5440-83-5

Basic information

• Product Name: tetrahydro-2H-pyran-2-methyl acetate
• Synonyms: 2H-Pyran-2-methanol, tetrahydro-, 2-acetate; AI3-21178; NSC 20751; NSC 44985; Tetrahydro-2H-pyran-2-methanol acetate; 2H-Pyran-2-methanol, tetrahydro-, acetate; Tetrahydro-2H-pyran-2-methyl acetate; tetrahydro-2H-pyran-2-ylmethyl acetate
• CAS NO: 5440-83-5
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.195
• EINECS: 226-625-0
• Mol File: 5440-83-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 217.4°C at 760 mmHg
• Flash Point: 93.1°C
• Density: 1.02g/cm³
• Vapor Pressure: 0.133mmHg at 25°C
• Refractive Index: 1.434
• CAS DataBase Reference: tetrahydro-2H-pyran-2-methyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: tetrahydro-2H-pyran-2-methyl acetate(5440-83-5)
• EPA Substance Registry System: tetrahydro-2H-pyran-2-methyl acetate(5440-83-5)

Safety Data

• Hazardous Substances Data: 5440-83-5(Hazardous Substances Data)

Usage

Description

Tetrahydro-2H-pyran-2-methyl acetate is a colorless liquid chemical compound with the molecular formula C8H14O3, characterized by a fruity odor. It is derived from pyran, a six-membered heterocyclic compound containing oxygen, and is widely used in the synthesis of pharmaceuticals and as an intermediate in organic chemistry. Known for its low toxicity, it is considered safe for use in various consumer products.

Uses

Used in Flavor and Fragrance Industry:
Tetrahydro-2H-pyran-2-methyl acetate is used as a flavor and fragrance ingredient for its fruity odor, enhancing the sensory experience in food and cosmetic products.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, tetrahydro-2H-pyran-2-methyl acetate serves as a key intermediate in the synthesis of various drugs, contributing to the development of new medicinal compounds.
Used in Organic Chemistry:
As an intermediate in organic chemistry, tetrahydro-2H-pyran-2-methyl acetate is utilized in various chemical reactions, facilitating the production of a range of organic compounds for different applications.

Upstream product

• 821-41-0 5-Hexen-1-ol 
• 2570-63-0 thallium(III) triacetate 
• 100-72-1 Tetrahydropyran-2-methanol 
• 75-36-5 acetyl chloride 
• 64-19-7 acetic acid 
• 1445-45-0 Trimethyl orthoacetate 
• 106-69-4 hexane-1,2,6-triol 
• 108-24-7 acetic anhydride 

Downstream Products

• 874634-51-2 perfluoro(2-methyl-1,3,5-trioxaspiro[4.5]decane) 
• 355-79-3 perfluorooxane 
• 356-47-8 perfluoro(2-methyloxane) 
• 356-48-9 perfluoro(2-ethyltetrahydrofuran) 

Relevant articles and documents

Electrochemical fluorination of several esters derived from oxolane-2-yl-carboxylic acid, oxolane-2-yl-methanol and oxane-2-yl-methanol

Electrochemical fluorination (ECF) of the ester derivatives of oxolane-2-yl-carboxylic acid (1), oxolane-2-yl-methanol (2) and oxane-2-yl-methanol (3) were investigated. Perfluoro(oxolane-2-yl- carbonylfluoride) (4) was obtained from derivatives of 1 and 2, and perfluoro(oxane-2-yl-carbonylfluoride) (5) was obtained from derivatives of 3 as the desired compounds, respectively. From the ECF of acetates of 2 and 3, perfluorospiroethers having a dioxolane ring were also obtained as the cyclization product in low yield together with the desired perfluoroacid fluoride (4 and 5). The structure of these perfluorospiroethers was confirmed by analyzing the chlorinated products, which were obtained by the reaction with AlCl3.

Scandium(III) or lanthanide(III) triflates as recyclable catalysts for the direct acetylation of alcohols with acetic acid

Scandium(III) or lanthanide(III) triflates are found to efficiently catalyse the direct acetylation of primary, secondary or tertiary alcohols with acetic acid; the catalyst can be recovered quantitatively and re-used with no loss of activity.

Intramolecular Cyclization of Some Unsaturated Alcohols by Means of Thallium Triacetate

Reactions of some primary and secondary Δ4-, Δ5- and Δ6-alkenols with thallium triacetate (TTA) in benzene, acetic acid and chloroform as solvent have been investigated.When terminally unsubstituted Δ4-alkenols, such as 4-penten-1-ol (5a) and 5-hexen-2-ol (5b), are treated with TTA in benzene, β-acetoxylated tetrahydrofurans 8a and 8b are obtained.However, when the reaction is carried in acetic acid the products are both regioisomers, i.e. five- and six-membered cyclic ethers (8a, 8b, 7a and 7b). 4-Methyl-4-penten-1-ol (5c) is converted in benzene into a mixture of products (8c and 7c) in which the tetrahydropyran derivative 7c is predominant, and in acetic acid it is the sole cyclization product.Terminally dialkylated alkenols, such as 5-methyl-4-hexen-1-ol (1b) and 6-methyl-5-hepten-2-ol (1c), are converted into β-acetoxylated (4b and 4c) and unsaturated cyclic ethers (9a and 9b), in both cases of the tetrahydrofuran type. 5-Hexen-1-ol (10) and 6-hepten-1-ol (11) cyclize to the corresponding six- (13) and seven-membered cyclic ether (14), respectively.Organothallium intermediates have been isolated and identified in the cases of alcohols 5a, 5c and 10, proving that the TTA addition to the double bond has originally obeyed the Markovnikov rule. Key Words: Alcohols, unsaturated / Thallium triacetate