22767-95-9

Basic information

• Product Name: propan-2-yl 3-phenylpropanoate
• Synonyms: benzenepropanoic acid, 1-methylethyl ester; Isopropyl 3-phenylpropanoate
• CAS NO: 22767-95-9
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.2542
• Mol File: 22767-95-9.mol
• Article Data: 47

Chemical Properties

• Boiling Point: 258.5°C at 760 mmHg
• Flash Point: 102°C
• Density: 1g/cm³
• Vapor Pressure: 0.0137mmHg at 25°C
• Refractive Index: 1.495
• CAS DataBase Reference: propan-2-yl 3-phenylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: propan-2-yl 3-phenylpropanoate(22767-95-9)
• EPA Substance Registry System: propan-2-yl 3-phenylpropanoate(22767-95-9)

Safety Data

• Hazardous Substances Data: 22767-95-9(Hazardous Substances Data)

Upstream product

• 60512-85-8 (E)-isopropyl cinnamate 
• 14371-10-9 (E)-3-phenylpropenal 
• 67-63-0 isopropyl alcohol 
• 443682-81-3 5,5-dimethyl-3-(2-phenylethyl)-1,4,2-dioxazole 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 13608-28-1 4,4-dimethyl-2-(2-phenylethyl)-4,5-dihydro-1,3-oxazole 
• 7780-06-5 isopropyl cinnamate 
• 867347-49-7 3-phenyl-N-(quinoline-8-yl)propionamide 
• 4250-02-6 1-diazo-3-phenyl-2-propanone 
• 625-55-8 isopropyl formate 
• 104-53-0 3-phenyl-propionaldehyde 
• 104-55-2 3-phenyl-propenal 
• 55628-83-6 1-(1H-imidazol-1-yl)-3-phenylpropan-1-one 

Downstream Products

• 21924-11-8 1-(3-phenylpropanoyl)piperidine 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 1358030-88-2 methyl 3-isopropoxy-2,2-dimethyl-5-phenylpentanoate 
• 57956-40-8 methyl 3-hydroxy-2,2-dimethyl-5-phenylpentanoate 
• 1358031-05-6 3-isopropoxy-2,2-dimethyl-5-phenylpentanoic acid 
• 130822-13-8 3-hydroxy-2,2-dimethyl-5-phenylpentanoic acid 
• 76382-79-1 5-methyl-1-phenyl-4-oxahexane 
• 2016-42-4 tetradecylamine 
• 122-97-4 3-Phenyl-1-propanol 
• 5406-39-3 3-(4-methylphenyl)propanol 
• 501-52-0 3-Phenylpropionic acid 
• 17428-96-5 1,1-d2-3-phenylpropan-1-ol 
• 1583259-46-4 (2R,3S,4R)-isopropyl 2-benzyl-5-(benzyloxy)-3-hydroxy-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate 
• 1583259-45-3 (2S,3S,4R)-isopropyl 2-benzyl-5-(benzyloxy)-3-hydroxy-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate 

Relevant articles and documents

Manganese-catalyzed homogeneous hydrogenation of ketones and conjugate reduction of α,β-unsaturated carboxylic acid derivatives: A chemoselective, robust, and phosphine-free in situ-protocol

We communicate a user-friendly and glove-box-free catalytic protocol for the manganese-catalyzed hydrogenation of ketones and conjugated C[dbnd]C[sbnd]bonds of esters and nitriles. The respective catalyst is readily assembled in situ from the privileged [Mn(CO)5Br] precursor and cheap 2-picolylamine. The catalytic transformations were performed in the presence of t-BuOK whereby the corresponding hydrogenation products were obtained in good to excellent yields. The described system offers a brisk and atom-efficient access to both secondary alcohols and saturated esters avoiding the use of oxygen-sensitive and expensive phosphine-based ligands.

Esterification or Thioesterification of Carboxylic Acids with Alcohols or Thiols Using Amphipathic Monolith-SO3H Resin

We have developed a method for the esterification of carboxylic acids with alcohols using amphipathic, monolithic-resin bearing sulfonic acid moieties as cation exchange functions (monolith-SO3H). Monolith-SO3H efficiently catalyzed the esterification of aromatic and aliphatic carboxylic acids with various primary and secondary alcohols (1.55.0 equiv) in toluene at 6080 °C without the need to remove water generated during the reaction. The amphipathic property of monolith-SO3H facilitates dehydration due to its capacity for water absorption. This reaction was also applicable to thioesterification, wherein the corresponding thioesters were obtained in excellent yield using only 2.0 equiv of thiol in toluene, although heating at 120 °C was required. Moreover, monolith-SO3H was separable from the reaction mixtures by simple filtration and reused for at least five runs without decreasing the catalytic activity.

Direct Catalytic Alcoholysis of Unactivated 8-Aminoquinoline Amides

Direct catalytic alcoholysis of unactivated amides is one of the most difficult challenges in organic chemistry, and an applicable method for cleaving amides used as directing groups in regioselective functionalization reactions has not been reported. Herein, we report direct catalytic alcoholysis of 8-aminoquinoline amides, which are highly effective directing groups in regioselective functionalization reactions. The reactions proceeded with a simple combination of substrates, air-stable catalysts, and alcohols, affording the corresponding esters in good yields with broad functional group tolerance. Highly chemoselective cleavage of the 8-aminoquinoline amides in the presence of related carbonyl functionalities and preliminary mechanistic studies are also described.