Ethyl 3-benzoylacrylate

Base Information

• Chemical Name: Ethyl 3-benzoylacrylate
• CAS No.: 15121-89-8
• Molecular Formula: C12H12O3
• Molecular Weight: 204.225
• Hs Code.: 2918300090
• European Community (EC) Number: 408-040-4,438-510-4,604-780-9,621-286-9
• Nikkaji Number: J134.886H,J208.122I
• Wikidata: Q76305537
• ChEMBL ID: CHEMBL4063314
• Mol file: 15121-89-8.mol

Synonyms:Ethyl 3-benzoylacrylate;17450-56-5;15121-89-8;ethyl 4-oxo-4-phenylbut-2-enoate;(E)-Ethyl 4-oxo-4-phenylbut-2-enoate;ethyl (E)-4-oxo-4-phenylbut-2-enoate;Ethyl trans-3-Benzoylacrylate;trans-3-Benzoylacrylic Acid Ethyl Ester;E-ethyl-4-oxo-4-phenylcrotonate;2-Butenoic acid, 4-oxo-4-phenyl-, ethyl ester;MFCD00011533;AI3-10548;EC 408-040-4;ETHYL-3-BENZOYLACRYLATE;ethyl (2E)-4-oxo-4-phenylbut-2-enoate;Ethyl=3-benzoylacrylate;E-ethyl-3-benzoyl-acrylate;Ethyl(E)-3-benzoylacrylate;trans-ethyl 3-benzoylacrylate;ethyl trans-beta-benzoylacrylate;SCHEMBL3371348;trans-ethyl beta-benzoylacrylate;CHEMBL4063314;2-Butenoic acid, 4-oxo-4-phenyl-, ethyl ester, (2E)-;AKOS005100232;(E)-Ethyl4-oxo-4-phenylbut-2-enoate;CS-W015409;(e)-ethyl-4-oxo-4-phenyl-2-butenoate;AS-66531;B1233;CS-0166778;Ethyl (2E)-4-oxo-4-phenyl-2-butenoate #;Ethyl 3-benzoylacrylate, predominantly trans;7N-720;D88769;Ethyl 3-benzoylacrylate, technical grade, 92%;J-520854;J-640273;J-800265;4-OXO-4-PHENYL-BUT-2-ENOIC ACID ETHYL ESTER

Chemical Property of Ethyl 3-benzoylacrylate

Chemical Property:

• Vapor Pressure: 0.000839mmHg at 25°C
• Refractive Index: 1.543
• Boiling Point: 305.1 °C at 760 mmHg
• Flash Point: 132.3 °C
• PSA: 43.37000
• Density: 1.109 g/cm³
• LogP: 1.98860
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 204.078644241
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

98% ^*data from raw suppliers

Ethyl trans-3-Benzoylacrylate >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N, Xi
• Hazard Codes: Xn,N,Xi
• Statements: 21/22-38-41-43-50/53-36/37/38
• Safety Statements: 26-36/37/39-60-61-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 3-benzoylacrylate

There total 58 articles about Ethyl 3-benzoylacrylate 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: 93.4%

diethyl sulfate (64-67-5) + Benzoylacrylic acid (17812-07-6) → ethyl (E)-4-oxo-4-phenyl-2-butenoate (15121-89-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 3h; Ambient temperature;

DOI:10.1248/cpb.36.2050

Reference yield: 92%

hydrogen ethyl malonate (1071-46-1) + phenylglyoxal hydrate (1074-12-0) → ethyl (E)-4-oxo-4-phenyl-2-butenoate (15121-89-8)

Guidance literature:

With pyridine; In water; acetonitrile; at 80 ℃; for 6h;

DOI:10.1021/acs.orglett.7b02016

Reference yield: 92%

hydrogen ethyl malonate (1071-46-1) + phenylglyoxal hydrate (1074-12-0) → ethyl (E)-4-oxo-4-phenyl-2-butenoate (15121-89-8) + ethyl 3-hydroxy-4-oxo-4-phenylbutanoate (155431-06-4)

Guidance literature:

With pyridine; In water; acetonitrile; at 80 ℃; for 4h;

DOI:10.1021/acs.orglett.7b02016

upstream raw materials:

ethanol

3-benzoylacrylic acid

4,4-Dimethoxy-4-phenyl-crotonsaeure-aethylester

4-phenyl-2-hydroxy-4-oxobutyric acid ethyl ester

Downstream raw materials:

3-benzylamino-4-oxo-4-phenyl-butyric acid ethyl ester

phenacyl-succinic acid

3-benzoylacrylic acid

2-imino-5-(2-phenyl-2-oxoethyl)-4-oxo-1,3-thiazolidine

Refernces

• 1、 De Bruin, Bas,De Zwart, Felix J.,Li, Zirui,Mathew, Simon,Wolzak, Lukas A.,Zhou, Minghui. "Catalytic Synthesis of 1 H-2-Benzoxocins: Cobalt(III)-Carbene Radical Approach to 8-Membered Heterocyclic Enol Ethers". supporting information. p. 20501 - 20512. Retrieved 2021/12/03.
• 2、 Ren, Jinfeng,Xu, Jian,Zhang, Guoning,Xu, Changliang,Zhao, LiLi,You, XueFu,Wang, Yucheng,Lu, Yu,Yu, Liyan,Wang, Juxian. "Design, synthesis, and bioevaluation of a novel class of (E)-4-oxo-crotonamide derivatives as potent antituberculosis agents". . p. 539 - 543. Retrieved 2019/01/09.