4-Methylpent-4-enoic acid

Base Information

• Chemical Name: 4-Methylpent-4-enoic acid
• CAS No.: 1001-75-8
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID00415231
• Nikkaji Number: J1.090.119G
• Wikidata: Q72494451
• Metabolomics Workbench ID: 168
• Mol file: 1001-75-8.mol

Synonyms:4-Methylpent-4-enoic acid;1001-75-8;4-methyl-4-pentenoic acid;4-Pentenoic acid, 4-methyl-;4-methylpent-4-enoicacid;LMFA01020098;SCHEMBL75667;DTXSID00415231;CHEBI:180384;4-Methylpent-4-enoic acid, 97%;MFCD06208588;AKOS006291975;AS-41332;EN300-108546;A850348

Chemical Property of 4-Methylpent-4-enoic acid

Chemical Property:

• Boiling Point: 199℃
• Flash Point: 96℃
• PSA: 37.30000
• Density: 0.974
• LogP: 1.42730
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 105

Purity/Quality:

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

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)CCC(=O)O

Technology Process of 4-Methylpent-4-enoic acid

There total 25 articles about 4-Methylpent-4-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: 100.0%

4-methyl-4-pentenoic acid methyl ester (2258-59-5) → 4-methyl-4-pentenoic acid (1001-75-8)

Guidance literature:

With potassium hydroxide; In methanol; at 23 ℃; for 3h;

DOI:10.1021/ol9900663

Reference yield: 97.0%

ethyl 4-methyl-4-pentenoate (4911-54-0) → 4-methyl-4-pentenoic acid (1001-75-8)

Guidance literature:

With sodium hydroxide; In methanol; water; at 100 ℃; for 1h;

DOI:10.1021/acs.orglett.8b00996

Reference yield: 94.0%

dimethyl (2-methyl-2-propenyl)-propanedioate (50598-40-8) → 4-methyl-4-pentenoic acid (1001-75-8)

Guidance literature:

dimethyl (2-methyl-2-propenyl)-propanedioate; With methanol; potassium hydroxide; at 60 ℃; for 12h; Inert atmosphere;

With dimethyl sulfoxide; at 140 ℃; for 12h;

DOI:10.1021/ol101233k

upstream raw materials:

(2-methyl-5-oxo-tetrahydro-[2]furyl)-acetic acid

4-methyl-pent-4-enoic acid methallyl ester

methallyl-malonic acid

1,3-dichloro-2-(chloromethyl)-2-methylpropane

Downstream raw materials:

dihydro-5,5-dimethyl-2(3H)-furanone

4-Methylpentanoic acid

(3R,7aS)-3-isopropyl-7a-methyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one

dihydro-5-methyl-5-<(phenylseleno)methyl>-2(3H)-furanone

Refernces

• 1、 Du, Kang,Kier, Matthew J.,Rheingold, Arnold L.,Micalizio, Glenn C.. "Toward the Total Synthesis of Ryanodol via Oxidative Alkyne-1,3-Diketone Annulation: Construction of a Ryanoid Tetracycle". . p. 6457 - 6461. Retrieved 2018.
• 2、 Yu, Hui,Li, Chaozhong. "Self-Protection: The Advantage of Radical Oligomeric Mixtures in Organic Synthesis". . p. 142 - 145. Retrieved 2004.
• 3、 Braddock, D. Christopher,Cansell, Gemma,Hermitage, Stephen A.. "Ortho-substituted iodobenzenes as novel organocatalysts for bromination of alkenes". . p. 2483 - 2485. Retrieved 2006.
• 4、 Poth, Dennis,Peram, Pardha Saradhi,Vences, Miguel,Schulz, Stefan. "Macrolides and alcohols as scent gland constituents of the Madagascan frog mantidactylus femoralis and their intraspecific diversity". . p. 1548 - 1558. Retrieved 2013.
• 5、 Poplata, Saner,Bauer, Andreas,Storch, Golo,Bach, Thorsten. "Intramolecular [2+2] Photocycloaddition of Cyclic Enones: Selectivity Control by Lewis Acids and Mechanistic Implications". supporting information. p. 8135 - 8148. Retrieved 2019/05/29.
• 6、 Wang, Zhen,He, Zhiqi,Zhang, Linrui,Huang, Yong. "Iridium-Catalyzed Aerobic α,β-Dehydrogenation of γ,δ-Unsaturated Amides and Acids: Activation of Both α- And β-C-H bonds through an Allyl-Iridium Intermediate". supporting information. p. 735 - 740. Retrieved 2018/01/26.