100-73-2 Usage
Description
2-Formyl-3,4-dihydro-2H-pyran is a colorless or yellow liquid with a pungent disagreeable odor. It has a flash point of 118°F and a density of 1.077 g/cm3 (8.96 lb/gal). 2-Formyl-3,4-dihydro-2H-pyran may be irritating to the eyes and mucous membranes, and long-term exposure may result in adverse health effects. Its vapors are denser than air, and it is primarily used to make other chemicals and plastics.
Uses
Used in Chemical Processes:
2-Formyl-3,4-dihydro-2H-pyran is used as a reagent in various chemical processes. Its chemical properties make it a valuable intermediate for the synthesis of a wide range of compounds, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Formyl-3,4-dihydro-2H-pyran is used as a key building block for the development of novel drug candidates. Its unique structure allows for the creation of diverse molecular entities with potential therapeutic applications.
Used in Plastics Industry:
2-Formyl-3,4-dihydro-2H-pyran is also utilized in the plastics industry for the production of various types of plastics. Its incorporation into the polymer matrix can enhance the properties of the final product, such as strength, flexibility, and durability.
Used in Agrochemicals:
In the agrochemical sector, 2-Formyl-3,4-dihydro-2H-pyran is employed as a starting material for the synthesis of new pesticides and other crop protection agents. Its versatility in chemical reactions enables the development of innovative products with improved efficacy and reduced environmental impact.
Used in Specialty Chemicals:
2-Formyl-3,4-dihydro-2H-pyran is also used in the production of specialty chemicals, such as fragrances, dyes, and additives. Its unique chemical properties allow for the creation of new compounds with specific characteristics, catering to the diverse needs of various industries.
Synthesis Reference(s)
Journal of the American Chemical Society, 92, p. 3126, 1970 DOI: 10.1021/ja00713a034
Air & Water Reactions
Flammable. Soluble in water.
Reactivity Profile
Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation.
Health Hazard
May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. May polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Safety Profile
Mildly toxic by ingestion. A skin and severe eye irritant. A flammable liquid when exposed to heat, flame, or powerful oxidizing agents. To fight fire, use alcohol foam and multipurpose dry chemical. When heated to decomposition it emits acrid smoke and fumes
Check Digit Verification of cas no
The CAS Registry Mumber 100-73-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 0 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 100-73:
(5*1)+(4*0)+(3*0)+(2*7)+(1*3)=22
22 % 10 = 2
So 100-73-2 is a valid CAS Registry Number.
InChI:InChI=1/C4H10O2/c1-2-6-4-3-5/h5H,2-4H2,1H3
100-73-2Relevant articles and documents
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Jenner et al.
, p. 1107,1110 (1976)
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Microwave Induced Synthesis of 3,4-Dihydro-2H-pyran-2-carboxaldehyde: A Versatile Linker for Solid Phase Combinatorial Library
Hsieh, Hsing-Pang,Chen, Shui-Tein,Wang, Kung-Tsung
, p. 597 - 600 (1997)
Procedures for the dimerization of acrolein to form 3,4-dihydro-2H-pyran-2-carboxaldehyde by microwave induced synthesis have been developed. Significant rate-enhancement and yield increase were observed. 3,4-Dihydro-2H-pyran-2-carboxaldehyde was obtained in 91% yield under microwave irradiation for 5 minutes instead of 39% yield by reacting at 190 °C for 40 min or at 160 °C for 4 hr.
Synthesis of 15N-labelled 3,5-dimethylpyridine
Schubert, Mario,Limbach, Hans-Heinrich,Elguero, José
, p. 914 - 919 (2019)
15N-labelled pyridines are liquid- and solid-state nuclear magnetic resonance (NMR) probes for chemical and biological environments because their 15N chemical shifts are sensitive to hydrogen-bond and protonation states. By variation of the type and number of substituents, different target pyridines can be synthesized exhibiting different pKa values and molecular volumes. Various synthetic routes have been described in the literature, starting from different precursors or modification of other 15N-labelled pyridines. In this work, we have explored the synthesis of 15N 15N-labelled pyridines using a two-step process via the synthesis of alkoxy-3,4-dihydro-2H-pyran as precursor exhibiting already the desired pyridine substitution pattern. As an example, we have synthesized 3,5-dimethylpyridine-15N (lutidine-15N) as demonstrated by 15N-NMR spectroscopy. That synthesis starts from methacrolein, propenyl ether, and 15N-labelled NH4Cl as nitrogen source.
CCR2 MODULATORS
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Paragraph 0154; 0155, (2016/12/07)
Compounds are provided that are modulators of the CCR2 receptor. The compounds have the general formula (I) and are useful in pharmaceutical compositions, methods for the treatment of diseases and disorders involving the pathologic activtation of CCR2 receptors.
Towards a library of chromene cannabinoids: A combinatorial approach on solid supports
Kapeller, Dagmar C.,Br?se, Stefan
supporting information; experimental part, p. 161 - 164 (2011/03/19)
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.