(2Z)-3-Methylpent-2-enoic acid

Base Information

• Chemical Name: (2Z)-3-Methylpent-2-enoic acid
• CAS No.: 19866-51-4
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Mol file: 19866-51-4.mol

Synonyms:(Z)-3-methylpent-2-enoic acid;3-Methyl-pent-2c-ensaeure;3-methyl-pent-2c-enoic acid;(Z)-3-methyl-pent-2-enoic acid;2-Pentenoic acid, 3-methyl-, (Z)-;3-Methyl-penten-2-carbonsaeure,Z;cis-3-Methyl-pent-2-ensaeure;

Chemical Property of (2Z)-3-Methylpent-2-enoic acid

Chemical Property:

• Vapor Pressure: 0.0899mmHg at 25°C
• Melting Point: 12°C
• Refractive Index: 1.4650
• Boiling Point: 216.76°C (estimate)
• PKA: pK1:5.15 (25°C)
• PSA: 37.30000
• Density: 0.9830
• LogP: 1.42730

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2Z)-3-Methylpent-2-enoic acid

There total 15 articles about (2Z)-3-Methylpent-2-enoic 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: 98.0%

(Z)-3-iodobut-2-enoic acid (34450-60-7) + ethylmagnesium bromide (925-90-6) → (Z)-3-methyl-2-pentenoic acid (19866-51-4)

Guidance literature:

ethylmagnesium bromide; With zinc dibromide; In diethyl ether; at 25 ℃;

(Z)-3-iodobut-2-enoic acid; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; at 25 ℃; for 12h;

DOI:10.1055/s-2002-20971

Reference yield: 97.0%

methyl (Z)-3-methyl-2-pentenoate (17447-00-6) → (Z)-3-methyl-2-pentenoic acid (19866-51-4)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; for 18h; Ambient temperature;

Reference yield:

3-hydroxy-3-methylpentanoic acid (150-96-9) → (Z)-3-methyl-2-pentenoic acid (19866-51-4)

Guidance literature:

With acetic anhydride; die Trennung der 3-Methyl-2-pentensaeuren von den 3-Methyl-3-pentensaeuren erfolgt durch partielle Veresterung;

upstream raw materials:

methyl (Z)-3-methyl-2-pentenoate

3-hydroxy-3-methylpentanoic acid

(Z)-1-iodo-2-methyl-1-butene

carbon dioxide

Downstream raw materials:

(+/-)-threo-β-Methoxy-isoleucin

{2S-[cis-(Z)]}-2-(2-methyl-1-butenyl)-4,N-diphenyl-3-oxazolidinecarboxamide

dihydro-4-methyl-2(3H)-furanone

3-hydroxy-3-methylpentanoic acid

Refernces

• 1、 Abarbri, Mohamed,Thibonnet, Jér?me,Parrain, Jean-Luc,Duchêne, Alain. "Palladium-catalysed cross-coupling of iodovinylic acids with organometallic reagents. Selective synthesis of 3,3-disubstituted prop-2-enoic acids". . p. 543 - 551. Retrieved 2007/10/03.
• 2、 Koseki, Koshi,Takahashi, Yoshio,Shimazaki, Kazuko,Ebata, Takashi,Chuman, Tatsuji,Mori, Kenji. "Determination of the (2E,4E)-Geometry of the 3,5-Dimethyl-2,4-diene System of Antibiotic 1233A by NMR Comparison with the Four Geometrical Isomers of Methyl 3,5-Dimethyl-2,4-heptadienoate". . p. 1728 - 1731. Retrieved 2007/10/02.