3749-36-8

Basic information

• Product Name: 3,4-Dihydro-2H-pyran-2-methanol
• Synonyms: DHP LINKER;2H-PYRAN-2-METHANOL, 3,4-DIHYDRO-;2-HYDROXYMETHYL-3,4-DIHYDRO-2H-PYRAN;3,4-DIHYDRO-2H-PYRAN-2-METHANOL;3,4-DIHYDRO-2H-PYRAN-2-YLMETHANOL;3,4-DIHYDRO-2H-PYRANE-2-METHANOL;3,4-Dihydroxy-2H-pyran-2-Methanol;2-HYDROXYMETHYL-3,4-DIHYDRO-2H-PRYAN(DHP-LINKER)
• CAS NO: 3749-36-8
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14
• EINECS: 250-545-5
• Product Categories: Miscellaneous;Alkohols;Linkers for Solid Phase Synthesis;Linkers for solid phase synthesis
• Mol File: 3749-36-8.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 92-93 °C25 mm Hg(lit.)
• Flash Point: 85°C
• Appearance: /
• Density: 1.101 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0697mmHg at 25°C
• Refractive Index: n20/D 1.478(lit.)
• Storage Temp.: 2-8°C
• PKA: 14.34±0.10(Predicted)
• BRN: 107275
• CAS DataBase Reference: 3,4-Dihydro-2H-pyran-2-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dihydro-2H-pyran-2-methanol(3749-36-8)
• EPA Substance Registry System: 3,4-Dihydro-2H-pyran-2-methanol(3749-36-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-37/39
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 3749-36-8(Hazardous Substances Data)

Usage

Description

3,4-Dihydro-2H-pyran-2-methanol, also known as dihydropyran-2-methanol, is an organic compound with the chemical formula C6H12O2. It is a colorless liquid at room temperature and is commonly used in various applications due to its unique chemical properties.

Uses

Used in Chemical Synthesis:
3,4-Dihydro-2H-pyran-2-methanol is used as a protecting group for alcohols in organic synthesis. It provides a mild and selective method for the immobilization and cleavage of alcohols, which is crucial in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,4-Dihydro-2H-pyran-2-methanol is used as a key intermediate in the synthesis of various drugs and drug candidates. Its ability to protect alcohol functional groups makes it a valuable tool in the development of new medications.
Used in Flavor and Fragrance Industry:
3,4-Dihydro-2H-pyran-2-methanol is also utilized in the flavor and fragrance industry as a building block for the creation of various scent compounds. Its unique chemical structure allows for the development of novel fragrances and flavors.
Used in Material Science:
In the field of material science, 3,4-Dihydro-2H-pyran-2-methanol is employed in the development of new polymers and materials with specific properties. Its versatility in chemical reactions enables the creation of materials with tailored characteristics for various applications.
Overall, 3,4-Dihydro-2H-pyran-2-methanol is a versatile compound with a wide range of applications across different industries, including chemical synthesis, pharmaceuticals, flavor and fragrance, and material science. Its unique chemical properties make it an essential tool in the development of new products and technologies.

InChI:InChI=1/C6H10O2/c7-5-6-3-1-2-4-8-6/h2,4,6-7H,1,3,5H2

Upstream product

• 20583-51-1 1SR,5SR-6,8-dioxabicyclo<3.2.1>oct-3-ene 
• 16698-52-5 3,4-dihydro-2H-pyran-2-carboxylic acid sodium salt 
• 3540-36-1 (3,4-dihydro-2H-pyran-2-yl)methyl 3,4-dihydro-2H-pyran-2-carboxylate 
• 74-88-4 methyl iodide 
• 83568-11-0 racem. ethyl 3,4-dihydro-2H-pyran-2-carboxylate 
• 100-73-2 acrolein dimer 

Downstream Products

• 106-69-4 hexane-1,2,6-triol 
• 124654-49-5 trans-2-(benzenesulphonyl)-6-<(tert-butyldiphenylsilyloxy)methyl>tetrahydro-2H-pyran 
• 124654-38-2 trans-methyl 6-<(tert-butyldiphenylsilyloxy)methyl>tetrahydro-α,α-dimethyl-2H-pyran-2-acetate 
• 124654-38-2 cis-methyl 6-<(tert-butyldiphenylsilyloxy)methyl>tetrahydro-α,α-dimethyl-2H-pyran-2-acetate 
• 127940-32-3 5,6-Bis-benzyloxy-hexanal 
• 127940-31-2 (E)-1-Benzyloxy-6-methoxy-hex-5-en-2-ol 
• 34670-51-4 acide (3RS-5RS) diamino-3,6 hydroxy-5 hexanoique 
• 75795-75-4 methyl 6-O-benzyl-3,4-didesoxy-β-DL-glycero-hexulopyranoside 
• 75795-75-4 methyl 6-O-benzyl-3,4-didesoxy-α-DL-glycero-hexulopyranoside 
• 75795-73-2 6-benzyloxymethyl-3,3-dibromo-2-hydroxyoxanne 
• 75795-71-0 6-benzyloxymethyl-5-bromo-3,4-dihydro-2H-pyranne 
• 75363-59-6 tuberolactone 
• 25524-95-2 Jasmin lactone 
• 159691-05-1 (2S,6R)-2-<4'-<(carboxypropyl)oxy>phenoxy>-6-<(chloroacetamido)methyl>tetrahydropyran 

Relevant articles and documents

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Towards a library of chromene cannabinoids: A combinatorial approach on solid supports

A novel solid-phase synthesis towards classical cannabinoids is presented. Starting from immobilized salicylaldehydes the desired THC-analogous tricycles are obtained in four atom-economic steps including cleavage. The reagents of the employed reactions (domino oxa-Michael-aldol, Wittig, and Diels-Alder) can be varied easily, providing the basis for a combinatorial approach. Overall yields range from 20-60%. Georg Thieme Verlag Stuttgart New York.

Efficient polymer-assisted strategy for the deprotection of protected oligosaccharides

(Chemical Equation Presented) New strategies in sugar synthesis: A prelinker containing a dihydropyranyl moiety and an activated ester can be attached to a sugar, which is then loaded onto an amino-modified support by amidation. Standard protecting-group manipulations are possible. Final cleavage of the linker under mildly acidic conditions provides the fully deprotected oligosaccharides. TFA=trifluoroacetic acid.