50555-04-9

Basic information

• Product Name: 2-Propen-1-ol, 3-phenyl-, benzoate, (E)-
• Synonyms: benzoic acid 3-phenylallyl ester;3-phenyl-2-propen-1-yl benzoate;Benzoic acid (E)-3-phenyl-allyl ester;trans-cinnamoyl benzoate;(E)-3-phenyl-2-propen-1-yl benzoate;trans-cinnamyl benzoate;(E)-3-phenyl-2-propenyl benzoate
• CAS NO: 50555-04-9
• Molecular Formula: C16H14O2
• Molecular Weight: 238.286
• Mol File: 50555-04-9.mol
• Article Data: 39

Chemical Properties

• Melting Point: 39 °C
• Boiling Point: 165 - 170 °C (0.5 mmHg)
• CAS DataBase Reference: 2-Propen-1-ol, 3-phenyl-, benzoate, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-ol, 3-phenyl-, benzoate, (E)-(50555-04-9)
• EPA Substance Registry System: 2-Propen-1-ol, 3-phenyl-, benzoate, (E)-(50555-04-9)

Safety Data

• Hazardous Substances Data: 50555-04-9(Hazardous Substances Data)

Upstream product

• 22023-25-2 1-phenylallyl benzoate 
• 108-90-7 chlorobenzene 
• 300-57-2 allylbenzene 
• 614-45-9 tert-Butyl peroxybenzoate 
• 65-85-0 benzoic acid 
• 104-54-1 3-Phenylpropenol 
• 100-52-7 benzaldehyde 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 100-42-5 styrene 
• 40815-73-4 1-phenyl-1-(2-propenyloxy)ethene 
• 98-88-4 benzoyl chloride 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 583-04-0 vinyl benzoate 
• 22553-93-1 (E)-(3-diazoprop-1-en-1-yl)benzene 

Downstream Products

• 16354-93-1 (1RS,2SR)-1-phenyl-propane-1,2,3-triol 
• 16354-93-1 (+/-)-threo-1-phenyl-propanetriol-(1.2.3) 
• 101293-71-4 N-(2,3-dihydroxy-1-phenylpropyl)benzamide 
• 65-85-0 benzoic acid 
• 444143-65-1 benzoic acid 3-phenyl-oxiranylmethyl ester 
• 1401467-22-8 (R)-methyl 2,2-dimethyl-3-phenylpent-4-enoate 
• 93012-00-1 3-Benzoyloxy-1-phenyl-propanon-⁽²⁾ 
• 57294-86-7 (E)-cinnamyl azide 
• 1885-38-7 cinnamic nitrile 
• 94286-52-9 3-dimethyl(phenyl)silyl-3-phenylprop-1-ene 
• 79294-34-1 (E)-3-dimethyl(phenyl)silyl-1-phenyl-1-propene 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 1240492-43-6 (±)-4,4,5,5-tetramethyl-2-[2-phenylcyclopropyl]-1,3,2-dioxaborolane 
• 1240492-43-6 4,4,5,5-tetramethyl-2-(2-phenylcyclopropyl)-1,3,2-dioxaborolane 

Relevant articles and documents

Regioselective Wacker-Type Oxidation of Internal Olefins in tBuOH Using Oxygen as the Sole Oxidant and tBuONO as the Organic Redox Cocatalyst

A regioselective Wacker-Tsuji oxidation of internal olefins in tBuOH has been developed using oxygen as the terminal oxidant and tert-butyl nitrite as the simple organic redox cocatalyst without the involvement of hazardous cocatalysts or harsh reaction conditions. A series of internal olefins bearing various functional groups can be oxidized to the corresponding substituted ketones in generally good yields with high regioselectivities.

Systematic Evaluation of Sulfoxides as Catalysts in Nucleophilic Substitutions of Alcohols

Herein, a method for the nucleophilic substitution (SN) of benzyl alcohols yielding chloro alkanes is introduced that relies on aromatic sulfoxides as Lewis base catalysts (down to 1.5 mol-%) and benzoyl chloride (BzCl) as reagent. A systematic screening of various sulfoxides and other sulfinyl containing Lewis bases afforded (2-methoxyphenyl)methyl sulfoxide as optimal catalyst. In contrast to reported formamide catalysts, sulfoxides also enable the application of plain acetyl chloride (AcCl) as reagent. In addition, it was demonstrated that weakly electrophilic carboxylic acid chlorides like BzCl promote Pummerer rearrangement of sulfoxides already at room temperature. This side-reaction also provided the explanation, why sulfoxide catalyzed SN-reactions of alcohols do not allow the effective production of aliphatic and electron deficient chloro alkanes. Comparison experiments provided further insight into the reaction mechanism.

Transition-Metal-Free Poly(thiazolium) Iodide/1,8-Diazabicyclo[5.4.0]undec-7-ene/Phenazine-Catalyzed Esterification of Aldehydes with Alcohols

Poly(3,4-dimethyl-5-vinylthiazolium) iodide was used as a polymer precatalyst in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and phenazine for the oxidative esterification of aldehydes with alcohols. Selective functionalization of OH groups was achieved in the presence of NH2 groups. The poly(thiazolium) iodide/DBU/phenazine system exhibited excellent catalytic activity and could be reused five times without loss of activity.