3-Furoic acid, tetrahydro-4-methylene-5-oxo-

Base Information

• Chemical Name: 3-Furoic acid, tetrahydro-4-methylene-5-oxo-
• CAS No.: 93913-58-7
• Molecular Formula: C₆H₆O₄
• Molecular Weight: 142.111
• NSC Number: 124901
• DSSTox Substance ID: DTXSID80298640,DTXSID10915212
• Mol file: 93913-58-7.mol

Synonyms:3-Furoic acid, tetrahydro-4-methylene-5-oxo-;93913-58-7;4-methylidene-5-oxooxolane-3-carboxylic acid;NSC124901;SCHEMBL3196631;DTXSID10915212;DTXSID80298640;AKOS006377503;NSC-124901;94942-91-3

Chemical Property of 3-Furoic acid, tetrahydro-4-methylene-5-oxo-

Chemical Property:

• Vapor Pressure: 1.09E-07mmHg at 25°C
• Boiling Point: 404.9°Cat760mmHg
• Flash Point: 181.3°C
• Density: 1.37g/cm³
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 142.02660867
• Heavy Atom Count: 10
• Complexity: 206

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1C(COC1=O)C(=O)O

Technology Process of 3-Furoic acid, tetrahydro-4-methylene-5-oxo-

There total 4 articles about 3-Furoic acid, tetrahydro-4-methylene-5-oxo- 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: 54.0%

diethyl α-methylene-γ-butyrolactone-β-dicarboxylate (56643-56-2) → α-methylene-γ-butyrolactone-β-carboxylic acid (93913-58-7)

Guidance literature:

With hydrogenchloride; at 38 ℃; for 52h;

DOI:10.1016/S0040-4020(01)82432-7

Reference yield:

diethyl 2-ethoxycarbonyl-3-methylbutadienoate (30313-07-6) → α-methylene-γ-butyrolactone-β-carboxylic acid (93913-58-7)

Guidance literature:

Multi-step reaction with 3 steps

1: LiAlH₄, cc. HCl / benzene / 1.) ice-water bath, 30 min 2.) RT, 2.5 h 2.) 0 deg C, 5 min

2: 30.5 g / KHCO₃ / 0.42 h / 65 °C

3: 54 percent / 20percent HCl / 52 h / 38 °C

With hydrogenchloride; lithium aluminium tetrahydride; potassium hydrogencarbonate; In benzene;

DOI:10.1016/S0040-4020(01)82432-7

Reference yield:

triethyl prop-2-ene-1,1,2-tricarboxylate (71195-11-4) → α-methylene-γ-butyrolactone-β-carboxylic acid (93913-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 30.5 g / KHCO₃ / 0.42 h / 65 °C

2: 54 percent / 20percent HCl / 52 h / 38 °C

With hydrogenchloride; potassium hydrogencarbonate;

DOI:10.1016/S0040-4020(01)82432-7

upstream raw materials:

diethyl α-methylene-γ-butyrolactone-β-dicarboxylate

4-bromo-but-1-ene-2,3-dicarboxylic acid

diethyl 2-ethoxycarbonyl-3-methylbutadienoate

triethyl prop-2-ene-1,1,2-tricarboxylate