5185-97-7

Basic information

• Product Name: ACETOPROPYLACETATE
• Synonyms: ACETOPROPYLACETATE;5-(Acetyloxy)-2-pentanone;Acetic acid 4-oxopentyl ester;γ-Acetylpropyl=acetate
• CAS NO: 5185-97-7
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• Mol File: 5185-97-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 213.9°Cat760mmHg
• Flash Point: 85.4°C
• Appearance: /
• Density: 0.996g/cm³
• Vapor Pressure: 0.16mmHg at 25°C
• Refractive Index: 1.415
• CAS DataBase Reference: ACETOPROPYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ACETOPROPYLACETATE(5185-97-7)
• EPA Substance Registry System: ACETOPROPYLACETATE(5185-97-7)

Safety Data

• Hazardous Substances Data: 5185-97-7(Hazardous Substances Data)

Usage

General Description

Acetopropylacetate, also known as 1-acetoxypropan-2-yl acetate, is a chemical compound commonly used as a flavoring agent and fragrance in various products. It is a clear, colorless liquid with a fruity, pineapple-like odor. Acetopropylacetate is a popular ingredient in the food and beverage industry, adding a sweet and fruity flavor to many products. It is also used in the production of perfumes and personal care products for its pleasant aroma. Additionally, acetopropylacetate has potential applications in the pharmaceutical and industrial sectors due to its chemical properties and versatile nature. However, it is important to handle this chemical with care and follow safety guidelines to prevent any adverse effects.

InChI:InChI=1/C7H12O3/c1-6(8)4-3-5-10-7(2)9/h3-5H2,1-2H3

Upstream product

• 75-07-0 acetaldehyde 
• 74-85-1 ethene 
• 64-19-7 acetic acid 
• 67-64-1 acetone 
• 626-95-9 1,4-Pentanediol 
• 765-47-9 1,2-dimethylcyclopentene 
• 20117-47-9 1-methylcyclobutanol 
• 638-38-0 manganese(II) acetate 
• 591-87-7 Allyl acetate 
• 107825-25-2 (E)-4,4’,5,5’-tetrahydro-2’H,3H-[2,3’-bifuranylidene]-2’-one 

Downstream Products

• 25163-50-2 4-methyl-4-pentenyl-1-tosylate 
• 22508-64-1 4-methyl-4-penten-1-ol 
• 626-95-9 1,4-Pentanediol 
• 41913-82-0 5-Tosyloxy-2,2-ethylenedioxypentane 
• 29021-98-5 3-(2-methyl-[1,3]dioxolan-2-yl)-propan-1-ol 
• 29021-95-2 1-acetoxy-3-(2-methyl-[1,3]dioxolan-2-yl)-propane 
• 20206-80-8 1-bromo-5-acetoxypentanone-2 
• 13891-87-7 pent-4-en-2-one 
• 625-33-2 3-penten-2-one 
• 64-19-7 acetic acid 
• 1071-73-4 5-Hydroxy-2-pentanone 
• 13051-49-5 5-Acetoxy-3-chloropentan-2-one 
• 13045-13-1 3-chloro-3-acetylpropanol 

Relevant articles and documents

Bromide ions and methyltrioxorhenium as cocatalysts for hydrogen peroxide oxidations and brominations

Oxidation of alcohols by hydrogen peroxide is negligible; even when catalyzed by methyltrioxorhenium (MTO), the process requires a long reaction time. The addition of a catalytic quantity of bromide ions, as HBr or NaBr, greatly enhances the rate. Some of the reactions were carried out on a larger scale in glacial acetic acid, and others at kinetic concentrations. The data establish that Br2 is the active oxidizing agent in the system, because the catalytic rates under suitable circumstances match those for the independently measured Br2 reaction with alcohol (benzyl alcohol, in particular). At much lower levels of MTO, however, Br2 formation plays a role in the kinetics. Certain other reluctant transformations are conveniently carried out with the MTO/H2O2/Br- combination: aldehydes to methyl esters; 1,3-dioxolanes to glycol monoesters; and ethers (with cleavage) to ketones (mostly), but in fair yield only. When Br- was used in stoichiometric quantity, certain bromination reactions occur. Thus, phenyl acetylenes (PhC2R, R = H, Me, Ph) are converted to dibromoalkenes that are entirely or largely formed as the trans isomer, and phenols are brominated. The latter reaction shows the preference para > ortho > meta. Kinetic studies of benzyl alcohol oxidation with MTO/H2O2Br- were carried out in aqueous solution. With sufficient (normal) levels of MTO, the rate constant for the formation of benzaldehyde agreed with the independently determined value for Br2 + PhCH2OH, k = 4.3 x 10-3 L mol-1 s-1 at 25.0 °C; for sec- phenethyl alcohol, k = (9.8 ± 0.4) x 10-3 L mol-1 s-1. Bromine is formed from the known oxidation of Br- with H2O2, catalyzed by MTO. This reaction results in BrO-/HBOr, which is then rapidly converted to Br2. However, with substantially lower concentrations of MTO, the buildup of benzaldehyde is ca. 4-fold slower, reflecting the diminished rate of Br- oxidation.

Electrochemical oxidative ring opening of 1-methylcyclobutanol

The manganese(III) acetate-mediated electrooxidative ring opening of 1-methylcyclobutanol (1) in acetic acid affords pentane-2-one (2) as the major product. The reaction of 1-methylcyclobutanol with Mn(OAc)3-LiCl gives 5-chloropentane-2-one (4).

REACTION OF 2-(2-TETRAHYDROFURYLIDENE)-γ-BUTYROLACTONE WITH ACETIC ACID

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