Tetrahydrofurfuryl alcohol

Base Information

• Chemical Name: Tetrahydrofurfuryl alcohol
• CAS No.: 97-99-4
• Deprecated CAS: 72074-94-3,82853-20-1,82853-20-1
• Molecular Formula: C5H10O2
• Molecular Weight: 102.133
• Hs Code.: 29321300
• European Community (EC) Number: 202-625-6
• ICSC Number: 1159
• NSC Number: 15434
• UN Number: 1993
• UNII: XD95821VF9
• DSSTox Substance ID: DTXSID1029128
• Nikkaji Number: J4.733C
• Wikipedia: Tetrahydrofurfuryl_alcohol
• Wikidata: Q2406741
• Metabolomics Workbench ID: 44724
• ChEMBL ID: CHEMBL2287521
• Mol file: 97-99-4.mol

Synonyms:tetrahydrofurfuryl alcohol;tetrahydrofurfuryl alcohol, (R)-isomer;tetrahydrofurfuryl alcohol, (S)-isomer

Chemical Property of Tetrahydrofurfuryl alcohol

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 2.3 mm Hg ( 39 °C)
• Melting Point: -80 °C
• Refractive Index: n20/D 1.452(lit.)
• Boiling Point: 176.818 °C at 760 mmHg
• PKA: 14.44±0.10(Predicted)
• Flash Point: 83.889 °C
• PSA: 29.46000
• Density: 1.039 g/cm³
• LogP: 0.15770
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: acetone: miscible(lit.)
• Water Solubility.: soluble
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 102.068079557
• Heavy Atom Count: 7
• Complexity: 54
• Transport DOT Label: Combustible Liquid

Purity/Quality:

99% ^*data from raw suppliers

Tetrahydrofurfuryl alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36-62-61
• Safety Statements: 39-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Other Solvents
• Canonical SMILES: C1CC(OC1)CO
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes. The substance may cause effects on the central nervous system at high concentrations. This may result in lowering of consciousness.
• Effects of Long Term Exposure: Animal tests show that this substance possibly causes toxic effects upon human reproduction.
• Uses: Tetrahydrofurfuryl alcohol is used extensively in various industries as a high-purity, water miscible solvent, and as a chemical intermediate. It was used as Solvent for vinyl resins; dyes for leather; chlorinated rubber; cellulose esters; solvent softener for nylon; vegetable oils; coupling agent; organic synthesis.

Technology Process of Tetrahydrofurfuryl alcohol

There total 252 articles about Tetrahydrofurfuryl alcohol 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: 97.0%

(R)-tetrahydro-2-furoic acid (87392-05-0) → (R)-(tetrahydrofuran-2-yl)methanol (97-99-4,22415-59-4,57203-01-7,72074-94-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 16h; Inert atmosphere; Reflux;

DOI:10.1016/j.ejmech.2020.113087

Reference yield: 91.9%

furfural (98-01-1) → Tetrahydrofurfuryl alcohol (97-99-4) + tetrahydrofuran-2-carbaldehyde (7681-84-7)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In water; at 2 ℃; for 2h; under 60006 Torr; Reagent/catalyst; Autoclave;

Reference yield: 74.0%

(R)-(-)-methyl tetrahydrofuran-2-carboxylate (87324-00-3) → (R)-(tetrahydrofuran-2-yl)methanol (97-99-4,22415-59-4,57203-01-7,72074-94-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 3h; Heating;

DOI:10.1021/jm00015a005

upstream raw materials:

phthalic acid mono-((S)-tetrahydrofurfuryl ester)

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

(S)-tetrahydro-2-furoic acid

(S)-2-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan

Downstream raw materials:

tetrahydrofurfuryl tetrahydropyranyl ether

Tetrahydrofurfuryl nicotinate

chloro-formic acid tetrahydrofurfuryl ester

β-Chlor-propionsaeure-tetrahydrofurfurylester

Refernces

• 1、 Zhang, Xiang,Hao, Xiaoyu,Liu, Le,Pham, Anh-Tuan,López-Andarias, Javier,Frontera, Antonio,Sakai, Naomi,Matile, Stefan. "Primary Anion-π Catalysis and Autocatalysis". . p. 17867 - 17871. Retrieved 2018.
• 2、 Khan, Farooq-Ahmad,Vallat, Armelle,Suess-Fink, Georg. "Highly selective low-temperature hydrogenation of furfuryl alcohol to tetrahydrofurfuryl alcohol catalysed by hectorite-supported ruthenium nanoparticles". . p. 1428 - 1431. Retrieved 2011.
• 3、 Li, Zhi-Xin,Wei, Xian-Yong,Liu, Guang-Hui,Meng, Xing-Long,Yang, Zheng,Niu, Shuo,Zhang, Di,Gao, Hua-Shuai,Ma, Zhi-Hao,Zong, Zhi-Min. "Highly selective hydrogenation of furfural and levulinic acid over Ni0.09Zn/NC600 derived from ZIFW-8". . . Retrieved 2020.
• 4、 Bagnato,Figoli,Ursino,Galiano,Sanna. "A novel Ru-polyethersulfone (PES) catalytic membrane for highly efficient and selective hydrogenation of furfural to furfuryl alcohol". . p. 4955 - 4965. Retrieved 2018.
• 5、 Moir, Michael,Lane, Samuel,Montgomery, Andrew P.,Hibbs, David,Connor, Mark,Kassiou, Michael. "The discovery of a potent and selective pyrazolo-[2,3-e]-[1,2,4]-triazine cannabinoid type 2 receptor agonist". . . Retrieved 2020/12/21.
• 6、 Wang, Zhuangqing,Wang, Xinchao,Zhang, Chao,Arai, Masahiko,Zhou, Leilei,Zhao, Fengyu. "Selective hydrogenation of furfural to furfuryl alcohol over Pd/TiH2 catalyst". . . Retrieved 2021/05/13.