Allyl 2-furoate

Base Information

• Chemical Name: Allyl 2-furoate
• CAS No.: 4208-49-5
• Molecular Formula: C8H8 O3
• Molecular Weight: 152.15
• Hs Code.: 2932190090
• European Community (EC) Number: 224-128-3
• NSC Number: 18604
• UNII: 0X7Y34707N
• DSSTox Substance ID: DTXSID6063353
• Nikkaji Number: J45.625J
• Wikidata: Q27231223
• Metabolomics Workbench ID: 47550
• ChEMBL ID: CHEMBL2268884
• Mol file: 4208-49-5.mol

Synonyms:Allyl 2-furoate;4208-49-5;allyl furan-2-carboxylate;Allyl furoate;Allyl pyromucate;2-Furoic acid, allyl ester;Allyl 2-furancarboxylate;2-Furancarboxylic acid, 2-propenyl ester;2-Propenyl 2-furancarboxylate;FEMA No. 2030;prop-2-enyl furan-2-carboxylate;2-Propen-1-yl 2-furoate;2-Propen-1-yl furan-2-carboxylate;2-ALLYL FUROATE;prop-2-en-1-yl furan-2-carboxylate;EINECS 224-128-3;NSC 18604;AI3-36008;UNII-0X7Y34707N;2-Furancarboxylic acid, 2-propen-1-yl ester;2-Furancarboxylic acid, allyl ester;NSC-18604;0X7Y34707N;ALLYL2-FUROATE;allylfuran-2-carboxylate;Allyl 2-furoate, >=98%;SCHEMBL1532489;ALLYL 2-FUROATE [FHFI];CHEMBL2268884;DTXSID6063353;prop-2-enyl uran-2-carboxylate;CHEBI:173650;2-Furancarboxylic acid allyl ester;furan-2-carboxylic acid allyl ester;NSC18604;2-Furoic acid, allyl ester (8CI);MFCD00016580;AKOS025243321;2-PROPENYL FURAN-2-CARBOXYLATE;CS-W016304;LS-2548;SB61281;AS-58462;FT-0694819;D81778;Q27231223

Chemical Property of Allyl 2-furoate

Chemical Property:

• Vapor Pressure: 0.225mmHg at 25°C
• Melting Point: 209 °C
• Refractive Index: n20/D 1.495(lit.)
• Boiling Point: 206-209ºC(lit.)
• Flash Point: 205 °F
• PSA: 39.44000
• Density: 1.181 g/mL at 25ºC(lit.)
• LogP: 1.62240
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

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

AllylFuroate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCOC(=O)C1=CC=CO1

Technology Process of Allyl 2-furoate

There total 2 articles about Allyl 2-furoate 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%

2-furanoic acid (88-14-2) + allyl alcohol (107-18-6) → prop-2-enyl furan-2-carboxylate (4208-49-5)

Guidance literature:

With DMAM; tris-(3,5- di- tert -butylphenyl)phosphine; In 2-methyltetrahydrofuran; at 20 ℃; for 2h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.joc.8b00014

Reference yield:

2-furancarbonyl chloride (527-69-5) + allyl alcohol (107-18-6) → prop-2-enyl furan-2-carboxylate (4208-49-5)

Guidance literature:

allyl alcohol; With pyridine; In dichloromethane; at 0 ℃; Inert atmosphere;

2-furancarbonyl chloride; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201301809

Reference yield: 96.0%

prop-2-enyl furan-2-carboxylate (4208-49-5) + thiophenol (108-98-5) → C14H14O3S

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In neat (no solvent); at 20 ℃; for 3h; regioselective reaction; Green chemistry;

DOI:10.1002/adsc.201500720

upstream raw materials:

2-furanoic acid

allyl alcohol

2-furancarbonyl chloride

Downstream raw materials:

C₂₀H₁₉NO₆

C₂₀H₁₉NO₆

(E)-3-(benzyloxyimino)-3-cyano-2-methylpropyl furan-2-carboxylate

bis(4-fluorophenyl)disulfide

Refernces

• 1、 Dong, Jia Jia,Fananas-Mastral, Martin,Alsters, Paul L.,Browne, Wesley R.,Feringa, Ben L.. "Palladium-catalyzed selective anti-markovnikov oxidation of allylic esters". supporting information. p. 5561 - 5565. Retrieved 2013/06/27.
• 2、 Gaspar, Boris,Carreira, Erick M.. "Cobalt catalyzed functionalization of unactivated alkenes: Regioselective reductive C-C bond forming reactions". supporting information; experimental part. p. 13214 - 13215. Retrieved 2010/01/21.