104-64-3

Usage

Uses

Used in Flavor and Fragrance Industry:
3-Phenylpropyl formate is used as a flavoring agent for its sweet, fruity, and herbaceous taste, and as a fragrance ingredient for its sweet, floral odor reminiscent of honey and hyacinth. It is commonly used in the production of food, beverages, and cosmetics to enhance their aroma and taste.

Preparation

Cold formulation of phenylpropyl alcohol.

InChI:InChI=1/C10H12O2/c11-9-12-8-4-7-10-5-2-1-3-6-10/h1-3,5-6,9H,4,7-8H2

Upstream product

• 122-97-4 3-Phenyl-1-propanol 
• 100-42-5 styrene 
• 64-18-6 formic acid 
• 201230-82-2 carbon monoxide 
• 104-53-0 3-phenyl-propionaldehyde 
• 107-31-3 Methyl formate 
• 112471-51-9 2-(3-phenylpropoxy)tetrahydro-2H-pyran 
• 109-94-4 formic acid ethyl ester 
• 100-39-0 benzyl bromide 
• 70770-06-8 1-benzyloxy-3-phenylpropane 

Downstream Products

• 2290-40-6 3-phenylpropanol triethylsilyl ether 
• 69404-95-1 tert-butyldimethyl(3-phenylpropoxy)silane 
• 173410-08-7 pent-1-yne-1,5-diyldibenzene 
• 1577210-89-9 (3-(difluoromethoxy)propyl) benzene 
• 4620-66-0 γ-Phenylpropyl-dichlormethylether 
• 122-97-4 3-Phenyl-1-propanol 
• 2046-33-5 3-methoxypropylbenzene 

Relevant academic research and scientific papers

Ir-catalyzed tandem hydroformylation-transfer hydrogenation of olefins with (trans-/cis-)formic acid as hydrogen source in presence of 1,10-phenanthroline

The one-pot tandem hydroformylation-reduction to synthesize alcohols from olefins is in great demand but suffering from low yields, poor selectivity and harsh condition. Herein, 1,10-phenanthroline (L1) modified Ir-catalyst proved to exhibit multiple cata

Enabling the Use of Alkyl Thianthrenium Salts in Cross-Coupling Reactions by Copper Catalysis

Alkyl groups are one of the most widely used groups in organic synthesis. Here, a a series of thianthrenium salts have been synthesized that act as reliable alkylation reagents and readily engage in copper-catalyzed Sonogashira reactions to build C(sp3)?C(sp) bonds under mild photochemical conditions. Diverse alkyl thianthrenium salts, including methyl and disubstituted thianthrenium salts, are employed with great functional breadth, since sensitive Cl, Br, and I atoms, which are poorly tolerated in conventional approaches, are compatible. The generality of the developed alkyl reagents has also been demonstrated in copper-catalyzed Kumada reactions.

N-Heterocyclic Carbene Catalyzed Transformylation

The N-heterocyclic carbene (NHC) catalyzed transformylation has been developed for the conversion of 1°, 2°, and 3° alcohols to the corresponding formates. The reaction employs low catalyst loadings and methyl formate as the formyl transfer reagent. The scope of the reaction is broad with 23 examples reported with good yields (59-96%). The reaction is insensitive to common nitrogen and oxygen protecting groups and can be achieved in the presence of a number of heterocycles.

Visible-light-promoted conversion of alkyl benzyl ether to alkyl ester or alcohol via O-α-sp3 C-H cleavage

A mild and high-yielding visible-light-promoted conversion of alkyl benzyl ethers to the alkyl esters or alkyl alcohols was developed. Mechanistic studies provided evidence for a radical chain reaction involving the homolytic cleavage of O-α-sp3 C-H bonds in the substrate as one of the propagation steps. We propose that α-bromoethers are key intermediates in the transformation.

Silica-bonded N-propyl sulfamic acid as an efficient catalyst for the formylation and acetylation of alcohols and amines under heterogeneous conditions

A simple and efficient procedure for the preparation of silica-bonded N-propyl sulfamic acid (SBNPSA) by the reaction of 3-aminopropylsilica (1) and chlorosulfonic acid in chloroform is described. This solid acid is employed as a new catalyst for the formylation of alcohols and amines with ethyl formate under mild and heterogeneous conditions at room temperature with good to excellent yields. Also, SBNPSA catalyzed acetylation of various alcohols and amines with acetic anhydride at room temperature.

Silica triflate as an efficient reagent for the chemoselective formylation of alcohols

Silica triflate, as a new and stable silica-based reagent, is prepared by a reaction of silica gel with trifluoromethane sulfonyl chloride at room temperature. This reagent can be used for the efficient and selective formylation of alcohols in the presence of phenols in a relatively short reaction time and high yields under heterogeneous reaction conditions.

Efficient acetylation and formylation of alcohols in the presence of Zr(HSO4)4

Acetylation and formylation of alcohols with acetic and formic acids have been carried out in the presence of catalytic amounts of Zr(HSO 4)4 under mild and heterogeneous conditions.

Silphos [PCl3-n(SiO2)n]: A heterogeneous phosphine reagent for formylation and acetylation of alcohols and amines with ethyl formate and acetate

Alcohols and amines are formylated and acetylated in the presence of Silphos [PCl3-n(SiO2)n] in ethyl formate and ethyl acetate in high to excellent yields. This procedure provides a method to separate the product by a simple filtration.

Efficient one-step conversion of tetrahydropyranyl ethers into acetates and formates in the presence of potassium dodecatungstocobaltate K 5CoW12O40·3H2O

Tetrahydropyranyl ethers derived from primary alcohols were directly and efficiently converted into the corresponding acetates and formates by the action of ethyl acetate, acetic acid, acetic anhydride, and ethyl formate in the presence of a catalytic amount of potassium dodecatungstocobaltate K 5CoW12O40 ? 3H2O. Tetrahydropyranyl ethers derived from secondary alcohols and phenols can also be transformed into the corresponding acetates with the use of acetic anhydride, but K5CoW12O40 ? 3H2O was ineffective for esterification with ethyl acetate, acetic acid, and ethyl formate.