2-Methyl-4-pentenoic acid

Base Information

• Chemical Name: 2-Methyl-4-pentenoic acid
• CAS No.: 1575-74-2
• Deprecated CAS: 53729-46-7
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 29161995
• European Community (EC) Number: 216-404-7
• UNII: 29HK385L3G
• DSSTox Substance ID: DTXSID00883698
• Nikkaji Number: J206.813C
• Wikidata: Q27161453
• Metabolomics Workbench ID: 44712
• Mol file: 1575-74-2.mol

Synonyms:2-Methyl-4-pentenoic acid;2-Methylpent-4-enoic acid;1575-74-2;4-Pentenoic acid, 2-methyl-;FEMA No. 3511;2-Methylpent-4-en-1-oic acid;UNII-29HK385L3G;29HK385L3G;EINECS 216-404-7;MFCD00015570;2-METHYL-4-PENTENOICACID;Methylallylacetic acid;2-methylpent-4-enoate;2-Methylpent-4-enoicacid;2-methyl-pent-4-enoic acid;SCHEMBL415118;CHEBI:89267;FEMA 3511;HVRZYSHVZOELOH-UHFFFAOYSA-;AMY3846;DTXSID00883698;LMFA01030972;s6167;AKOS006222558;CS-W013638;HY-W012922;.ALPHA.-METHYL-4-PENTENOIC ACID;SY048335;2-METHYL-4-PENTENOIC ACID [FHFI];2-Methyl-4-pentenoic acid, >=98%, FG;(+/-)-2-METHYL-4-PENTENOIC ACID;FT-0612964;M1143;EN300-85203;2-METHYL-4-PENTENOIC ACID, (+/-)-;P20511;A883491;Q27161453;2-(4-CHLOROPHENYL)-2-PHENYLETHYLAMINEHYDROCHLORIDE

Chemical Property of 2-Methyl-4-pentenoic acid

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.237mmHg at 25°C
• Melting Point: 17.3°C (estimate)
• Refractive Index: n20/D 1.43(lit.)
• Boiling Point: 190.6 °C at 760 mmHg
• PKA: 4.67±0.10(Predicted)
• Flash Point: 88.1 °C
• PSA: 37.30000
• Density: 0.969 g/cm³
• LogP: 1.28320
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 96.7

Purity/Quality:

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

2-Methyl-4-pentenoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CC=C)C(=O)O
• Uses: 2-Methyl-4-pentenoic acid is used as raw material for fruit flavor or it is an enhancer of fruity fragrances.

Technology Process of 2-Methyl-4-pentenoic acid

There total 24 articles about 2-Methyl-4-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: 99.0%

ethyl 2-methyl-4-pentenoate (53399-81-8) → (+-)-2-methyl-pent-4-enoic acid (1575-74-2)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 19h;

DOI:10.1002/ejoc.201901163

Reference yield: 96.0%

propionic acid (802294-64-0,79-09-4) + allyl bromide (106-95-6) → (+-)-2-methyl-pent-4-enoic acid (1575-74-2)

Guidance literature:

With n-butyllithium; sodium hydride; diisopropylamine; In tetrahydrofuran; hexane; at 0 - 30 ℃; for 2h;

DOI:10.1021/jo048115z

Reference yield: 86.0%

allyl 2-iodopropionate → (+-)-2-methyl-pent-4-enoic acid (1575-74-2)

Guidance literature:

allyl 2-iodopropionate; With triethyl borane; oxygen; In hexane; dichloromethane; at 20 ℃; for 2h;

With zinc; In tetrahydrofuran; for 4h; Heating;

DOI:10.1021/jo035461s

upstream raw materials:

3-Methyl-2-carboxy-penten-⁽⁴⁾-saeure

methyl bromide

(2-propenyl)propanedioic acid diethyl ester

3-allyl-2,4-pentanedione

Downstream raw materials:

3-methyl-5-((phenylselanyl)methyl)dihydrofuran-2(3H)-one

N-phenyl-2-methyl-4-pentenamide

Refernces

• 1、 Kri?tofíková, Dominika,Filo, Juraj,Me?iarová, Mária,?ebesta, Radovan. "Why do thioureas and squaramides slow down the Ireland–Claisen rearrangement?". . p. 2948 - 2957. Retrieved 2019.
• 2、 Roudias, Majdouline,Gilbert, Audrey,Paquin, Jean-Fran?ois. "Synthesis of 5-[(Pentafluorosulfanyl)methyl]-γ-butyrolactones via a Silver-Promoted Intramolecular Cyclization Reaction". . p. 6655 - 6665. Retrieved 2019/11/03.