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

Base Information

• Chemical Name: (Z)-3-methylpent-2-enoic acid
• CAS No.: 3675-21-6
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 2916190090
• NSC Number: 3932
• DSSTox Substance ID: DTXSID60415232
• Nikkaji Number: J628.000E
• Wikidata: Q76286036
• Metabolomics Workbench ID: 184
• Mol file: 3675-21-6.mol

Synonyms:(Z)-3-methylpent-2-enoic acid;3675-21-6;3-METHYL-2-PENTENOIC ACID;(Z)-3-methyl-2-pentenoic acid;3-methyl-2Z-pentenoic acid;NSC3932;19866-51-4;SCHEMBL3143411;RSFQOQOSOMBPEJ-PLNGDYQASA-;DTXSID60415232;CHEBI:180390;NSC-3932;LMFA01020114;AS-38091;A823357;InChI=1/C6H10O2/c1-3-5(2)4-6(7)8/h4H,3H2,1-2H3,(H,7,8)/b5-4-

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

Chemical Property:

• Vapor Pressure: 0.0899mmHg at 25°C
• Refractive Index: 1.454
• Boiling Point: 207.6 °C at 760 mmHg
• Flash Point: 113.9 °C
• PSA: 37.30000
• Density: 0.987 g/cm³
• LogP: 1.42730
• XLogP3: 1.7
• 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% ^*data from raw suppliers

3-methylpent-2-enoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 2 articles about (Z)-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: 50.0%

trimetylsilylketene (4071-85-6) + butanone (78-93-3) → 3-methylpent-2-enoic acid (3675-21-6)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; Ambient temperature;

DOI:10.1080/00397919508010783

Reference yield:

5-acetoxy-5-methyl-hept-1-en-3-one (855901-97-2) → formic acid (64-18-6) + 3-methylpent-2-enoic acid (3675-21-6) + acetic acid (64-19-7,77671-22-8) + butanone (78-93-3)

Guidance literature:

bei Ozonspaltung;

DOI:10.1111/j.1748-0361.2000.tb00466.x

Reference yield: 70.0%

3-methylpent-2-enoic acid (3675-21-6) → (E)-3-methyl-pent-3-enoyl chloride (60359-79-7)

Guidance literature:

With thionyl chloride; at 0 ℃; for 2.16667h;

upstream raw materials:

5-acetoxy-5-methyl-hept-1-en-3-one

trimetylsilylketene

butanone

Downstream raw materials:

(ZE)-3-methyl-2-pentenoate

butanone

oxalic acid

(E)-3-methyl-pent-3-enoyl chloride

Refernces