2-Methyl-5-tert-butyl-furan-3-carboxylate

Base Information

• Chemical Name: 2-Methyl-5-tert-butyl-furan-3-carboxylate
• CAS No.: 38422-62-7
• Molecular Formula: C10H14O3
• Molecular Weight: 182.22
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID80959325
• Wikidata: Q82940031
• Mol file: 38422-62-7.mol

Synonyms:2-Methyl-5-tert-butyl-furan-3-carboxylate;DTXSID80959325;AKOS028108802;5-tert-butyl-2-methyl-3-furancarboxylate;5-tert-butyl-2-methylfuran-3-carboxylate;5-tert-butyl-2-methyl-furan-3-carboxylate;A824143

Chemical Property of 2-Methyl-5-tert-butyl-furan-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.00176mmHg at 25°C
• Melting Point: 89-92 °C
• Boiling Point: 280.8 °C at 760 mmHg
• PKA: 4.59±0.26(Predicted)
• Flash Point: 123.6 °C
• PSA: 50.44000
• Density: 1.086 g/cm³
• LogP: 2.58370
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 181.086469272
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

98%min ^*data from raw suppliers

5-tert-Butyl-2-methylfuran-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(O1)C(C)(C)C)C(=O)[O-]

Technology Process of 2-Methyl-5-tert-butyl-furan-3-carboxylate

There total 5 articles about 2-Methyl-5-tert-butyl-furan-3-carboxylate 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: 83.9%

2-methyl-5-(tert-butyl)furan-3-carboxylic acid ethyl ester (38453-94-0) → 5-(tert-butyl)-2-methylfuran-3-carboxylic acid (38422-62-7)

Guidance literature:

With sodium hydroxide; In methanol; at 60 ℃; for 2h;

DOI:10.1016/j.bmc.2014.11.036

Reference yield:

ethyl 2-acetyl-5,5-dimethyl-4-oxopentanoate (38453-93-9) → 5-(tert-butyl)-2-methylfuran-3-carboxylic acid (38422-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous potassium carbonate-solution

2: aqueous KOH-solution

With potassium hydroxide; potassium carbonate;

DOI:10.1021/ja01124a513

Reference yield:

2-methyl-3-ethoxycarbonyl-furan (28921-35-9) → 5-(tert-butyl)-2-methylfuran-3-carboxylic acid (38422-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminium chloride; carbon disulfide

2: aqueous KOH-solution

With carbon disulfide; potassium hydroxide; aluminium trichloride;

DOI:10.1021/ja01124a513

upstream raw materials:

2-methyl-5-(tert-butyl)furan-3-carboxylic acid ethyl ester

2-methyl-3-ethoxycarbonyl-furan

ethyl 2-acetyl-5,5-dimethyl-4-oxopentanoate

1-chloro-3,3-dimethyl-butan-2-one

Refernces

• 1、 Zhao, Dongmei,Sun, Bin,Ren, Jinhong,Li, Fengrong,Song, Shuai,Lv, Xuejiao,Hao, Chenzhou,Cheng, Maosheng. "Synthesis and biological evaluation of 3-phenyl-3-aryl carboxamido propanoic acid derivatives as small molecule inhibitors of retinoic acid 4-hydroxylase (CYP26A1)". . p. 1356 - 1365. Retrieved 2015/03/04.