2-Methyl-2-pentenoic acid

Base Information

• Chemical Name: 2-Methyl-2-pentenoic acid
• CAS No.: 16957-70-3
• Deprecated CAS: 1628063-57-9
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 2916199590
• European Community (EC) Number: 241-026-4,221-552-0
• UNII: 44I99E898B
• DSSTox Substance ID: DTXSID30884951
• Nikkaji Number: J150.063E,J208.718I
• Wikidata: Q27258744
• ChEMBL ID: CHEMBL116268
• Mol file: 16957-70-3.mol

Synonyms:2-METHYL-2-PENTENOIC ACID;16957-70-3;trans-2-Methyl-2-pentenoic acid;(E)-2-methylpent-2-enoic acid;3142-72-1;(S)-2-Methylpentenoic acid;(E)-2-methyl-2-pentenoic acid;FEMA No. 3195;2-Pentenoic acid, 2-methyl-, (E)-;2-Pentenoic acid, 2-methyl-, (2E)-;2-Methylpent-2-en-1-oic acid;(2E)-2-methylpent-2-enoic acid;(E)-2-Methylpent-2-en-1-oic acid;UNII-44I99E898B;EINECS 221-552-0;EINECS 241-026-4;44I99E898B;(2E)-2-Methyl-2-pentenoic acid;2 - methylpent - 2 - en - 1 - oic acid;SCHEMBL17817;SCHEMBL17819;2-Methyl 2E-Pentenoic Acid;(E)-2-methylpent-2-enoicacid;CHEMBL116268;JJYWRQLLQAKNAD-SNAWJCMRSA-;DTXSID30884951;CHEBI:173385;trans-2-methyl-pent-2-enoic acid;STR05361;MFCD00002655;s6327;AKOS000121176;AKOS025309990;trans-2-Methyl-2-pentenoic acid, 97%;2-METHYL-2-PENTENOIC ACID [FCC];2-METHYL-2-PENTENOIC ACID [FHFI];2-METHYL-2-PENTENOIC ACID, TRANS-;2-METHYL-2-PENTENOIC ACID, (2E)-;CS-0031404;M0784;M2814;EN300-34638;D78175;EN300-7392848;A811120;A820845;Q-200302;(E) - 2 - methylpent - 2 - en - 1 - oic acid;Q27258744;trans-2-Methyl-2-pentenoic acid, >=98%, FCC, FG;2-Methyl-2-pentenoic acid, natural (US), 97.0%, FG;InChI=1/C6H10O2/c1-3-4-5(2)6(7)8/h4H,3H2,1-2H3,(H,7,8)/b5-4+

Chemical Property of 2-Methyl-2-pentenoic acid

Chemical Property:

• Appearance/Colour: clear colorless to pale yellow liquid
• Vapor Pressure: 0.0554mmHg at 25°C
• Melting Point: 26-28 °C(lit.)
• Refractive Index: n20/D 1.46(lit.)
• Boiling Point: 215.903 °C at 760 mmHg
• PKA: 5.00±0.19(Predicted)
• Flash Point: 113.863 °C
• PSA: 37.30000
• Density: 0.987 g/cm³
• LogP: 1.42730
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: insoluble
• 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:

99.9% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2-Methyl-2-pentenoic acid

There total 31 articles about 2-Methyl-2-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: 91.0%

(E)-N-(2-hydroxyethyl)-2-methyl-2-pentenamide (637337-87-2) → 2-methylpent-2-enoic acid (16957-70-3)

Guidance literature:

With hydrogenchloride; for 5h; Heating;

DOI:10.1039/b503633j

Reference yield: 89.0%

(E)-2-Methyl-1-trimethylsilanyl-pent-2-en-1-one (79140-68-4) → 2-methylpent-2-enoic acid (16957-70-3)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran;

DOI:10.1021/ja00410a043

Reference yield: 87.0%

(E)-2-methylpent-2-enal (623-36-9) → 2-methylpent-2-enoic acid (16957-70-3)

Guidance literature:

With potassium hydroxide; sodium tetrahydroborate; air; palladium on activated charcoal; In methanol; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2007.03.151

upstream raw materials:

2-Methylpentanoic acid

2-methyl-2-pentenal

(E)-2-methylpent-2-enal

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

Downstream raw materials:

(E)-(R)-⁽¹⁾-1-methylbutyl 2-methyl-2-pentenoate

(+)-(1S)-1-methylbutyl (2E)-2-methylpent-2-enoate

(S)-3-((E)-2-methyl-pent-2-enoyl)-4-phenyl-oxazolidin-2-one

2-Methylpentanoic acid

Refernces

• 1、 Cheskis, B. A.,Yarutich, A. P.,Lebedeva, K. V.,Moiseenkov, A. M.. "SYNTHESIS OF RACEMIC DOMINCALURE - THE AGGREGATION PHEROMONE OF THE LESSER GRAIN BORER Rhyzopertha dominica". . p. 103 - 105. Retrieved 1985.
• 2、 Knaus, Tanja,Mutti, Francesco G.,Humphreys, Luke D.,Turner, Nicholas J.,Scrutton, Nigel S.. "Systematic methodology for the development of biocatalytic hydrogen-borrowing cascades: Application to the synthesis of chiral α-substituted carboxylic acids from α-substituted α,β-unsaturated aldehydes". supporting information. p. 223 - 233. Retrieved 2015/02/19.