Ethyl 2-acetyl-2-allylpent-4-ene-1-oate

Base Information

• Chemical Name: Ethyl 2-acetyl-2-allylpent-4-ene-1-oate
• CAS No.: 3508-77-8
• Molecular Formula: C12H18 O3
• Molecular Weight: 210.273
• Hs Code.: 2918300090
• European Community (EC) Number: 222-508-3
• UNII: KST3FP2U9H
• DSSTox Substance ID: DTXSID40188578
• Nikkaji Number: J216.160E
• Wikidata: Q83060384
• Mol file: 3508-77-8.mol

Synonyms:3508-77-8;Ethyl 2-acetyl-2-allylpent-4-ene-1-oate;EINECS 222-508-3;AI3-30529;KST3FP2U9H;2-Acetyl-2-allylpent-4-enoic acid, ethyl ester;SCHEMBL4740338;DTXSID40188578;Ethyl 2-acetyl-2-allyl-4-pentenoate;2-Acetyl-2-allyl-4-pentenoic acid ethyl ester;Ethyl 2-acetyl-2-(2-propen-1-yl)-4-pentenoate;4-Pentenoic acid, 2-acetyl-2-(2-propenyl)-, ethyl ester;4-Pentenoic acid, 2-acetyl-2-(2-propen-1-yl)-, ethyl ester

Chemical Property of Ethyl 2-acetyl-2-allylpent-4-ene-1-oate

Chemical Property:

• Vapor Pressure: 0.00904mmHg at 25°C
• Boiling Point: 265.7°Cat760mmHg
• Flash Point: 109.1°C
• PSA: 43.37000
• Density: 0.966g/cm³
• LogP: 2.27710
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 210.125594432
• Heavy Atom Count: 15
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC=C)(CC=C)C(=O)C

Technology Process of Ethyl 2-acetyl-2-allylpent-4-ene-1-oate

There total 24 articles about Ethyl 2-acetyl-2-allylpent-4-ene-1-oate 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: 98.0%

allyl methyl carbonate (35466-83-2) + ethyl acetoacetate (141-97-9) → ethyl diallyl acetoacetate (3508-77-8)

Guidance literature:

With triphenylphosphine; In water; at 80 ℃; for 0.166667h; Temperature; Catalytic behavior;

DOI:10.1039/c7cc02380d

Reference yield: 96.0%

ethyl acetoacetate (141-97-9) + allyl bromide (106-95-6) → ethyl diallyl acetoacetate (3508-77-8)

Guidance literature:

With potassium carbonate; [bmim]BF₄; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2004.11.141

Reference yield: 92.0%

ethyl acetoacetate (141-97-9) + allyl alcohol (107-18-6) → ethyl diallyl acetoacetate (3508-77-8) + 2-acetyl-pent-4-enoic acid ethyl ester (610-89-9,84984-48-5)

Guidance literature:

With pyridine; magnesium sulfate; 1,2-(p-MeOC₆H₄)2cyclobuten[=P(2,4,6-tri-t-BuPh)]2PdOTf; at 50 ℃; for 3h;

DOI:10.1021/ja0274406

upstream raw materials:

ethyl acetoacetate

3-chloroprop-1-ene

ethylacetoacetate, K(+) salt

allyl bromide

Downstream raw materials:

2-allyl-4-pentenoic acid

3-allyl-hex-5-en-2-one

2-acetyl-pent-4-enoic acid ethyl ester

ethyl 1-acetylcyclopropane-1-carboxylate

Refernces

• 1、 Motokura, Ken,Saitoh, Koki,Noda, Hiroto,Uemura, Yohei,Chun, Wang-Jae,Miyaji, Akimitsu,Yamaguchi, Sho,Baba, Toshihide. "Co-immobilization of a palladium-bisphosphine complex and strong organic base on a silica surface for heterogeneous synergistic catalysis". . p. 331 - 335. Retrieved 2016.
• 2、 Zhao, Qingshan,Zhu, Yuanzhi,Sun, Zhen,Li, Yang,Zhang, Guoliang,Zhang, Fengbao,Fan, Xiaobin. "Combining palladium complex and organic amine on graphene oxide for promoted Tsuji-Trost allylation". . p. 2609 - 2616. Retrieved 2015.
• 3、 Cho, Suk Young,Shibasaki, Masakatsu. "The asymmetric synthesis of cyclopentane derivatives by palladium- catalyzed coupling of prochiral alkylboron compounds". . p. 3751 - 3754. Retrieved 1998.
• 4、 Paul, Anirudra,Thimmegowda,Galani Cruz, Thiago,Seidel, Daniel. "Decarboxylative Annulation of α-Amino Acids with β-Ketoaldehydes". supporting information. p. 602 - 604. Retrieved 2018/02/09.