Tetrahydrofuran-2-carboxylic acid

Base Information

• Chemical Name: Tetrahydrofuran-2-carboxylic acid
• CAS No.: 16874-33-2
• Molecular Formula: C5H8O3
• Molecular Weight: 116.117
• Hs Code.: 29321900
• European Community (EC) Number: 605-530-1
• NSC Number: 521564
• UNII: CJ7M2QK6X3
• DSSTox Substance ID: DTXSID601030927
• Nikkaji Number: J261.111B
• Wikipedia: Tetrahydro-2-furoic_acid
• Wikidata: Q15634146
• ChEMBL ID: CHEMBL4447232
• Mol file: 16874-33-2.mol

Synonyms:tetrahydro-2-furancarboxylic acid;tetrahydrofuroic acid;THFC

Chemical Property of Tetrahydrofuran-2-carboxylic acid

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.0107mmHg at 25°C
• Melting Point: 21°C
• Refractive Index: n20/D 1.46(lit.)
• Boiling Point: 243.2 °C at 760 mmHg
• PKA: 3.60±0.20(Predicted)
• Flash Point: 113.2 °C
• PSA: 46.53000
• Density: 1.17 g/cm³
• LogP: 0.25000
• Storage Temp.: Store below +30°C.
• Water Solubility.: soluble
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 116.047344113
• Heavy Atom Count: 8
• Complexity: 99.8

Purity/Quality:

99% ^*data from raw suppliers

Tetrahydro-2-furoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45-28A

MSDS Files:

Useful:

• Canonical SMILES: C1CC(OC1)C(=O)O

Technology Process of Tetrahydrofuran-2-carboxylic acid

There total 28 articles about Tetrahydrofuran-2-carboxylic 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: 100.0%

2-furanoic acid (88-14-2) → tetrahydro-2-furancarboxylic acid (16874-33-2)

Guidance literature:

With (S)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyldicyclohexylphosphine; hydrogen; di(norbornadiene)rhodium(I) tetrafluoroborate; In methanol; at 60 ℃; for 19h; under 75006 Torr; Further Variations:; Reagents; Product distribution;

DOI:10.1007/s007060070013

Reference yield: 87.0%

Tetrahydrofurfuryl alcohol (97-99-4) → tetrahydro-2-furancarboxylic acid (16874-33-2)

Guidance literature:

With sodium hydrogencarbonate; platinum(IV) oxide; In water; at 60 ℃; for 48h;

DOI:10.1021/jo01289a012

Reference yield: 30.0%

Tetrahydrofurfuryl alcohol (97-99-4) → 4-butanolide (96-48-0) + tetrahydro-2-furancarboxylic acid (16874-33-2) + succinic acid (110-15-6)

Guidance literature:

oxidation at the Ni-hydroxide electrode;

DOI:10.1016/S0040-4020(01)87061-7

upstream raw materials:

2-furanoic acid

Tetrahydrofurfuryl alcohol

L-ornithine

3,5-dimethylphenyl 2-tetrahydrofuroate

Downstream raw materials:

(S)-(+)-methyl tetrahydrofuran-2-carboxylate

(R)-(-)-methyl tetrahydrofuran-2-carboxylate

(S)-tetrahydro-2-furoic acid

(R)-tetrahydro-2-furoic acid

Refernces

• 1、 -. "Preparation method of tetrahydrofuranacetic acid and ester compounds thereof". Paragraph 0019; 0025. . Retrieved 2021/05/12.
• 2、 Sun, Qianhui,Wang, Shuai,Liu, Haichao. "Selective Hydrogenolysis of α-C-O Bond in Biomass-Derived 2-Furancarboxylic Acid to 5-Hydroxyvaleric Acid on Supported Pt Catalysts at Near-Ambient Temperature". . p. 11413 - 11425. Retrieved 2019/11/21.