Methyl 3-methyl-2-butenoate

Base Information

• Chemical Name: Methyl 3-methyl-2-butenoate
• CAS No.: 924-50-5
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 29161900
• European Community (EC) Number: 213-107-4
• UNII: 6YS6J4URT3
• DSSTox Substance ID: DTXSID1061283
• Nikkaji Number: J111.191D
• Wikidata: Q72492778
• ChEMBL ID: CHEMBL299017
• Mol file: 924-50-5.mol

Synonyms:924-50-5;Methyl 3-methyl-2-butenoate;Methyl 3,3-dimethylacrylate;methyl 3-methylbut-2-enoate;METHYL-3,3-DIMETHYLACRYLATE;2-Butenoic acid, 3-methyl-, methyl ester;3,3-Dimethylacrylic Acid Methyl Ester;3-Methyl-but-2-enoic acid methyl ester;Methyl senecioate;Crotonic acid, 3-methyl-, methyl ester;Methyl 3-methylcrotonate;EINECS 213-107-4;EC 213-107-4;methyl-3,3-dimethyl acrylate;methylsenecioate;Methyl 3,3-dimethacrylate;3,3-DIMETHYL ACRYLIC ACID METHYL ESTER;methyl,3,3-dimethylacrylate;6YS6J4URT3;Senecioic acid, methyl ester;ghl.PD_Mitscher_leg0.193;Methyl .beta.-methylcrotonate;methyl 3,3-dimethyl acrylate;Methyl -3,3-dimethylacrylate;SCHEMBL273328;CHEMBL299017;DTXSID1061283;Methyl 3-methylbut-2-enoate #;3-Methylcrotonic acid methyl ester;3,3-Dimethyl-acrylic methyl ester;BCP10333;Methyl 3-methyl-2-butenoate, 97%;MFCD00043940;2-butenoicacid,3-methyl-,methylester;3-methylbut-2-enoic acid methyl ester;AKOS015851424;3-Methyl-2-butenoic acid methyl ester;CS-W013641;3-Methyl-2-butenoic acid, methyl ester;AS-14299;4-(4-Methylphenoxy)piperidinehydrochloride;FT-0628838;M2052;EN300-73098;F11280;Q-201373

Chemical Property of Methyl 3-methyl-2-butenoate

Chemical Property:

• Appearance/Colour: colorless transparent liquid
• Vapor Pressure: 7.36mmHg at 25°C
• Melting Point: -41°C
• Refractive Index: n20/D 1.4364(lit.)
• Boiling Point: 136.5 °C at 760 mmHg
• Flash Point: 32.1 °C
• PSA: 26.30000
• Density: 0.916 g/cm³
• LogP: 1.12560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Light Sensitive
• Water Solubility.: Soluble in chloroform. Insoluble in water,
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 110

Purity/Quality:

99.0% min ^*data from raw suppliers

Methyl 3-methyl-2-butenoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10
• Safety Statements: 16-29-33

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=CC(=O)OC)C
• Uses: Methyl 3,3-dimethylacrylate is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.

Technology Process of Methyl 3-methyl-2-butenoate

There total 56 articles about Methyl 3-methyl-2-butenoate 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: 97.8%

methanol (67-56-1) + 3-Methylbutenoic acid (541-47-9) → Methyl 3,3-dimethylacrylate (924-50-5)

Guidance literature:

With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate; for 3h; Reflux; Green chemistry;

Reference yield: 90.0%

tert-butyl(1-methoxyvinyl)dimethylsilane (105245-42-9) + acetone (67-64-1) → Methyl 3,3-dimethylacrylate (924-50-5)

Guidance literature:

tert-butyl(1-methoxyvinyl)dimethylsilane; acetone; With C₄₀H₆₁Al₃O₃; In acetonitrile; at 0 - 5 ℃; for 72h;

With hydrogenchloride; In water; acetonitrile; at 20 ℃; for 3h;

DOI:10.1080/10426507.2014.906427

Reference yield: 74.0%

methanol (67-56-1) + 3,3-dimethyl acrylaldehyde (107-86-8) → Methyl 3,3-dimethylacrylate (924-50-5)

Guidance literature:

With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; C₂₃H₁₉Cl₃N₃⁽¹⁺⁾*Cl^(1-); benzoic acid; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1002/anie.202104712

upstream raw materials:

diethyl ether

3,4-Dibromo-3-methyl-butan-2-one

sodium methylate

methyl 3-methyl-3-butenoate

Downstream raw materials:

4,4-dimethyl-3,4-dihydro-benzo[h]chromen-2-one

methyl 3-methylbutanoate

5-Benzenesulfonyl-2,7-dimethyl-octa-2,6-dien-4-one

trans-1,4-Bis-<1-oxo-3-methyl-4-methoxycarbonyl-buten-(3)-yl>-cyclohexan

Refernces

• 1、 Jiwajinda, Suratwadee,Santisopasri, Vilai,Ohigashi, Hajime. "Coumarin-related compounds as plant growth inhibitors from two rutaceous plants in Thailand". . p. 420 - 423. Retrieved 2000.
• 2、 Jones II et al.. "". . p. 374. Retrieved 1973.
• 3、 Berkessel, Albrecht,Biswas, Animesh,Harnying, Wacharee,Sudkaow, Panyapon. "N-Heterocyclic Carbene/Carboxylic Acid Co-Catalysis Enables Oxidative Esterification of Demanding Aldehydes/Enals, at Low Catalyst Loading". supporting information. p. 19631 - 19636. Retrieved 2021/08/09.
• 4、 Chen, Min,Chen, Changle. "Direct and Tandem Routes for the Copolymerization of Ethylene with Polar Functionalized Internal Olefins". supporting information. p. 1206 - 1210. Retrieved 2019/12/24.