beta-(2-Furyl)acrylic acid

Base Information

• Chemical Name: beta-(2-Furyl)acrylic acid
• CAS No.: 539-47-9
• Molecular Formula: C7H6O3
• Molecular Weight: 138.123
• Hs Code.: 29321900
• DSSTox Substance ID: DTXSID9060233
• Mol file: 539-47-9.mol

Synonyms:MFCD00003257;(E)-3-(2-Furyl)acrylic acid;3-(2-furanyl)acrylic acid;3-furan-2-yl-acrylic acid;(2e)(c)\3(c)\(furan(c)\2(c)\yl)prop(c)\2(c)\enoic acid;3-(furan-2-yl)-acrylic acid;DTXSID9060233;AKOS016038035;SB60967;SY009542;SY056646;FT-0613555;FT-0690114

Chemical Property of beta-(2-Furyl)acrylic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00127mmHg at 25°C
• Melting Point: 140-143 °C
• Refractive Index: 1.4600 (estimate)
• Boiling Point: 286 °C at 760 mmHg
• PKA: 4.39±0.10(Predicted)
• Flash Point: 106.8 °C
• PSA: 50.44000
• Density: 1.28 g/cm³
• LogP: 1.37740
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in dichloromethane and diethyl ether.
• Water Solubility.: 2g/L(20 oC)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 138.031694049
• Heavy Atom Count: 10
• Complexity: 151

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(2-Furanyl)-2-propenoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=COC(=C1)C=CC(=O)O
• Uses: 3-(2-Furyl)acrylic acid is derivatives used in perfumes. 3-(2-Furyl)acrylic acid is a reactant used in the preparation of heteroaryl-substituted bis-trifluoromethyl carbinols and trifluoroacetophenone derivatives malonyl-CoA decarboxylase (MCD) inhibitors.

Technology Process of beta-(2-Furyl)acrylic acid

There total 44 articles about beta-(2-Furyl)acrylic acid 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: 92.0%

furfural (98-01-1) + malonic acid (141-82-2) → 3-(fur-2-yl)crotonic acid (539-47-9,15690-24-1)

Guidance literature:

furfural; malonic acid; With piperidine; pyridine; at 20 - 100 ℃; for 3h;

With hydrogenchloride; In water;

Reference yield: 90.0%

ethyl (E)-3-(2-furyl)prop-2-enoate (53282-12-5,53282-26-1) → 3-(fur-2-yl)crotonic acid (539-47-9,15690-24-1)

Guidance literature:

With potassium hydroxide; for 4h; Heating;

DOI:10.1002/chem.200501034

Reference yield: 82.0%

furfural (98-01-1) + diethylphosphonoacetic acid (3095-95-2) → 3-(fur-2-yl)crotonic acid (539-47-9,15690-24-1)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; zinc trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 25 ℃; for 12h;

DOI:10.1055/s-2006-950292

upstream raw materials:

furfural

Ketene

N-acetylpropionamide

sodium acetate

Downstream raw materials:

(E)-3-Furan-2-yl-acrylic acid 4-nitro-phenyl ester

3t-[2]furyl-acrylic acid p-tolyl ester

(E)-3-Furan-2-yl-acrylic acid 2-acetyl-4-methyl-phenyl ester

(E)-3-Furan-2-yl-acrylic acid 2-acetyl-4-chloro-phenyl ester

Refernces

• 1、 Das, Aniruddha,Anbu, Nagaraj,Gogoi, Chiranjib,Dhakshinamoorthy, Amarajothi,Biswas, Shyam. "Amino Group Functionalized Hf-Based Metal-Organic Framework for Knoevenagel-Doebner Condensation". . p. 3396 - 3403. Retrieved 2021/08/20.
• 2、 Liu, Feng,Wu, Na,Cheng, Xu. "Chlorination Reaction of Aromatic Compounds and Unsaturated Carbon-Carbon Bonds with Chlorine on Demand". supporting information. p. 3015 - 3020. Retrieved 2021/05/05.