939-21-9

Basic information

• Product Name: 3-phenylpent-4-enal
• Synonyms: 3-phenylpent-4-enal;3-Phenyl-4-pentenal;Benzenepropanal, .beta.-ethenyl-;β-Vinylbenzenepropionaldehyde
• CAS NO: 939-21-9
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.21238
• EINECS: 213-356-9
• Mol File: 939-21-9.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 231.3°Cat760mmHg
• Flash Point: 100.4°C
• Appearance: /
• Density: 0.971g/cm³
• Vapor Pressure: 0.0629mmHg at 25°C
• Refractive Index: 1.513
• CAS DataBase Reference: 3-phenylpent-4-enal(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenylpent-4-enal(939-21-9)
• EPA Substance Registry System: 3-phenylpent-4-enal(939-21-9)

Safety Data

• Hazardous Substances Data: 939-21-9(Hazardous Substances Data)

Usage

General Description

3-phenylpent-4-enal is a chemical compound known by its IUPAC name (E)-3-phenylpent-4-enal. It is an organic compound that belongs to the class of aldehydes, which are chemical compounds containing a carbonyl group bound to a hydrogen atom and an R group. 3-phenylpent-4-enal has a molecular formula of C11H12O and a molar mass of 160.21 g/mol. It is a colorless to pale yellow liquid with a strong, sweet, and floral odor. 3-phenylpent-4-enal is used in the production of fragrances and flavors, and it has been identified as a key contributor to the olfactory profile of various natural products such as jasmine, gardenia, and tea. Additionally, it is also being studied for its potential pharmacological properties, including its anti-inflammatory and antioxidant effects.

InChI:InChI=1/C11H12O/c1-2-10(8-9-12)11-6-4-3-5-7-11/h2-7,9-10H,1,8H2

Upstream product

• 80816-24-6 (E)-[3-(vinyloxy)prop-1-en-1-yl]benzene 
• 80816-23-5 (E)-3-phenyl-3-vinyloxyprop-1-ene 
• 82263-47-6 (2S,3R,4S,5R)-3,4-Dimethyl-5-phenyl-2-((E)-styryl)-oxazolidine 
• 75927-49-0 pinacol vinylboronate 
• 111-34-2 -butyl vinyl ether 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 75-07-0 acetaldehyde 
• 109-92-2 ethyl vinyl ether 
• 30094-01-0 β-styrylmagnesium bromide 
• 3916-98-1 (2-Brom-ethyl)-cinnamyl-ether 
• 104-54-1 3-Phenylpropenol 
• 30649-18-4 cinnamic alcohol 
• 60066-61-7 ethyl 3-phenyl-4-pentenoate 

Downstream Products

• 127826-96-4 N-(3-phenyl-4-pentylidene)-2-benzothiazolesulfenamide 
• 127826-97-5 N-(3-phenyl-4-pentylidene)-2-benzenesulfenamide 
• 5703-57-1 3-phenylpent-4-enoic acid 
• 34097-95-5 3-Phenylpentanal 
• 80816-30-4 3-phenyl-4-pentenol 
• 53646-85-8 1,3-diphenyl-1H-pyrrole 
• 66515-33-1 2-phenylsuccinaldehyde 
• 2845-27-4 3-phenylpentanoic acid 
• 95921-26-9 2-iodomethyl-5-(1-hexenyl)-3-phenyloxolane 
• 95921-50-9 3-phenyl-1,6-undecadien-5-ol 
• 95921-51-0 5-(1-hexenyl)-2-methyl-3-phenyl-2-oxolene 
• 173673-32-0 3,4-dihydro-2-methyl-3-phenyl-2H-pyrrole 
• 182194-87-2 1-tosyloxy-3-phenylpent-4-ene 

Relevant articles and documents

Acceleration of a dipolar Claisen rearrangement by hydrogen bonding to a soluble diaryl urea

The Claisen rearrangement of 6-methoxy allyl vinyl ether is catalyzed by a soluble diaryl urea, and evidence is presented that the urea stabilizes a dipolar transition state by hydrogen bonding.

Enantioselective Iridium-Catalyzed α-Allylation with Aqueous Solutions of Acetaldehyde

The enantioselective α-allylation of aqueous solutions of acetaldehyde using iridium- A nd amine-catalyzed substitution of racemic allylic alcohols is described. The method utilizes a readily available, safely handled aqueous solution of acetaldehyde and furnishes ?,?-unsaturated aldehydes in good yields and greater than 99% enantiomeric excess. The synthetic potential of the method is demonstrated with the enantioselective formal syntheses of heliannuols C and E as well as heliespirones A and C.

Enantioselective Claisen rearrangements with a hydrogen-bond donor catalyst

N,N-Diphenylguanidinium ion associated with the noncoordinating BArF counterion is shown to be an effective catalyst for the [3,3]-sigmatropic rearrangement of a variety of substituted allyl vinyl ethers. Highly enantioselective catalytic Claisen rearrangements of ester-substituted allyl vinyl ethers are then documented using a new C2-symmetric guanidinium ion derivative. Copyright

One-pot Claisen rearrangement with n-butyl vinyl ether

A protocol for one-pot Claisen rearrangement with n-butyl vinyl ether is described. Upon heating allylic alcohols with excess n-butyl vinyl ether with catalytic amount of Hg(OAc)2 and NaOAc, Claisen rearrangement takes place through in situ formation of the requisite allyl vinyl ether.