36615-45-9

Basic information

• Product Name: METHYL (S)-3-HYDROXY-3-PHENYLPROPANOATE
• Synonyms: METHYL (S)-3-HYDROXY-3-PHENYLPROPANOATE;Methyl (S)-3-hydroxy-3-phenylpropanoate,99%;Methyl (S)-3-hydroxy-3-phenylpropanoate, 99% 1GR
• CAS NO: 36615-45-9
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.2
• Mol File: 36615-45-9.mol
• Article Data: 59

Chemical Properties

• Boiling Point: 300.9°Cat760mmHg
• Flash Point: 128.4°C
• Appearance: Clear colorless/Viscous Liquid
• Density: 1.147g/cm³
• Vapor Pressure: 0.000484mmHg at 25°C
• Refractive Index: 1.518-1.52
• PKA: 13.07±0.20(Predicted)
• CAS DataBase Reference: METHYL (S)-3-HYDROXY-3-PHENYLPROPANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL (S)-3-HYDROXY-3-PHENYLPROPANOATE(36615-45-9)
• EPA Substance Registry System: METHYL (S)-3-HYDROXY-3-PHENYLPROPANOATE(36615-45-9)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 36615-45-9(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLORLESS VISCOUS LIQUID

InChI:InChI=1/C10H12O3/c1-13-10(12)7-9(11)8-5-3-2-4-6-8/h2-6,9,11H,7H2,1H3/t9-/m0/s1

Upstream product

• 36567-72-3 (S)-3-hydroxy-3-phenylpropanoic acid 
• 74-88-4 methyl iodide 
• 109053-85-2 methyl 3-(dimethyl(phenyl)silyl)-3-phenylpropanoate 
• 124-41-4 sodium methylate 
• 124573-27-9 1-((S)-3-Hydroxy-3-phenyl-propionyl)-1,3-bis-((S)-1-phenyl-ethyl)-urea 
• 614-27-7 methyl 3-oxo-3-phenylpropionate 
• 40989-96-6 2-phenyl-2,3-dihydropyran-4-one 
• 186581-53-3 diazomethane 
• 63741-23-1 α-(p-tolylsulfinyl) β-hydroxy β-phenyl propionate de t-butyle 
• 33401-74-0 ethyl (3R)-3-hydroxy-3-phenylpropionate 
• 3480-87-3 3-hydroxy-3-phenylpropanoic acid 
• 58059-08-8 tert-butyl (R)-p-toluenesulfinylacetate 
• 100-52-7 benzaldehyde 
• 67-56-1 methanol 

Downstream Products

• 96853-98-4 C₂₀H₂₀⁽²⁾HNO₄ 
• 96901-43-8 C₉H₇⁽²⁾HN₂O₆ 
• 96853-97-3 C₁₆H₁₄⁽²⁾HNO₂ 
• 96854-36-3 2,2-Dimethyl-propionic acid (S)-3-chloro-3-phenyl-propyl ester 
• 96854-35-2 2,2-Dimethyl-propionic acid (S)-3-hydroxy-3-phenyl-propyl ester 
• 96895-62-4 (R)-<3-(2)H1>-3-phenylpropionic acid 
• 96854-37-4 C₉H₁₁⁽²⁾HO 
• 79-20-9 acetic acid methyl ester 
• 100-52-7 benzaldehyde 
• 96854-34-1 (S)-3-phenyl-1,3-propanediol 

Relevant articles and documents

On the mechanism of Lewis base catalyzed aldol addition reactions: Kinetic and spectroscopic investigations using rapid-injection NMR

The mechanistic foundations of the Lewis base catalyzed aldol addition reactions have been investigated. From a combination of low-temperature spectroscopic studies (29Si and 31P NMR) and kinetic analyses using a rapid-injection NMR apparatus (RINMR), a correlation of the ground states and transition structures for the aldolization reactions has been formulated. The aldol addition of the tert-butylsilyl ketene acetal of tert-butyl propanoate with 1-naphthaldehyde is efficiently catalyzed by a combination of silicon tetrachloride and chiral phosphoramide Lewis bases. The rates and selectivities of the aldol additions are highly dependent on the structure of the Lewis bases: bisphosphoramides give the highest rate and selectivity, whereas a related monophosphoramide reacts slowly and with low selectivity. The monophosphoramide shows no nonlinear behavior. All of the additions show a first-order kinetic dependence on silyl ketene acetal and 1-naphthaldehyde and a zeroth-order dependence on silicon tetrachloride. The kinetic order in catalyst is structure dependent and is either half-, two-thirds-, or first-order. All of the phosphoramides are saturated with silicon tetrachloride in some form, and the resting-state species are mixtures of monomeric and dimeric, pentacoordinate cationic, or hexacoordinate neutral complexes. These data allow the formulation of a unified mechanistic scheme based on the postulate of a common reactive intermediate for all catalysts.

Iridium-catalyzed asymmetric hydrogenation of β-keto esters with new phenethylamine-derived tridentate P,N,N-ligands

A new class of phenethylamine-derived tridentate P,N,N-ligands has been successfully developed. These ligands exhibited good performance in the Ir-catalyzed asymmetric hydrogenation of β-keto esters, affording the corresponding β-hydroxy esters in moderat

Chiral Nitroarenes as Enantioselective Single-Electron-Transfer Oxidants for Carbene-Catalyzed Radical Reactions

A new class of chiral oxidants is developed. These readily accessible oxidants contain a nitro group for oxidation and a chiral sulfonamide moiety for stereoselectivity control. The chiral information from the oxidants can effectively transfer to the substrates in carbene-catalyzed β-hydroxylation of enals via single-electron-transfer radical processes. We expect these oxidants to find unique applications in other asymmetric oxidations and oxygen-atom-transferring reactions.