2-Methylallyl butyrate

Base Information

• Chemical Name: 2-Methylallyl butyrate
• CAS No.: 7149-29-3
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• European Community (EC) Number: 230-474-6
• NSC Number: 72030
• UNII: 3HSQ94YKHE
• DSSTox Substance ID: DTXSID30221706
• Nikkaji Number: J183.072D
• Wikidata: Q27257229
• Metabolomics Workbench ID: 47290
• Mol file: 7149-29-3.mol

Synonyms:2-Methylallyl butyrate;2-methylprop-2-enyl butanoate;7149-29-3;Butyric acid, 2-methylallyl ester;Methylallyl butyrate;2-Methylallyl butanoate;Butanoic acid, 2-methyl-2-propenyl ester;2-Methyl-2-propenyl butanoate;2-Methyl-2-propenyl butyrate;FEMA No. 2678;UNII-3HSQ94YKHE;2-Methyl-2-propen-1-yl butyrate;3HSQ94YKHE;EINECS 230-474-6;2-methylprop-2-en-1-yl butanoate;NSC 72030;NSC-72030;methallyl butyrate;2-methyl allyl butyrate;SCHEMBL1695533;Butyric acid 2-methylallyl ester;DTXSID30221706;CHEBI:180293;NSC72030;LMFA07010722;2-METHYLALLYL BUTYRATE [FHFI];2-METHYL-2-PROPENL-YL BUTYRATE;2-PROPEN-1-OL, 2-METHYL-, BUTYRATE;BUTANOIC ACID, 2-METHYL-2-PROPEN-1-YL ESTER;Q27257229

Chemical Property of 2-Methylallyl butyrate

Chemical Property:

• Vapor Pressure: 1.47mmHg at 25°C
• Boiling Point: 170.4°C at 760 mmHg
• Flash Point: 64.6°C
• PSA: 26.30000
• Density: 0.894g/cm³
• LogP: 1.90580
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)OCC(=C)C
• Description: 2-Methylallyl butyrate has a powerful, penetrating, fruity, ethereal odor. It has a sharp, acrid taste above 20 ppm, becoming sweet, pineapple-, apple-, and plum-like. Produced by direct esterification of P-methylallyl alcohol with butyric acid.

Technology Process of 2-Methylallyl butyrate

There total 2 articles about 2-Methylallyl butyrate 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:

3-Chloro-2-methylpropene (563-47-3) → 2-methyl-2-propenyl butanoate (7149-29-3)

Guidance literature:

With isobutyryl chloride; at 175 ℃; in einer Kupferbombe;

Reference yield:

butanoic acid anhydride (106-31-0) + 3-hydroxy-2-methyl-1-propene (513-42-8) → 2-methyl-2-propenyl butanoate (7149-29-3)

Guidance literature:

DOI:10.1021/ja01869a050

Reference yield:

2-methyl-2-propenyl butanoate (7149-29-3) → 2-methyl-2-propenyl (E)-2-butenoate (27819-09-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: i-Pr₂NH; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 75 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 77 percent / Et₃N; mesyl azide / acetonitrile / 5 h / 20 °C

3.1: xylene / 2 h / Heating

With n-butyllithium; triethylamine; diisopropylamine; Methanesulfonyl azide; In tetrahydrofuran; hexane; acetonitrile; xylene; 1.1: Metallation / 1.2: Acylation / 2.1: diazo transfer / 3.1: Elimination;

DOI:10.1016/S0040-4020(00)00893-0

upstream raw materials:

butanoic acid anhydride

3-hydroxy-2-methyl-1-propene

3-Chloro-2-methylpropene

Downstream raw materials:

2-methyl-2-propenyl (E)-2-butenoate