Tetrahydrofuran-3-carbaldehyde

Base Information

• Chemical Name: Tetrahydrofuran-3-carbaldehyde
• CAS No.: 79710-86-4
• Molecular Formula: C5H8 O2
• Molecular Weight: 100.117
• Hs Code.: 2932190090
• European Community (EC) Number: 629-664-5
• DSSTox Substance ID: DTXSID60888563
• Nikkaji Number: J876.205H
• ChEMBL ID: CHEMBL2228161
• Mol file: 79710-86-4.mol

Synonyms:Tetrahydrofuran-3-carbaldehyde;79710-86-4;oxolane-3-carbaldehyde;3-Furancarboxaldehyde, tetrahydro-;tetrahydro-3-furancarbaldehyde;TETRAHYDROFURAN-3-CARBOXALDEHYDE;tetrahydrofuran-3-carboxyaldehyde;Tetrahydrofuran-3-carbaldehyde, 50% in water;MFCD02101976;EC 629-664-5;2-(Tetrahydrofuran-3-yl)acetaldehyde (~50per cent in water);(oxolan-3-yl)formaldehyde;SCHEMBL67754;tetrahydrofuran-4-carbaldehyde;3-tetrahydrofurancarboxaldehyde;tetrahydro-3-furancarboxaldehyde;tetrahydro-furan-3-carbaldehyde;CHEMBL2228161;AMY5966;DTXSID60888563;BDBM50486221;Tetrahydrofuran-3-carboxaldehyde 98;AKOS000121109;AKOS016843210;CS-W004272;(+/-)-tetrahydrofuran-3-carboxaldehyde;AS-49421;LS-70097;SY046752;FT-0653338;EN300-24546;A22572;I10170;F8887-4764;Z199056102

Chemical Property of Tetrahydrofuran-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 3.03mmHg at 25°C
• Refractive Index: n20/D 1.416
• Boiling Point: 99oC
• Flash Point: >230 °F
• PSA: 26.30000
• Density: 1.106 g/mL at 25oC
• LogP: 0.22180
• Storage Temp.: 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 100.052429494
• Heavy Atom Count: 7
• Complexity: 70.5

Purity/Quality:

99.9% ^*data from raw suppliers

2-(Tetrahydrofuran-3-yl)acetaldehyde(~50%inwater) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A mild eye irritant.
• Hazard Codes: Xi
• Statements: 5-19-41
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COCC1C=O
• Uses: 2-(Tetrahydrofuran-3-yl)acetaldehyde is a reagent used in the preparation of several pharmaceutical agents. It is used in the prepoaration of ortho-amino benzamides and nicotinamides as MCHr1 (Melanin-concentrating hormone receptor 1) antagonists, used in the therapeutic treatment of obesity. Also used in the pereparation of Tsg101-directed HIV-1 budding antagonists for application towards late-stage HIV-1 infection.

Technology Process of Tetrahydrofuran-3-carbaldehyde

There total 4 articles about Tetrahydrofuran-3-carbaldehyde 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: 89.0%

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + carbon monoxide (201230-82-2) → tetrahydrofuran-2-carbaldehyde (7681-84-7) + tetrahydrofuran-3-carboxaldehyde (79710-86-4)

Guidance literature:

With hydrogen; In toluene; at 80 ℃; for 12h; under 11400.8 Torr; Concentration; Pressure; Temperature;

DOI:10.1016/j.molcata.2015.01.027

Reference yield: 72.0%

2,5-dihydrofuran (1708-29-8) + carbon monoxide (201230-82-2) → tetrahydrofuran-2-carbaldehyde (7681-84-7) + tetrahydrofuran-3-carboxaldehyde (79710-86-4)

Guidance literature:

With hydrogen; In toluene; at 80 ℃; for 12h; under 11400.8 Torr; Concentration; Pressure; Temperature;

DOI:10.1016/j.molcata.2015.01.027

Reference yield:

2,5-dihydrofuran (1708-29-8) + carbon monoxide (201230-82-2) → 2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + tetrahydrofuran-2-carbaldehyde (7681-84-7) + tetrahydrofuran-3-carboxaldehyde (79710-86-4)

Guidance literature:

With Ir(CO)₂(acac); 3,5-bis-O-[(3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl)phosphite]-6-O-isopropyl-1,2-O-isopropylidene-α-D-glucofuranose; hydrogen; In toluene; at 30 - 45 ℃; under 2250.23 Torr; Autoclave;

DOI:10.1002/adsc.200900608

upstream raw materials:

2,3-dihydro-2H-furan

carbon monoxide

2,5-dihydrofuran

Downstream raw materials:

3-methyltetrahydrofuran

dihydro-4-methyl-2(3H)-furanone

3-methyltetrahydro-2-furanone

3-tetrahydrofuranmethanol

Refernces

• 1、 Cao, Yu,Napoline, Jonathan W.,Bacsa, John,Pollet, Pamela,Soper, Jake D.,Sadighi, Joseph P.. "Synthesis of an Azaphosphatriptycene and Its Rhodium Carbonyl Complex". . p. 1868 - 1871. Retrieved 2019/05/16.
• 2、 Tang, Yongquan,Dong, Ke,Wang, Sai,Sun, Qi,Meng, Xiangju,Xiao, Feng-Shou. "Boosting the hydrolytic stability of phosphite ligand in hydroformylation by the construction of superhydrophobic porous framework". . . Retrieved 2019/06/05.