2-Pentenoic acid, 2-methyl-, (2Z)-

Base Information

• Chemical Name: 2-Pentenoic acid, 2-methyl-, (2Z)-
• CAS No.: 1617-37-4
• Molecular Formula: C6H10 O2
• Molecular Weight: 114.144
• Hs Code.: 2916190090
• European Community (EC) Number: 221-552-0
• UNII: 07B8HQZ433
• DSSTox Substance ID: DTXSID60883533
• Nikkaji Number: J421.583D
• Wikidata: Q27236287
• Metabolomics Workbench ID: 44953
• Mol file: 1617-37-4.mol

Synonyms:2-Pentenoic acid, 2-methyl-, (2Z)-;1617-37-4;(Z)-2-methylpent-2-enoic acid;cis-2-methyl-pent-2-enoic acid;2-Methyl-2-pentenoic acid, (2Z)-;UNII-07B8HQZ433;(2Z)-2-methylpent-2-enoic acid;07B8HQZ433;2-Pentenoic acid, 2-methyl-, (Z)-;(2E)-2-Methyl-2-pentenoic acid;2-Methyl-2-pentenoicAcid;2-Pentene-2-carboxylic acid;3-Ethyl-2-methylacrylic acid;cis-2-Methyl-2-pentenoic acid;SCHEMBL5716965;FEMA 3195;(Z)-2-Methyl-2-pentenoic acid;DTXSID60883533;(2Z)-2-methyl-2-pentenoic acid;3142-72-1;LMFA01030971;2-METHYL-2-PENTENOIC ACID, CIS-;CS-0279146;Q27236287

Chemical Property of 2-Pentenoic acid, 2-methyl-, (2Z)-

Chemical Property:

• Vapor Pressure: 0.0554mmHg at 25°C
• Boiling Point: 215.9°Cat760mmHg
• Flash Point: 113.9°C
• PSA: 37.30000
• Density: 0.987g/cm³
• LogP: 1.42730
• 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: 114

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=C(C)C(=O)O
• Isomeric SMILES: CC/C=C(/C)\C(=O)O

Technology Process of 2-Pentenoic acid, 2-methyl-, (2Z)-

There total 13 articles about 2-Pentenoic acid, 2-methyl-, (2Z)- 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:

methyl (2E)-2-methyl-2-pentenoate (1567-14-2) → cis-2-methyl-pent-2-enoic acid (1617-37-4) + 2-methylpent-2-enoic acid (16957-70-3)

Guidance literature:

With potassium hydroxide; In methanol; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

DOI:10.1021/jm00017a024

Reference yield:

3-Hydroxy-2-methyl-pentanoic acid → cis-2-methyl-pent-2-enoic acid (1617-37-4)

Guidance literature:

Multi-step reaction with 4 steps

1: diethyl ether

2: Et₃N / CH₂Cl₂ / 1 h

3: DBU / tetrahydrofuran / 1 h / Heating

4: aq. KOH / methanol / 2 h / Heating

With potassium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1021/jm00017a024

Reference yield:

3-Hydroxy-2-methyl-pentanoic acid methyl ester → cis-2-methyl-pent-2-enoic acid (1617-37-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 1 h

2: DBU / tetrahydrofuran / 1 h / Heating

3: aq. KOH / methanol / 2 h / Heating

With potassium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm00017a024

upstream raw materials:

2-hydroxy-2-methyl-pentanoic acid

methyl (2E)-2-methyl-2-pentenoate

carbon dioxide

(Z)-2-bromo-2-pentene

Downstream raw materials:

(E)-2-bromo-2-pentene

Refernces

• 1、 Kim, Heejin,Lee, Suk-Kwan,Lee, Dongreyoul,Cha, Jin Kun. "A practical, stereoselective synthesis of (E)- and (Z)-2-bromo-2- pentenes". . p. 729 - 735. Retrieved 2007/10/03.