99520-55-5

Basic information

• Product Name: 1-(4-methoxyphenyl)prop-2-yn-1-yl acetate
• Synonyms: 1-(4-Methoxyphenyl)-2-propyn-1-yl acetate; benzenemethanol, alpha-ethynyl-4-methoxy-, acetate
• CAS NO: 99520-55-5
• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.2219
• Mol File: 99520-55-5.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 301.5°C at 760 mmHg
• Flash Point: 122.6°C
• Density: 1.111g/cm³
• Vapor Pressure: 0.00105mmHg at 25°C
• Refractive Index: 1.521
• CAS DataBase Reference: 1-(4-methoxyphenyl)prop-2-yn-1-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methoxyphenyl)prop-2-yn-1-yl acetate(99520-55-5)
• EPA Substance Registry System: 1-(4-methoxyphenyl)prop-2-yn-1-yl acetate(99520-55-5)

Safety Data

• Hazardous Substances Data: 99520-55-5(Hazardous Substances Data)

Upstream product

• 19115-30-1 1-(4-methoxyphenyl)-2-propyn-1-ol 
• 108-24-7 acetic anhydride 
• 123-11-5 4-methoxy-benzaldehyde 
• 4301-14-8 acetylenemagnesium bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 75-36-5 acetyl chloride 
• 159351-36-7 1-(4-methoxyphenyl)-3-(trimethylsilyl)prop-2-yn-1-ol 
• 866562-25-6 acetic acid 1-(4-methoxy-phenyl)-3-trimethylsilanyl-prop-2-ynyl ester 

Downstream Products

• 117295-73-5 1-(1-Ethynyl-3-phenyl-prop-2-ynyl)-4-methoxy-benzene 
• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 1041403-19-3 (S)-2-methoxy-N-(1-(4-methoxyphenyl)prop-2-ynyl)aniline 
• 1079049-45-8 1-(hex-5-en-1-yn-3-yl)-4-methoxybenzene 
• 1310480-43-3 (S)-tert-butyl 1-(4-methoxyphenyl)prop-2-ynylcarbamate 
• 1310480-44-4 (R)-4-(4-methoxyphenyl)-5-methyleneoxazolidin-2-one 
• 2749-97-5 4-methoxylphenylallene 

Relevant articles and documents

Catalytic studies of cyclometalated gold(III) complexes and their related UiO-67 MOF

Cyclometalated gold(III) complexes Au(L)(OAcF)2 (L = phenylpyridine dicarboxylic diester (ppyde) or phenylpyridine dicarboxylic acid (ppydc)) have been prepared reacting Au(OAc)3 with corresponding phenyl pyridines (ppyde or ppydc) in trifluoroacetic acid (HOAcF) under microwave heating. Further treatment of Au(L)(OAcF)2 with aqua regia resulted in dichloro complexes Au(L)Cl2. Au-functionalized UiO-67 MOF has been synthesized by exchanging linkers of UiO-67 with Au(ppydc)Cl2, furnishing the MOF with (N^C)-cyclometalated Au(III) centers. The catalytic activities of the molecular cyclometalated complexes and the Au-incorporated MOF were studied in gold-catalyzed propargyl ester cyclopropanations. Almost all complexes and the MOF showed catalytic activity to the cyclopropanation product (up to 97% conversion), with a preference for the trans diastereoisomer (up to 14:86 d.r.). The recyclability of the most active molecular complex has also been investigated.

Neighboring Carbonyl Group Assisted Oxyacetoxylation of Propargylic Carboxylates with Retention of Chirality under Metal Free Condition

A metal-free oxyacetoxylation method of primary, secondary and tertiary propargylic carboxylates with retention of chirality was presented. The reaction proceeds through the intramolecular nucleophilic attack of the neighboring carbonyl group on an alkynyliodonium intermediate. The process is general with broad substrate scope and is amenable for application to a variety of propargyl carboxylates including those obtained from natural products. Insight into the mechanistic pathway by isotopic labelling (using H2O18 and D2O) and controlled experiments confirmed. (Figure presented.).

Palladium- and Rhodium-Catalyzed Dynamic Kinetic Resolution of Racemic Internal Allenes Towards Chiral Pyrazoles

A complementing Pd- and Rh-catalyzed dynamic kinetic resolution (DKR) of racemic allenes leading to N-allylated pyrazoles is described. Such compounds are of enormous interest in medicinal chemistry as certified drugs and potential drug candidates. The new methods feature high chemo-, regio- and enantioselectivities aside from displaying a broad substrate scope and functional group compatibility. A mechanistic rational accounting for allene racemization and trans-alkene selectivity is discussed.