15764-16-6

Basic information

• Product Name: 2,4-Dimethylbenzaldehyde
• Synonyms: M-XYLENE-4-CARBOXALDEHYDE;2,4-dimethyl-benzaldehyd;2,4-Dimethylbenzenecarboxaldehyde;FEMA 3427;2,4-xylylaldehyde;2,4-DIMETHYLBENZALDEHYDE;1-formyl-2,4-dimethyl benzene;2,4-DIMETHYLBENZALDEHYDE, TECH., 90%
• CAS NO: 15764-16-6
• Molecular Formula: C₉H₁₀O
• Molecular Weight: 134.18
• EINECS: 239-856-7
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Aldehydes;C9;Carbonyl Compounds;Alphabetical Listings;C-D;Flavors and Fragrances
• Mol File: 15764-16-6.mol
• Article Data: 28

Chemical Properties

• Melting Point: −9 °C(lit.)
• Boiling Point: 102-103 °C14 mm Hg(lit.)
• Flash Point: 192 °F
• Appearance: Clear colorless/Liquid
• Density: 0.962 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.112mmHg at 25°C
• Refractive Index: n20/D 1.549(lit.)
• Storage Temp.: Store below +30°C.
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2,4-Dimethylbenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dimethylbenzaldehyde(15764-16-6)
• EPA Substance Registry System: 2,4-Dimethylbenzaldehyde(15764-16-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-52/53-41-37/38
• Safety Statements: 24/25-39-26
• WGK Germany: 3
• Hazardous Substances Data: 15764-16-6(Hazardous Substances Data)

Usage

Description

2,4-dimethylbenzaldehyde is one isomer of dimethylbenzaldehyde. It can be used as a flavoring agent and pharmacological intermediate. It can be manufactured through the reaction between m-xylene and CO under the catalysis of powdery and anhydrous AlCl3.

References

Yu-Long, W. U. "Study on the Synthesizing of 2,4-Dimethylbenzaldehyde." Chemical Intermediates (2008). Yu-Long, W. U. "Study on Reaction Mechanism of Carbonylating Synthesis of 2,4-Dimethylbenzaldehyde from Meta-xylene." Technology & Development of Chemical Industry (2011). Spicer, By, and V. Denise. "The effects of protein concentration and temperature on flavor delivery and volatility of 2,4-Dimethylbenzaldehyde and Ethyl butyrate in whey protein isolate solutions."

Chemical Properties

Different sources of media describe the Chemical Properties of 15764-16-6 differently. You can refer to the following data:
1. clear colourless liquid
2. 2,4-Dimethylbenzaldehyde has a mild, sweet, bitter-almond odor.

Occurrence

Reported found in cognac, brandy, black tea, grape, juniper berry and clam

Preparation

By passing HCl into a mixture of o-xylole, aluminum chloride, sodium cyanide at 100°C.

Taste threshold values

Taste characteristics at 20 ppm: naphthyl, cherry, almond, spice and vanilla.

General Description

The D values of 2,4-Dimethylbenzaldehyde were studied.

InChI:InChI=1/C9H10O/c1-7-3-4-9(6-10)8(2)5-7/h3-6H,1-2H3

Upstream product

• 95-63-6 1,2,4-Trimethylbenzene 
• 74-90-8 hydrogen cyanide 
• 108-38-3 m-xylene 
• 50-00-0 formaldehyd 
• 824-55-5 2,4-dimethyl-benzyl chloride 
• 104-87-0 4-methyl-benzaldehyde 
• 74-88-4 methyl iodide 
• 7647-01-0 hydrogenchloride 
• 7446-70-0 aluminium trichloride 
• 95-47-6 o-xylene 
• 143-33-9 sodium cyanide 
• 106-42-3 para-xylene 
• 7664-93-9 sulfuric acid 
• 138753-48-7 N-[(2,4-dimethylphenyl)methylene]benzeneamine 

Downstream Products

• 61052-15-1 (E)-ethyl 3-(2,4-dimethylphenyl)acrylate 
• 90672-23-4 (2,4-Dimethyl-phenyl)-(3-methyl-isothiazol-5-yl)-methanol 
• 7561-62-8 2-(2,4-dimethylphenyl)indan-1,3-dione 
• 141647-79-2 3-(4-Chloro-benzyl)-5-[1-(2,4-dimethyl-phenyl)-meth-(Z)-ylidene]-thiazolidine-2,4-dione 
• 111318-28-6 2-(2,4-dimethylphenyl)-4,5-diphenyl-1H-imidazole 
• 1685-80-9 3-(2,4-Dimethylphenyl)-propensaeure 
• 611-01-8 2,4-dimethyl-benzoic acid 
• 95-63-6 1,2,4-Trimethylbenzene 
• 28120-49-2 2,4,2',4'-tetramethyl-stilbene 
• 141304-07-6 2,4-dimethyl-benzaldehyde-(Z)-oxime 
• 676552-24-2 5-[1-(2,4-Dimethyl-phenyl)-meth-(Z)-ylidene]-imidazolidine-2,4-dione 

Relevant articles and documents

Influence of Protonation on Gattermann-Koch Formylation Rate of Alkylbenzene in CF3SO3H-SbF5

The influence of the protonation on Gattermann-Koch formylation rate of alkylbenzenes was studied in CF3SO3H-SbF5.From the kinetic study of m-xylene formylation using various SbF5:m-xylene molar ratios in CF3SO3H, it is revealed that the formylation rate is explained with the equations which take into account the protonation equilibrium of m-xylene, and the apparent formylation rate is decreased by the protonation.The decrease of the apparent formylation rate by the protonation is proportional to the ratio of protonated alkylbenzene to form the ?-complex; therefore, the apparent relative formylation rate of alkylbenzenes is not consistent with their relative basicity under strong acidic conditions such as in CF3SO3H-SbF5.

A Transition-Metal-Free One-Pot Cascade Process for Transformation of Primary Alcohols (RCH2OH) to Nitriles (RCN) Mediated by SO2F2

A new transition-metal-free one-pot cascade process for the direct conversion of alcohols to nitriles was developed without introducing an “additional carbon atom”. This protocol allows transformations of readily available, inexpensive, and abundant alcohols to highly valuable nitriles.

Simple formylation of aromatic compounds using a sodium formate/triphenylphosphine ditriflate system

A new procedure was developed for formylation of arenes to produce aromatic aldehydes using a sodium formate/triphenylphosphine ditriflate system in ethanol at room temperature in good yields. The simplicity of the procedure, short reaction times, and mild reaction conditions are the other advantages of this metal- and carbon monoxide-free protocol.