46348-68-9

Basic information

• Product Name: (2E)-3-phenylprop-2-en-1-yl prop-2-enoate
• CAS NO: 46348-68-9
• Molecular Formula: C₁₂H₁₂O₂
• Molecular Weight: 188.2225
• Mol File: 46348-68-9.mol

Chemical Properties

• Boiling Point: 308.6°C at 760 mmHg
• Flash Point: 183.9°C
• Density: 1.054g/cm³
• Vapor Pressure: 0.000675mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: (2E)-3-phenylprop-2-en-1-yl prop-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3-phenylprop-2-en-1-yl prop-2-enoate(46348-68-9)
• EPA Substance Registry System: (2E)-3-phenylprop-2-en-1-yl prop-2-enoate(46348-68-9)

Safety Data

• Hazardous Substances Data: 46348-68-9(Hazardous Substances Data)

Usage

Uses

Used in Food and Beverage Industry:
(2E)-3-phenylprop-2-en-1-yl prop-2-enoate is used as a flavoring agent in food and beverages, enhancing the taste and aroma of various products due to its appealing scent.
Used in Perfume and Personal Care Products Industry:
In the perfume and personal care products industry, (2E)-3-phenylprop-2-en-1-yl prop-2-enoate serves as a fragrance ingredient, contributing to the creation of pleasant and attractive scents in perfumes, lotions, and other personal care items.
Used in Antimicrobial Applications:
(2E)-3-phenylprop-2-en-1-yl prop-2-enoate has been studied for its potential antimicrobial properties, suggesting that it could be utilized in applications where inhibiting the growth of microorganisms is necessary.
Used in Antioxidant Applications:
Additionally, (2E)-3-phenylprop-2-en-1-yl prop-2-enoate has been investigated for its antioxidant capabilities, indicating that it may be employed in industries requiring protection against oxidative damage.

Upstream product

• 108-31-6 maleic anhydride 
• 104-54-1 3-Phenylpropenol 
• 79-10-7 acrylic acid 
• 2687-12-9 cinnamyl chloride 
• 104-55-2 3-phenyl-propenal 
• 814-68-6 acryloyl chloride 
• 292638-85-8 acrylic acid methyl ester 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 

Downstream Products

• 926015-14-7 cinnamyl 2-((tert-butyldimethylsilyloxy)(furan-3-yl)methyl)acrylate 
• 926015-25-0 cinnamyl 2-((tert-butyldimethylsilyloxy)(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)methyl)acrylate 
• 1191126-46-1 2-{[hydroxy(phenyl)phosphinoyl]methyl}-4-phenylpent-4-enoic acid 
• 926015-18-1 cinnamyl 2-(furan-3-yl(hydroxy)methyl)acrylate 

Relevant articles and documents

A 1,3,2-Diazaphospholene-Catalyzed Reductive Claisen Rearrangement

1,3,2-Diazaphospholenes (DAPs) are an emerging class of organic hydrides. In this work, we exploited them as efficient catalysts for very mild reductive Claisen rearrangements. The method is tolerant towards a wide variety of functional groups and operates at ambient temperature. Besides being enantiospecific for substrates with existing stereogenic centers, the diastereoselectivity can be switched by varying solvents and DAP catalysts. The reaction kinetics show direct rearrangements of O-bound phospholene enolates and provide a proof-of-principle for catalytic enantioselective reactions.

Chemoselective Transesterification of Acrylate Derivatives for Functionalized Monomer Synthesis Using a Hard Zinc Alkoxide Generation Strategy

A new practical method for the synthesis of functionalized acrylate derivatives with the view to prepare functional polymers was explored. Hard zinc alkoxide generation enabled the highly chemoselective transesterification of acrylate derivatives over the undesired conjugate addition, which caused polymerization. The combined use of the catalytic zinc cluster Zn4(OCOCF3)6O and 4-(dimethylamino)pyridine delivered various functionalized acrylate derivatives through the transesterification of commercially available methyl acrylate derivatives with functionalized alcohols under mild conditions.

Probing the mechanism of allylic substitution of morita-baylis- Hillman acetates (MBHAS) by using the silyl phosphonite paradigm: Scope and applications of a versatile transformation

A P-C bond-forming reaction between silyl phosphonites and Morita-Baylis-Hillman acetates (MBHAs) is explored as a general alternative towards medicinally relevant ?2;-carboxyphosphinic structural motifs. Conversion rates of diversely substituted MBHAs to phosphinic acids 9 or 14that were recorded by using 31P NMR spectroscopy revealed unexpected reactivity differences between ester and nitrile derivatives. These kinetic profiles and DFT calculations support a mechanistic scenario in which observed differences can be explained from the "lateness" of transition states. In addition, we provide experimental evidence suggesting that enolates due to initial P-Michael addition are not formed. Based on the proposed mechanistic scenario in conjunction with DFT calculations, an interpretation of the E/Z stereoselectivity differences between ester and nitriles is proposed. Synthetic opportunities stemming from this transformation are presented, which deal with the preparation of several synthetically capricious phosphinic building blocks, whose access through the classical P-Michael synthetic route is not straightforward.

Modular synthesis of optically active lactones by Ru-catalyzed asymmetric allylic carboxylation and ring-closing metathesis reaction

A new synthetic route to optically active unsaturated γ- and δ-lactones has been demonstrated via asymmetric allylic carboxylation with a planar-chiral Cp′Ru catalyst and ring-closing metathesis reaction with a Grubbs II catalyst, and successfully applied to the enantioselective synthesis of (R)-(-)-massoialactone. The Royal Society of Chemistry 2012.

A modular rearrangement approach toward medicinally relevant phosphinic structures

An unprecedented coupling of a P - C and a C - C bond-forming event In a practical operation was developed to access medicinally relevant phosphinic structures. The strategy relies on an Ireland-Claisen rearrangement triggered by the phospha-Michael addition of silyl phosphonltes to allyl acrylates. This protocol was extended to a more versatile three-component variant that utilizes phosphinic acids, acryloyl chlorides, and allylic alcohols as starting materials.

Triphenylphosphine-catalysed conversion of maleic anhydride into acrylate esters

Maleic anhydride has been converted into a range of acrylate esters on treatment with a suitable alcohol using triphenylphosphine as a catalyst.