3,4-dihydro-2H-pyran-5-carbaldehyde

Base Information

• Chemical Name: 3,4-dihydro-2H-pyran-5-carbaldehyde
• CAS No.: 25090-33-9
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 2932999099
• European Community (EC) Number: 841-637-1
• DSSTox Substance ID: DTXSID40371165
• Nikkaji Number: J1.145.323F
• Wikidata: Q82158426
• Mol file: 25090-33-9.mol

Synonyms:3,4-dihydro-2H-pyran-5-carbaldehyde;25090-33-9;2H-Pyran-5-carboxaldehyde, 3,4-dihydro-;5,6-dihydro-4H-pyran-3-carbaldehyde;2H-Pyran-5-carboxaldehyde,3,4-dihydro-;SCHEMBL3496;DTXSID40371165;WWZVSCJTMPYTLY-UHFFFAOYSA-N;MFCD00085019;3,4-Dihydro-2H-pyran-5-carbaldehyd;AKOS005070993;CS-0076821;FT-0614316;EN300-43151;7F-013;3,4-Dihydro-2H-pyran-5-carbaldehyde, AldrichCPR;A817636;W-206923;F9995-1310;Z432415080;6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazolehydrochloride

Chemical Property of 3,4-dihydro-2H-pyran-5-carbaldehyde

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.819mmHg at 25°C
• Refractive Index: 1.56
• Boiling Point: 84°C 21mm，182.2 °C at 760 mmHg
• Flash Point: 71.2 °C
• PSA: 26.30000
• Density: 1.175 g/cm³
• LogP: 0.87960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 116

Purity/Quality:

98%min ^*data from raw suppliers

3,4-Dihydro-2H-pyran-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=COC1)C=O

Technology Process of 3,4-dihydro-2H-pyran-5-carbaldehyde

There total 9 articles about 3,4-dihydro-2H-pyran-5-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: 93.0%

3-(dimethoxymethyl)-2-methoxytetrahydro-2H-pyran (117837-38-4,117837-39-5) → 5,6-dihydro-4H-pyran-3-carbaldehyde (25090-33-9)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 3h;

Reference yield: 92.0%

2-Ethoxytetrahydropyran-3-carboxaldehyde-diethylacetal (69549-51-5) → 5,6-dihydro-4H-pyran-3-carbaldehyde (25090-33-9)

Guidance literature:

With phosphoric acid; at 90 ℃; for 6h;

Reference yield: 32.0%

acrolein (107-02-8,25068-14-8) → 5,6-dihydro-4H-pyran-3-carbaldehyde (25090-33-9)

Guidance literature:

With hydrogenchloride; In water; toluene; at 55 ℃;

DOI:10.1002/ejoc.202101277

upstream raw materials:

2-Ethoxytetrahydropyran-3-carboxaldehyde-diethylacetal

3,4-dihydro-2H-pyran

N,N-dimethyl-formamide

orthoformic acid triethyl ester

Downstream raw materials:

(E)-1-(3',4'-dihydro-2'H-pyran)-3-(trimethylsilyl)-2-propen-1-ol

C₁₁H₁₅N₃O

C₁₆H₁₇N₃O

C₂₂H₂₁N₃O₂

Refernces

• 1、 Bényei, Attila,Bíró, Tamás,Király, Sándor Balázs,Kurtán, Tibor,Lisztes, Erika,Tóth, Balázs István. "Knoevenagel-Cyclization Cascade Reactions of Substituted 5,6-Dihydro-2H-Pyran Derivatives". supporting information. p. 6161 - 6170. Retrieved 2021/12/10.
• 2、 Darensbourg, Donald J.,Kyran, Samuel J.. "Carbon Dioxide Copolymerization Study with a Sterically Encumbering Naphthalene-Derived Oxide". . p. 5421 - 5430. Retrieved 2015/09/15.