66397-25-9

Basic information

• Product Name: p-Nitrophenyl allenyl ether
• Synonyms: p-Nitrophenyl allenyl ether
• CAS NO: 66397-25-9
• Molecular Weight: 177.159
• Mol File: 66397-25-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: p-Nitrophenyl allenyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: p-Nitrophenyl allenyl ether(66397-25-9)
• EPA Substance Registry System: p-Nitrophenyl allenyl ether(66397-25-9)

Safety Data

• Hazardous Substances Data: 66397-25-9(Hazardous Substances Data)

Upstream product

• 17061-85-7 1-nitro-4-(prop-2-ynyloxy)benzene 
• 1568-66-7 1-allyloxy-4-nitrobenzene 
• 244056-18-6 1-(2-bromoprop-2-en-1-yloxy)-4-nitrobenzene 
• 14670-55-4 1,2-dibromo-3-(4-nitrophenyloxy)propane 
• 100-02-7 4-nitro-phenol 

Relevant articles and documents

Novel One-Pot Synthetic Method for Propargyl Alcohol Derivatives from Allyl Alcohol Derivatives

An efficient one-pot procedure for the synthesis of propargyl alcohol derivatives from allyl alcohol derivatives has been developed. The key to this transformation from a C-C double bond to a C-C triple bond is that hydrogen bromide elimination from 1,2-dibromoalkanes that contain a neighboring oxygen functional group is promoted by the inductive electron-withdrawing effect of the oxygen functional group. In the one-pot reaction, tetrabutylammonium hydroxide was the best base, and the addition of molecular sieves 13X also promoted the reaction.

TBAF-promoted dehydrobrominations of vicinal dibromides having an adjacent O-functional group

Regioselective HBr elimination of vicinal dibromides having an adjacent oxygen functional group to give the corresponding 2-bromoalk-1-enes was controlled using 1.1 equivalents of TBAF. Two-step elimination to give the corresponding alkynes was controlled using 5.0 equivalents of TBAF. High yield and high selectivity require the presence of an oxygen functional group at the neighboring position of the elimination site.

Microwave promoted rapid isomerisation of propargyl ethers into allenyl ethers

Aryl or alkyl propargyl ethers have been isomerized efficiently with good to excellent yield into corresponding allenyl ethers in the presence of potassium tert-butoxide under the microwave irradiation.