Methyl trans-2-methyl-2-pentenoate

Base Information

• Chemical Name: Methyl trans-2-methyl-2-pentenoate
• CAS No.: 1567-14-2
• Molecular Formula: C7H12O2
• Molecular Weight: 128.171
• Hs Code.: 2916190090
• European Community (EC) Number: 625-433-8
• DSSTox Substance ID: DTXSID501030817
• Nikkaji Number: J444.491D,J263.947E
• Wikidata: Q76303620
• Mol file: 1567-14-2.mol

Synonyms:1567-14-2;Methyl trans-2-methyl-2-pentenoate;methyl (E)-2-methylpent-2-enoate;2-Methyl (E)-2-Methyl-2-pentenoate;methyl 2-methyl-2-pentenoate;methyl (2E)-2-methyl-2-pentenoate;SCHEMBL374910;SCHEMBL2616622;(E)-Methyl2-methylpent-2-enoate;DTXSID501030817;(E)-Methyl 2-methylpent-2-enoate;Methyl (E)-2-methyl-2-pentenoate;AKOS040768169;2-Methyl-2-pentenoic acid methyl ester;Methyl trans-2-methyl-2-pentenoate,99%;METHYL TRANS-2-METHYL-2-PENTENOATE, 99%;InChI=1/C7H12O2/c1-4-5-6(2)7(8)9-3/h5H,4H2,1-3H3/b6-5

Chemical Property of Methyl trans-2-methyl-2-pentenoate

Chemical Property:

• Vapor Pressure: 4.27mmHg at 25°C
• Melting Point: -62.68°C (estimate)
• Refractive Index: n20/D 1.438(lit.)
• Boiling Point: 46-47 °C15 mm Hg(lit.)
• Flash Point: 124 °F
• PSA: 26.30000
• Density: 0.92 g/mL at 25 °C(lit.)
• LogP: 1.51570
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

99.90% ^*data from raw suppliers

2-Methyl(E)-2-Methyl-2-pentenoate ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16-27-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=C(C)C(=O)OC
• Isomeric SMILES: CC/C=C(\C)/C(=O)OC
• Uses: 2-Methyl (E)-2-Methyl-2-pentenoate is an substituent in the synthesis of analogs of Valproic Acid.

Technology Process of Methyl trans-2-methyl-2-pentenoate

There total 18 articles about Methyl trans-2-methyl-2-pentenoate 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%

methanol (67-56-1) + 2-methylpent-2-enoic acid (16957-70-3) → methyl (2E)-2-methyl-2-pentenoate (1567-14-2)

Guidance literature:

sulfuric acid; for 16h; Heating / reflux;

Reference yield: 80.0%

methanol (67-56-1) + (E)-2-methylpent-2-enal (623-36-9) → methyl (2E)-2-methyl-2-pentenoate (1567-14-2)

Guidance literature:

With sodium cyanide; manganese(IV) oxide; acetic acid; at 20 ℃; for 16h;

DOI:10.1080/00397911.2014.997368

Reference yield:

methanol (67-56-1) + carbon dioxide (124-38-9,18923-20-1) → methyl (2E)-2-methyl-2-pentenoate (1567-14-2) + methyl (E)-hex-3-enoate (13894-61-6) + methyl (E)-hex-4-enoate (14017-81-3)

Guidance literature:

With hydrogenchloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) 3 d, 35 deg C, THF;

DOI:10.1016/0022-328X(87)85007-6

upstream raw materials:

methanol

2-methylpent-2-enoic acid

methyl 2-bromo-2-methylpentanoate

N,N-dimethyl-aniline

Downstream raw materials:

methyl (E)-4-bromo-2-methyl-2-pentenoate

threo-2-methyl-3-(phenylthio)pentanoic acid methyl ester

erytrho-2-methyl-3-(phenylthio)pentanoic acid methyl ester

cis-2-methyl-pent-2-enoic acid