4395-92-0

Basic information

• Product Name: 4-isopropylphenylacetaldehyde
• Synonyms: 4-isopropylphenylacetaldehyde;Benzeneacetaldehyde, 4-(1-methylethyl)- (9CI);Benzeneacetaldehyde, 4-(1-methylethyl)-;PARA-ISOPROPYLPHENYLACETALDEHYDE;ISOPROPYLPHENYLACETALDEHYDE;CUMINICACETALDEHYDE;4-Isopropylphenylacetaldehyd;CORTEXAL
• CAS NO: 4395-92-0
• Molecular Formula: C₁₁H₁₄O
• Molecular Weight: 162.22826
• EINECS: 224-522-5
• Product Categories: ISOPROPYL;Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 4395-92-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 248.94°C (rough estimate)
• Flash Point: 112.3°C
• Appearance: /
• Density: 0.9411 (rough estimate)
• Vapor Pressure: 0.0265mmHg at 25°C
• Refractive Index: 1.5400 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 4-isopropylphenylacetaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-isopropylphenylacetaldehyde(4395-92-0)
• EPA Substance Registry System: 4-isopropylphenylacetaldehyde(4395-92-0)

Safety Data

• Hazardous Substances Data: 4395-92-0(Hazardous Substances Data)

Usage

Description

4-Isopropylphenylacetaldehyde is an organic compound with a characteristic bark odor and a citrus, bittersweet, fruity flavor. It can be synthesized from cumyl magnesium chloride and ethyl formate or triethyl s-formate followed by acid hydrolysis of the acetal.

Uses

Used in Flavor Industry:
4-Isopropylphenylacetaldehyde is used as a flavoring agent for its unique citrus, bittersweet, and fruity flavor profile. It is commonly used in the production of food and beverages to enhance their taste and aroma.
Used in Fragrance Industry:
4-Isopropylphenylacetaldehyde is used as a fragrance ingredient for its characteristic bark-like scent. It is incorporated into perfumes, colognes, and other scented products to provide a distinct and appealing aroma.
Used in Chemical Synthesis:
4-Isopropylphenylacetaldehyde serves as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure and reactivity make it a valuable building block in organic synthesis.

Preparation

From cumyl magnesium chloride and ethyl formate or triethyl σ-formate followed by acid hydrolysis of the acetal.

InChI:InChI=1/C11H14O/c1-9(2)11-5-3-10(4-6-11)7-8-12/h3-6,8-9H,7H2,1-2H3

Upstream product

• 93805-69-7 trans-ethyl 3-(4-isopropylphenyl)oxirane-2-carboxylate 
• 122-51-0 orthoformic acid triethyl ester 
• 64-18-6 formic acid 
• 122-03-2 (4-isopropylbenzaldehyde) 

Downstream Products

• 10099-57-7 2-(4-isopropylphenyl)ethanol 
• 94995-86-5 6-chloro-3-(4-isopropyl-benzyl)-1,1-dioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide 
• 70090-66-3 1-isopropyl-4-prop-2-ynyl-benzene 

Relevant articles and documents

Biarylphosphonite gold(I) complexes as superior catalysts for oxidative cyclization of propynyl arenes into indan-2-ones

Striking gold: A series of variously functionalized propynyl arenes was smoothly converted into indan-2-ones by a new gold(I)-catalyzed oxidative cyclization process. [LAu]NTf2 (Tf=trifluoromethanesulfonyl) is a superior catalyst both in terms of yield and kinetics for the present transformation. Copyright

Precursors for fragrant ketones and fragrant aldehydes

The present invention refers to fragrance precursors of formula I for a fragrant ketone of formula II and one or more fragrant aldehydes or ketones of formula III and IV, These fragrance precursors are useful in perfumery, especially in the fine and functional perfumery.