99-72-9

Basic information

• Product Name: FEMA 3078
• Synonyms: P-METHYLHYDRATROPALDEHYDE;FEMA 3078;2-(P-TOLYL)-PROPIONALDEHYDE;.alpha.,4-dimethyl-Benzeneacetaldehyde;2-(p-methylphenyl)propionaldehyde;2-(p-tolyl)propanal;2-(p-tolyl)-propionaldehyd;2-(p-tolyl)propionicaldehyde
• CAS NO: 99-72-9
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.2
• EINECS: 202-782-0
• Mol File: 99-72-9.mol
• Article Data: 78

Chemical Properties

• Boiling Point: 208.81°C (rough estimate)
• Flash Point: 101 ºC
• Appearance: /
• Density: 0.8884 (rough estimate)
• Vapor Pressure: 0.0851mmHg at 25°C
• Refractive Index: 1.5003 (estimate)
• CAS DataBase Reference: FEMA 3078(CAS DataBase Reference)
• NIST Chemistry Reference: FEMA 3078(99-72-9)
• EPA Substance Registry System: FEMA 3078(99-72-9)

Safety Data

• Hazardous Substances Data: 99-72-9(Hazardous Substances Data)

Usage

Description

FEMA 3078, also known as 2-(4-Methylphenyl)propanal or 2-(p-Tolyl)-propionaldehyde, is a chemical compound with a unique combination of green, woody, waxy, and musty taste characteristics. It possesses an intense, sweet, refreshing odor, similar to peppermint, making it a valuable ingredient in various applications across different industries.

Uses

Used in Flavor and Fragrance Industry:
FEMA 3078 is used as a flavoring agent for its green, woody, waxy, and musty taste characteristics at 10 ppm. Its intense, sweet, refreshing odor, similar to peppermint, makes it a popular choice for creating unique flavor profiles in food and beverage products.
Used in Chemical Synthesis:
FEMA 3078 is used as a reactant in the asymmetric synthesis of α-branched homoallylic aldehydes. This application highlights its versatility as a chemical compound, contributing to the development of new and innovative products in various industries.

Preparation

By reaction of α-terpinene and chromyl chloride in carbon disulfide and subsequent hydrolysis of the resulting cymenechromyl chloride addition product; also by heating p-tolyl glycidic acid and water.

InChI:InChI=1/C10H14O/c1-8-3-5-10(6-4-8)9(2)7-11/h3-6,9,11H,7H2,1-2H3

Upstream product

• 69217-53-4 t-butyl β-methyl-β-(p-methylphenyl)glycidate 
• 2698-14-8 1-methyl-4-(prop-1-enyl)benzene 
• 75316-54-0 (E)-1-methoxy-2-(p-tolyl)propene 
• 2077-30-7 (E)-1-methyl-4-(prop-1-enyl)benzene 
• 105-39-5 chloroacetic acid ethyl ester 
• 122-00-9 para-methylacetophenone 
• 66334-30-3 2(p-tolyl) 1-methoxy 1-propene 
• 624-31-7 4-tolyl iodide 
• 107-18-6 allyl alcohol 
• 1195-32-0 1-methyl-4-isopropenylbenzene 
• 64-18-6 formic acid 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 33596-66-6 2-(4-methylphenyl)propanal 
• 36553-42-1 ethyl β-methyl-β-(p-methylphenyl)glycidate 

Downstream Products

• 4371-50-0 para-cymen-9-ol 
• 99-72-9 2-p-tolyl-propionaldehyde 
• 2109-18-4 2-p-tolyl-propionaldehyde-semicarbazone 
• 145987-17-3 (E)-4-p-Tolyl-pent-2-enoic acid ethyl ester 
• 75316-57-3 1-bromo-2-(4-tolyl)-propane 
• 75316-58-4 2-<1-(4-tolyl)-ethyl>-1,3-dithiane 
• 40460-61-5 2-(4-Methylphenyl)-propionaldehyd-methylimin 
• 40460-67-1 4-Methyl-hydratropaaldehyd-benzylimin 
• 108-88-3 toluene 
• 18744-24-6 (+/-)-Nuciferal 
• 19872-53-8 4-(4-methyl-p-tolyl)butyl bromide 
• 33596-74-6 (p-Tolyl-4-pentyl)-triphenylphosphoniumbromid 

Relevant articles and documents

Synthesis of rac-ɑ-aryl propionaldehydes via branched-selective hydroformylation of terminal arylalkenes using water-soluble Rh-PNP catalyst

This work detailed the preparation of a class of water-soluble PNP ligands that differed by the nature of the substitute on phenyl ring of ligands. These ligands were incorporated into water-soluble rhodium-PNP complex catalysts that were used to regioselective hydroformylation of a series of terminal arylalkenes, providing efficient access to rac-α-aryl propionaldehydes in good to excellent yield (up to 97%) and branched-regioselectivity (up to 40:1 b/l ratio). Furthermore, gram-scale and diverse synthetic transformation demonstrated synthetic application of this methodology for non-steroidal antiinflammatory drugs.

Palladium-Catalyzed Allenamide Carbopalladation/Allylation with Active Methine Compounds

A palladium-catalyzed allenamide carbopalladation/allylation with active methine compounds has been developed. Various indoles and isoquinolinones bearing a quaternary carbon center were achieved with good efficiency, a broad substrate scope and good functional group tolerance. This reaction underwent cascade oxidative addition, carbopalladation, and allylic alkylation, and two new C-C bonds were formed in one pot.

Styrene Hydroformylation with In Situ Hydrogen: Regioselectivity Control by Coupling with the Low-Temperature Water–Gas Shift Reaction

The hydroformylation of olefins is one of the most important homogeneously catalyzed industrial reactions for aldehyde synthesis. Various ligands can be used to obtain the desired linear aldehydes in the hydroformylation of aliphatic olefins. However, in the hydroformylation of aromatic substrates, branched aldehydes are formed preferentially with common ligands. In this study, a novel approach to selectively obtain linear aldehydes in the hydroformylation of styrene and its derivatives was developed by coupling with a water–gas shift reaction on a Rh single-atom catalyst without the use of ligands. Detailed studies revealed that the hydrogen generated in situ from the water–gas shift is critical for the highly regioselective formation of linear products. The coupling of a traditional homogeneous catalytic process with a heterogeneous catalytic reaction to tune product selectivity may provide a new avenue for the heterogenization of homogenous catalytic processes.