13881-14-6

Basic information

• Product Name: 3-methyl-4-phenylbutyraldehyde
• Synonyms: 3-methyl-4-phenylbutyraldehyde
• CAS NO: 13881-14-6
• Molecular Formula: C₁₁H₁₄O
• Molecular Weight: 162.22826
• EINECS: 237-647-5
• Mol File: 13881-14-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 254.2°Cat760mmHg
• Flash Point: 118.8°C
• Appearance: /
• Density: 0.957g/cm³
• Vapor Pressure: 0.0175mmHg at 25°C
• Refractive Index: 1.5
• CAS DataBase Reference: 3-methyl-4-phenylbutyraldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-4-phenylbutyraldehyde(13881-14-6)
• EPA Substance Registry System: 3-methyl-4-phenylbutyraldehyde(13881-14-6)

Safety Data

• Hazardous Substances Data: 13881-14-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 30, p. 6629, 1989 DOI: 10.1016/S0040-4039(00)70636-8

InChI:InChI=1/C11H14O/c1-10(7-8-12)9-11-5-3-2-4-6-11/h2-6,8,10H,7,9H2,1H3

Upstream product

• 100-44-7 benzyl chloride 
• 123-73-9 crotonaldehyde 
• 763-32-6 2-methyl-1-buten-4-ol 
• 591-50-4 iodobenzene 
• 78167-61-0 (2-methylpent-4-en-1-yl)benzene 
• 201230-82-2 carbon monoxide 
• 768-49-0 (2-methyl-1-propenyl)-benzene 
• 1427271-36-0 (E)-3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol 
• 83126-02-7 (E)-3-methyl-4-phenylbut-3-ene-1-ol 
• 873-66-5 1-propenylbenzene 
• 109-92-2 ethyl vinyl ether 
• 766-90-5 cis-1-phenyl-1-propylene 
• 123-73-9 trans-Crotonaldehyde 
• 770-09-2 benzyltrimethylsilane 

Downstream Products

• 132777-13-0 1-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-methyl-4-phenylbutan-1-ol 
• 7315-68-6 3-methyl-4-phenylbutanoic acid 
• 132777-17-4 1-(4-hydroxyphenyl)-1-methoxy-3-methyl-4-phenylbutane 
• 127461-77-2 1-(4-hydroxyphenyl)-1-<<(methoxyethoxy)methyl>oxy>-3-methyl-4-phenylbutane 
• 132777-14-1 1-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-1-<<(methoxyethoxy)methyl>oxy>-3-methyl-4-phenylbutane 
• 127461-85-2 trans-4-(3-methyl-1,2,3,4-tetrahydro-1-naphthyl)phenol 
• 127461-85-2 cis-4-(3-methyl-1,2,3,4-tetrahydro-1-naphthyl)phenol 

Relevant articles and documents

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Direct Synthesis of Polysubstituted Aldehydes via Visible-Light Catalysis

Aldehydes are among the most versatile functional groups for synthetic chemistry. However, access to polysubstituted alkyl aldehydes is very limited and requires lengthy synthetic routes that involve multiple-step functional-group conversion. This paper reports a one-step synthesis of polysubstituted aldehydes from readily available olefin substrates using visible-light photoredox catalysis. Despite a number of competing reaction pathways, commercial styrenes react with vinyl ethers selectively in the presence of an acridinium salt photooxidant and a disulfide hydrogen-atom-transfer catalyst under blue LED irradiation. Alkyl aldehydes with different substitution patterns are prepared in good yields. This strategy can be applied to structurally sophisticated substrates.

Studies on the synthesis of chiral 2-(p.chlorophenyl)-3-methylbutanoic acid, a key-precursor of Fenvalerate, by hydrocarbonylation reactions

The preparation of racemic 2-(p.chlorophenyl)-3-methylbutanoic acid (2), a building block for (S,S)-Fenvalerate (an important broad spectrum insecticide), was effected by rhodium catalyzed hydroformylation of 2-methyl-1 -(p.chlorophenyl) propene (4) in the presence of excess of triphenylphosphine to inhibit substrate isomerization followed by mild oxidation of the resulting aldehyde 6; an overall yield of 88% was reached. Olefin 4 exhibits a very low tendency to undergo both hydrocarboethoxylation and hydrocarboxylation in the presence of palladium complexes as catalysts. Enantioselective hydrocarbonylation reactions carried out on olefin 4 afford unsatisfactory chemical and optical yields of the optically active ester 5 or acid 2. Springer-Verlag 1996.