-3-phenyl-acrylic acid ethyl ester

(Z)-3-(4-bromo-phenyl)-3-phenyl-acrylic acid ethyl ester

Refernces

• 1、 Chen, Yi,Gao, Lu,Song, Xuanyi,Song, Zhenlei. "Intramolecular Sakurai Allylation of Geminal Bis(silyl) Enamide with Indolenine. A Diastereoselective Cyclization to Form Functionalized Hexahydropyrido[3,4- b]Indole". supporting information. p. 124 - 128. Retrieved 2021/01/13.
• 2、 N?cker, Christina,Kaiser, Nadine,Foley, Daniel,Sievers, Sonja,Janning, Petra,Waldmann, Herbert,Laraia, Luca. "Thermal proteome profiling efficiently identifies ribosome destabilizing oxazolidinones". supporting information. . Retrieved 2021/04/22.