59574-65-1

Basic information

• Product Name: 4-(Tetrahydropyran-2-yloxy)-1-butene
• Synonyms: 4-(Tetrahydropyran-2-yloxy)-1-butene;2-but-3-enoxyoxane
• CAS NO: 59574-65-1
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22214
• Mol File: 59574-65-1.mol

Chemical Properties

• Boiling Point: 212.7°Cat760mmHg
• Flash Point: 71.9°C
• Appearance: /
• Density: 0.93g/cm³
• Vapor Pressure: 0.249mmHg at 25°C
• Refractive Index: 1.449
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Ethyl Acetate,
• CAS DataBase Reference: 4-(Tetrahydropyran-2-yloxy)-1-butene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Tetrahydropyran-2-yloxy)-1-butene(59574-65-1)
• EPA Substance Registry System: 4-(Tetrahydropyran-2-yloxy)-1-butene(59574-65-1)

Safety Data

• Hazardous Substances Data: 59574-65-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-(Tetrahydropyran-2-yloxy)-1-butene is used as a reagent for the protection of 3-Buten-1-ol in organic synthesis. The tetrahydropyran-2-yloxy group serves as a protective moiety, shielding the alcohol functionality from unwanted side reactions, thus allowing for selective transformations at other sites within the molecule.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-(Tetrahydropyran-2-yloxy)-1-butene is used as a key intermediate in the synthesis of various biologically active compounds. Its protected structure facilitates the development of new drugs with improved pharmacological properties, such as enhanced stability, bioavailability, and selectivity towards target receptors or enzymes.
Used in Chemical Research:
4-(Tetrahydropyran-2-yloxy)-1-butene is also employed in academic and industrial research settings for the investigation of new synthetic methods, reaction mechanisms, and the development of novel chemical transformations. Its unique structure makes it an attractive candidate for exploring innovative strategies in organic chemistry.
Used in Flavor and Fragrance Industry:
In the flavor and fragrance industry, 4-(Tetrahydropyran-2-yloxy)-1-butene may be used as a building block for the creation of complex and diverse scent molecules. Its ability to be modified and functionalized allows for the design of unique fragrances and flavors that can be tailored to specific consumer preferences and applications.
Overall, 4-(Tetrahydropyran-2-yloxy)-1-butene is a valuable compound in the fields of organic synthesis, pharmaceuticals, chemical research, and the flavor and fragrance industry, due to its versatility and potential for further modification and application.

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 5453, 1994 DOI: 10.1016/S0040-4039(00)73523-4

InChI:InChI=1/C9H16O2/c1-2-3-7-10-9-6-4-5-8-11-9/h2,9H,1,3-8H2

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 627-27-0 homoalylic alcohol 
• 33821-94-2 3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide 
• 2181-42-2 trimethylsulphonium iodide 
• 40365-61-5 2-(but-3-yn-1-yloxy)tetrahydropyran 
• 926-62-5 isobutylmagnesium bromide 
• 72900-28-8 2-((Z)-4-(tetrahydro-2H-pyran-2-yloxy)but-2-enyloxy)-tetrahydro-2H-pyran 
• 2259-30-5 tert-butylmagnesium bromide 

Downstream Products

• 54911-85-2 4-tetrahydropyranyloxybutanal 
• 62592-78-3 3-(2-tetrahydropyranyloxy)propanal 

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