22665-13-0

Basic information

• Product Name: Methyl(1-phenylallyl) ether
• Synonyms: (1-Methoxy-2-propen-1-yl)benzene;(1-Phenyl-2-propenyl)methyl ether;1-Phenyl-1-methoxy-2-propene;Methyl(1-phenyl-2-propenyl) ether;Methyl(1-phenylallyl) ether;1-Methoxy-1-phenylprop-2-ene;(1-Methoxyallyl)benzene
• CAS NO: 22665-13-0
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.2
• Mol File: 22665-13-0.mol
• Article Data: 31

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Methyl(1-phenylallyl) ether(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl(1-phenylallyl) ether(22665-13-0)
• EPA Substance Registry System: Methyl(1-phenylallyl) ether(22665-13-0)

Safety Data

• Hazardous Substances Data: 22665-13-0(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 27850-38-0 phthalic acid mono-((R)-1-phenyl-allyl ester) 
• 4188-69-6 (E)-1-Methoxy-1-propen 
• 118-92-3 anthranilic acid 
• 300-57-2 allylbenzene 
• 24808-73-9 (E)-(3-methoxyprop-1-en-1-yl)benzene 
• 89357-92-6 trans-2-methoxy-3-phenylseleno-1,2,3,4-tetrahydronaphthalene 
• 116118-00-4 1-phenyl-1-methoxy-2-phenylselenenyl propane dichloride, erythro 
• 21040-45-9 Cinnamyl acetate 
• 444575-79-5 carbonic acid 1,1-dimethylethyl 1-phenyl-2-propenyl ester 
• 873-66-5 1-propenylbenzene 
• 104-54-1 3-Phenylpropenol 
• 616-38-6 carbonic acid dimethyl ester 
• 85-44-9 phthalic anhydride 

Downstream Products

• 103-65-1 phenylpropane 
• 59588-12-4 (1-methoxypropyl)benzene 
• 16277-67-1 3-methoxy-1-phenylpropene 
• 19190-53-5 2-methoxy-2-phenylacetaldehyde 
• 24808-73-9 (E)-(3-methoxyprop-1-en-1-yl)benzene 
• 33143-51-0 (E)-N-(3-phenylallyl)carbamic acid methyl ester 
• 86766-60-1 Methyl N-(1-phenylprop-2-enyl)carbamate 
• 89373-21-7 (E)-trimethyl(4-phenylbut-3-enyl)silane 
• 3412-44-0 (1E)-1,3-diphenylpropene 
• 1076-66-0 3-phenyl-1,5-hexadiene 
• 56644-04-3 (E)-1-phenyl-1,5-hexadiene 
• 62056-42-2 (E)-3-[(4-N,N-dimethylaminophenyl)]-1-phenylpropene 
• 134539-86-9 1-methyl-4-(3-phenyl-2-propen-1-yl)benzene 
• 40595-35-5 (Z)-1-phenyl-3-(trimethylsilyl)-1-propene 

Relevant articles and documents

Nickel-Mediated Enantiospecific Silylation via Benzylic C-OMe Bond Cleavage

Benzylic stereocenters are found in bioactive and drug molecules, as enantiopure benzylic alcohols have been used to build such a stereogenic center, but are limited to the construction of a C-C bond. Silylation of alkyl alcohols has the potential to build bioactive molecules and building blocks; however, the development of such a process is challenging and unknown. Herein, we describe an unprecedented AgF-assisted nickel catalysis in the enantiospecific silylation of benzylic ethers.

Iron-Catalyzed Grignard Cross-Couplings with Allylic Methyl Ethers or Allylic Trimethylsilyl Ethers

We have found that cross-coupling between aryl Grignard reagents and allylic methyl ethers proceeded well in the presence of a catalytic amounts of Fe(acac) 3 to afford the corresponding allylic substitution products in good yields. Under the same conditions, allylic trimethylsilyl ethers also reacted with Grignard reagents to give the corresponding cross-coupling products.

Regio- and Enantioselective Allylation of Phenols via Decarboxylative Allylic Etherification of Allyl Aryl Carbonates Catalyzed by (Cyclopentadienyl)ruthenium(II) Complexes and Pyridine-Hydrazone Ligands

(Cyclopentadienyl)tris(acetonitrile)ruthenium hexafluorophosphate [CpRu(CH3CN)3][PF6] in combination with pyridine-hydrazone ligands efficiently catalyzes the asymmetric decarboxylative allylic rearrangement of allyl aryl carbonates. Formation of C-O bonds with high regio- and enantioselectivity ratios (up to 95:5 and 98% ee) is obtained. Good stereocontrol of the pseudotetrahedral geometry of the CpRu moiety is achieved by the hydrazone ligand and its "electron-poor" nature is evidenced through the epimerization of the hexacoordinated TRISPHAT-N anion.