5281-76-5

Usage

Chemical compound

3-Methoxy butyraldehyde

Physical properties

Colorless liquid

Odor

Strong fruity odor

Uses

Flavoring agent in food and beverage products, production of fragrances and pharmaceuticals

Formation

Addition of a methoxy group to butyraldehyde

Properties

Antimicrobial properties

Safety

Considered relatively safe for use in food and personal care products when used in accordance with regulations and guidelines

InChI:InChI=1/C5H10O2/c1-5(7-2)3-4-6/h4-5H,3H2,1-2H3

Upstream product

• 10138-89-3 1,1,3-trimethoxybutane 
• 67-56-1 methanol 
• 123-73-9 crotonaldehyde 
• 124-41-4 sodium methylate 
• 2517-43-3 3-methoxy butanol 
• 74734-00-2 2-(3-Methoxy-propyl)-[1,3]dioxolane 
• 7664-93-9 sulfuric acid 

Downstream Products

• 10024-70-1 3-methoxybutanoic acid 
• 2517-43-3 3-methoxy butanol 
• 90971-84-9 4-methoxypentan-2-ol 
• 77094-20-3 3-ethoxy-5-methyl-1,2-diphenyl-pyrazolidine 
• 77094-19-0 3-methoxy-5-methyl-1,2-diphenyl-pyrazolidine 
• 5281-77-6 3-methoxy-butyraldehyde-(2,4-dinitro-phenylhydrazone) 

Relevant academic research and scientific papers

RESPIRATORY SYNCYTIAL VIRUS INHIBITORS

Compounds of Formula (I): wherein R1, R2 and R3 are defined herein, are useful as inhibitors of RSV.

Differentiation of diastereotopic bromine atoms in SN2 reactions of gem-dibromides

A novel directed SN2 reaction of conformationally biased gem-dibromides and an arenesulfinate anion is described. The reaction results in the diastereoselective formation of α-bromosulfones. The selectivity originates from pre-coordination of the nucleophile to a free hydroxyl group in the γ-position.

Kinetics and mechanism of the oxidation of diols by butyltriphenylphosphonium dichromate

The oxidation of four vicinal, four non-vicinal diols and one of their monoethers by butyltriphenylphosphonium dichromate (BTPPD), in dimethylsulfoxide (DMSO), resulted in the formation of corresponding hydroxyaldehyde as a main product of the oxidation. The reactions are of first order with respect to BTPPD, however, second order dependence is obtained with respect to each the diol and hydrogen ion. The oxidation of [1,1,2,2-2H 4]ethanediol exhibited primary kinetic isotope effect (k H/kD = 6.61 at 298 K). The temperature dependence of the kinetic isotope effect suggested the symmetrical transition state in the rate-determining step. The rate constants of oxidation of four vicinal diols show excellent correlation with Taft's ∑ σ* values with negative reaction constant, ρz.ast;. The rate of oxidation of ethanediol has been determined in nineteen different solvents. An analysis of the solvent effect indicates the importance of the cation-solvating power of the solvents. A suitable mechanism has been postulated involving the formation of chromate ester in a pre-equilibrium.

Oxidation of some vicinal and non-vicinal diols by tetrakis(pyridine)silver dichromate: A kinetic and mechanistic study

The kinetics of oxidation of four vicinal, four non-vicinal diols and two of their monoethers by tetrakis(pyridine)-silver dichromate (TPSD) have been studied in dimethylsulphoxide (DMSO). The main product of oxidation is the corresponding hydroxycarbonyl compound. The reaction is first order in TPSD. Michaelis-Menten type of kinetics is observed with respect to the diols. The reaction is catalysed by hydrogen ions. The hydrogen ion dependence has the form : kobs = a + b (H+]. The oxidation of [1,1,2,2- 2H4] ethanediol exhibits a substantial primary kinetic isotope effect (kH/kD = 5.91 at 298 K). The reaction has been studied in nineteen different organic solvents and the solvent effect has been analysed using Taft's and Swain's multiparametric equations. The temperature dependence of the kinetic isotope effect indicates the presence of a symmetrical transition state in the rate-determining step. A suitable mechanism has been proposed.

Oxidation of some vicinal and non-vicinal diols by morpholinium chlorochromate: A kinetic and mechanistic study

The kinetics of oxidation of four vicinal, four non-vicinal diols and two of their monoethers by morpholinium chlorochromate (MCC) have been studied in dimethylsulphoxide (DMSO). The main product of oxidation is the corresponding hydroxycarbonyl compound. The reaction is first order in MCC and the diols. The reaction is catalysed by hydrogen ions. The hydrogen ion dependence is taking the form : kobs = a + b [H+]. The oxidation of [1,1,2,2-2H4]ethanediol exhibits a substantial primary kinetic isotope effect (kH/kD = 5.82 at 298 K). The reaction has been studied in nineteen different organic solvents and the solvent effect has been analysed using Taft's and Swain's multiparametric equations. The temperature dependence of the kinetic isotope effect indicates the presence of a symmetrical transition state in the rate-determining step. A suitable mechanism has been proposed.

