1209-06-9

Basic information

• Product Name: (+/-)-2,2-Dimethyl-5-phenyl-1,3-pentanediol
• Synonyms: (+/-)-2,2-Dimethyl-5-phenyl-1,3-pentanediol
• CAS NO: 1209-06-9
• Molecular Weight: 208.301
• Mol File: 1209-06-9.mol

Chemical Properties

• CAS DataBase Reference: (+/-)-2,2-Dimethyl-5-phenyl-1,3-pentanediol(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-2,2-Dimethyl-5-phenyl-1,3-pentanediol(1209-06-9)
• EPA Substance Registry System: (+/-)-2,2-Dimethyl-5-phenyl-1,3-pentanediol(1209-06-9)

Safety Data

• Hazardous Substances Data: 1209-06-9(Hazardous Substances Data)

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 6651-34-9 2-methyl-1-(trimethylsilyloxy)-1-propene 
• 13206-46-7 2-bromo-2-methylpropanal 
• 57956-40-8 methyl 3-hydroxy-2,2-dimethyl-5-phenylpentanoate 

Downstream Products

• 54322-96-2 (+/-)-3-Hydroxy-2,2-dimethyl-5-phenylvaleraldehyde 
• 57956-40-8 methyl 3-hydroxy-2,2-dimethyl-5-phenylpentanoate 
• 130822-13-8 3-hydroxy-2,2-dimethyl-5-phenylpentanoic acid 

Relevant articles and documents

Hydroxyl-directed intermolecular ketone-olefin couplings promoted by SmI2

SmI2-promoted intermolecular ketone-olefin couplings are facilitated and stereocontrolled by hydroxyl groups incorporated within the starting materials. For example, the SmI2-induced ketone-olefin coupling reactions of α-hydroxy ketone 5 with ethyl acrylate, acrylonitrile, ethyl crotonate, and 2(5H)-furanone proceeded with high stereocontrol to afford the syn-1,2-diol products 6-9 in good yields. Excellent diastereoselectivity was achieved in the reductive couplings of β-hydroxy aldehyde 21 and erythro-β-hydroxy ketone 24 with acrylonitrile using SmI2, to produce the anti-1,3-diols 22 and 25 in good yields. The sense of the stereoselectivity was in full accord with a chelation-control model. In the proposed model, the stereochemistry of the reaction product is explained by assuming that a cyclic ketyl radical is generated during the initial single-electron reduction by SmI2. This radical species results from the chelation of the Sm(III) cation, attached to the ketyl radical, with the hydroxyl group.

Germanium(II)-mediated reductive cross-aldol reaction of bromoaldehydes with aldehydes: NMR studies and ab initio calculations

(Chemical Equation Presented) A highly practical reductive cross-aldol reaction of α-bromoaldehydes with various aldehydes has been developed using Ge(II)Cl2 to produce aldehyde germanium(IV) aldolates, which were directly transformed to variou

Lithium acetate-catalyzed crossed aldol reaction between aldehydes and trimethylsilyl enolates generated from other aldehydes

Crossed aldol reaction between aromatic aldehydes having an electron-withdrawing group and trimethylsilyl enolates generated from several aldehydes proceeded smoothly in dry or water-containing DMF in the presence of a catalytic amount of a Lewis base such as lithium acetate or lithium benzoate. Successive reduction of the produced aldehydes with sodium borohydride (NaBH4) afforded the corresponding 1,3-diols in good to high yields in one-pot. Copyright