4-Methyl-3-Pentenoic Acid

Base Information

• Chemical Name: 4-Methyl-3-Pentenoic Acid
• CAS No.: 504-85-8
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• European Community (EC) Number: 610-536-2
• UNII: 3C9RW4Q8R4
• DSSTox Substance ID: DTXSID40198450
• Nikkaji Number: J11.809E
• Wikidata: Q72469584
• Metabolomics Workbench ID: 102
• Mol file: 504-85-8.mol

Synonyms:4,4-Dimethyl-3-butenoicacid;4-Methyl-3-penten-1-oic acid;4-Methyl-3-pentenoic acid;Pyroterebic acid;

Chemical Property of 4-Methyl-3-Pentenoic Acid

Chemical Property:

• Vapor Pressure: 0.0906mmHg at 25°C
• Melting Point: 98 °C(Solv: ligroine (8032-32-4))
• Refractive Index: 1.454
• Boiling Point: 207.5 °C at 760 mmHg
• PKA: pK1:4.60 (25°C)
• Flash Point: 104.9 °C
• Density: 0.987 g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

4-Methylpent-3-enoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC(=O)O)C

Technology Process of 4-Methyl-3-Pentenoic Acid

There total 17 articles about 4-Methyl-3-Pentenoic 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: 48.0%

malonic acid (141-82-2) + isobutyraldehyde (78-84-2) → (2E)-4-methylpent-2-enoic acid (1775-44-6,10321-71-8,16666-43-6) + 4-methyl-pent-3-enoic acid (504-85-8)

Guidance literature:

With silica gel; for 0.0666667h; Irradiation;

DOI:10.1016/S0040-4039(99)00113-6

Reference yield:

carbon monoxide (201230-82-2) + isoprene (78-79-5,9003-31-0) → dihydro-5,5-dimethyl-2(3H)-furanone (3123-97-5) + 4-methyl-pent-3-enoic acid (504-85-8)

Guidance literature:

; hydrogen iodide; In tetrahydrofuran; water; at 150 ℃; for 4h; under 83600 Torr; Product distribution; Mechanism; further temperature, catalyst; different CO pressures;

DOI:10.1016/0022-328X(89)85370-7

Reference yield:

→ dihydro-5,5-dimethyl-2(3H)-furanone (3123-97-5) + 4-methyl-pent-3-enoic acid (504-85-8)

Guidance literature:

With aluminium trichloride; chloroform;

upstream raw materials:

terebic acid

trans-form of/the/ α.α-dimethyl-glutaconic acid

3-hydroxy-4-methylpentanoic acid

ethyl 4-methyl-3-pentenoate

Downstream raw materials:

ethyl 4-methyl-3-pentenoate

4-methyl-3-pentenoic acid phenylamide

2-(3-methyl-2-buten-1-yl)-2,5-cyclohexadiene-1,4-dione

deoxylapachol

Refernces

• 1、 Howard,Tatchell. "". . p. 2400,2402. Retrieved 1954.
• 2、 Rakete, Stefan,Berger, Robert,Boehme, Steffi,Glomb, Marcus A.. "Oxidation of isohumulones induces the formation of carboxylic acids by hydrolytic cleavage". . p. 7541 - 7549. Retrieved 2014/08/18.
• 3、 Zhang, Shi-Jie,Hu, Wei-Xiao. "Method for regio- and stereoselective synthesis of (E)-Β,γ- unsaturated acids from aldehydes under solvent-free conditions". experimental part. p. 3093 - 3100. Retrieved 2010/12/19.