1991-46-4

Basic information

• Product Name: 3-Phenoxy-2,2-dimethylpropan-1-ol
• Synonyms: 3-Phenoxy-2,2-dimethylpropan-1-ol
• CAS NO: 1991-46-4
• Molecular Weight: 180.247
• Mol File: 1991-46-4.mol

Chemical Properties

• CAS DataBase Reference: 3-Phenoxy-2,2-dimethylpropan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Phenoxy-2,2-dimethylpropan-1-ol(1991-46-4)
• EPA Substance Registry System: 3-Phenoxy-2,2-dimethylpropan-1-ol(1991-46-4)

Safety Data

• Hazardous Substances Data: 1991-46-4(Hazardous Substances Data)

Upstream product

• 591-50-4 iodobenzene 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 66003-76-7 Diphenyliodonium triflate 
• 325723-04-4 Phenylbiphenyl-2,2'-ylenebismuth diacetate 
• 83566-43-2 tetraphenyl-bismuth trifluoroacetate 
• 28899-97-0 triphenylbismuth(V) diacetate 
• 3894-19-7 3-methyl-3-phenoxymethyl-oxetane 

Downstream Products

• 34795-28-3 2,2-dimethyl-3-phenoxy propanal 
• 108530-00-3 4-Nitro-benzoic acid 2,2-dimethyl-3-phenoxy-propyl ester 
• 108529-97-1 2,2-dimethyl-1,3-diphenoxypropane 

Relevant articles and documents

Nickel-catalyzed removal of alkene protecting group of phenols, alcohols via chain walking process

An efficient nickel-catalyzed removal of alkene protection group under mild condition with high functional group tolerance through chain walking process has been established. Not only phenolic ethers, but also alcoholic ethers can be tolerated with the retention of stereocenter adjacent to hydroxyl group. The new reaction brings the homoallyl group into a start of new type of protecting group.

Copper(II)-catalyzed monoarylation of vicinal diols with diaryliodonium salts

Selective and efficient: The copper(II)-catalyzed selective monoarylation of vicinal diols with diaryliodonium triflates was successfully developed. In this catalytic process high chemoselectivity was achieved, even in the presence of a 1:1 mixture of the 1,2-diol and the mono-ol, and a wide range of substrates was tolerated, giving the monoarylated products in good to excellent yields (see scheme). Copyright

Synthesis and reactivity of pentavalent biphenyl-2,2′-ylenebismuth derivatives

Phenylbiphenyl-2,2′-ylenebismuth diacetate reacted with nucleophiles under basic conditions to give modest to good yields of the C-phenylated substrates. Under copper catalysis, it reacted with hydroxy or amino groups to give the products of O- or N-phenylation. In both sets of reaction conditions, this reagent showed a reduced reactivity compared to the analogous triphenylbismuth diacetate reagent. It showed also a high regioselectivity as only the phenyl derivatives were detected and isolated. The Royal Society of Chemistry 2000.

The Chemistry of Pentavalent Organobismuth Reagents. Part 8. Phenylation and Oxidation of Alcohols by Tetraphenylbismuth Esters

Tetraphenylbismuth trifluoroacetate under neutral or slightly acidic conditions O-phenylates primary alcohols in reasonable (65-75percent) yield, but gives only moderate yields with secondary alcohols and no O-phenylation with tertiary alcohols.An SN2 type mechanism is proposed with attack of oxygen on aryl carbon.In contrast, the reaction of Bi(V) reagents with alcohols under basic conditions gives, exclusively, oxidation, often with benzene as a leaving group.The presence of a Bi(V) intermediate with a bismuth-oxygen bond has been proved in several different ways using n.m.r. spectroscopy.Thus the reactions of alcohols with Bi(V) reagents parallel the corresponding reactions with phenols.

The Catalytic Effect of Copper Ions in the Phenylation Reaction of David and Thieffry

Several types of bifunctional molecules are smoothly phenylated by triphenylbismuth diacetate in a reaction which has an induction period, a curious solvent dependence, and the need for illumination; however, the addition of a small amount of Cu(OAc)2 removes all these limitations and accelerates greatly the reaction.