Kinetics and mechanism of oxidation of some vicinal and non-vicinal diols by quinolinium bromochromate

Kinetics of oxidation of four vicinal, four non-vicinal diols and two of their monoethers by quinolinium bromochromate (QBC) have been studied in dimethyl sulphoxide (DMSO). The main product of oxidation is the corresponding hydroxycarbonyl compound. The reaction is first order each in QBC and the diols. The reaction is catalysed by hydrogen ions. The hydrogen ion dependence is taking the form: kobs = a + b[H+]. The oxidation of [1,1,2,2-2H4] ethanediol exhibits a substantial primary kinetic isotope effect (kH/kD = 5.83 at 298 K). The reaction has been studied in nineteen different organic solvents and the solvent effect has been analysed using Taft's and Swain's multiparametric equations. The temperature dependence of the kinetic isotope effect indicates the presence of a symmetrical transition state in the rate-determining step. A suitable mechanism has been proposed.

Kinetics and mechanism of oxidation of some diols by benzyltrimethylammonium chlorobromate

Kinetics of oxidation of five vicinal, four non-vicinal diols, and one of their monoethers by benzyltrimethylammonium chlorobromate (BTMACB) have been studied. The vicinal diols yield the products arising out of the glycol-bond fission while the other diols afford the hydroxycarbonyl compounds. The reaction is first order with respect to diols and the BTMACB. The reaction failed to induce the polymerization of acrylonitrile. There is no effect of benzyltrimethylammonium chloride or potassium bromide on the reaction rate. The proposed reactive oxidizing species is chlorobromate ion. The effect of solvent composition indicated that the rate increases with an increase in the polarity of the solvent. The oxidation of [1,1,2,2-2H4]ethanediol show an absence of primary kinetic isotope effect. The value of solvent isotope effect, k(H2O)/k(D2O), at 288 K for the oxidation of ethanediol, propane-1,3-diol and 3-methoxybutan-1-ol are 3.32, 1.04 and 1.01 respectively. A cyclic mechanism involving a glycol-bond fission has been proposed for the oxidation of the vicinal diols. The other diols are oxidised by a hydride-transfer mechanism, as are monohydric alcohols.

Kinetics and mechanism of oxidation of diols by quinolinium fluorochromate

The kinetics of oxidation of four vicinal diols, four non-vicinal diols and two of their monoethers by quinolinium fluorochromate (QFC) have been studied in dimethylsulphoxide. The main product of oxidation is the corresponding hydroxycarbonyl compound. The reaction is first order in QFC. Michaelis-Menten type kinetics have been observed with respect to the diols. The oxidation of [1,1,2,22H4] ethanediol exhibits a substantial primary kinetic isotope effect (k(H)/k(D) = 6.35 at 303 K). The reaction has been in nineteen different organic solvents and the solvent effect has been analysed using Taft's and Swain's multiparametric equation. The temperature dependence of the kinetic isotope effect indicates the presence of a symmetrical transition state in the rate-determining step. A suitable mechanism has been proposed.

Kinetics and Mechanism of Oxidation of Diols by Hexamethylenetetramine-bromine

Kinetics of oxidation of five vicinal, four non-vicinal diols, and one of their monoethers by hexamethylenetetramine-bromine (HABR) have been studied. The vicinal diols yielded the products arising out of the glycol bond fission while the other diols yielded the hydroxycarbonyl compounds. The reaction is first order with respect to HABR. Michaelis-Menten type kinetics were observed with respect to the diol. Addition of hexamethylenetetramine resulted in an increase in the rate of reaction. The oxidation of 2H4>ethanediol showed an absence of primary kinetic isotope effect. A mechanism involving a glycol bond fission has been proposed for the oxidation of the vicinal diols. The other diols are oxidised by a hydride-transfer mechanism as are monohydric alcohols.

Kinetics and Mechanism of the Oxidation of Diols by Pyridinium Bromochromate

The kinetics of oxidation of four vicinal diols, four nonvicinal diols, and one of their monoethers by pyridinium bromochromate (PBC) have been studied in dimethyl sulfoxide.The main product of oxidation is the corresponding hydroxyaldehyde.The reaction is first-order with respect to each the diol and PBC.The reaction is acid-catalyzed and the acid dependence has the form: kobs = a + b+>.The oxidation of ethanediol exhibited a primary kinetic isotope effect (kH/kD = 6.70 at 298 K).The reaction has been studied in 19 organic solvents including dimethyl sulfoxide and the solvent effect has been analyzed using multiparametric equations.The temperature dependence of the kinetic isotope effect indicates the presence of a symmetrical transition state in the rate-determining step.A suitable mechanism has been proposed.