203924-95-2

Basic information

• Product Name: (naphthalen-2-yl)(oxiran-2-yl)methanol
• Synonyms: (naphthalen-2-yl)(oxiran-2-yl)methanol
• CAS NO: 203924-95-2
• Molecular Weight: 200.237
• Mol File: 203924-95-2.mol

Chemical Properties

• CAS DataBase Reference: (naphthalen-2-yl)(oxiran-2-yl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (naphthalen-2-yl)(oxiran-2-yl)methanol(203924-95-2)
• EPA Substance Registry System: (naphthalen-2-yl)(oxiran-2-yl)methanol(203924-95-2)

Safety Data

• Hazardous Substances Data: 203924-95-2(Hazardous Substances Data)

Upstream product

• 66-99-9 β-naphthaldehyde 
• 76635-88-6 vinyl-2-naphthylcarbinol 

Relevant articles and documents

Titanocene(III) chloride mediated radical induced addition-elimination route to the synthesis of racemic and optically active trisubstituted tetrahydrofurans: Formal synthesis of magnofargesin and 7’-epimagnofargesin

Titanocene(III) Chloride mediated radical induced synthesis of 4-benzylidene substituted tetrahydrofuran, a typical lignan skeleton, has been accomplished in good yield through addition-elimination route in racemic as well as in optically active forms. The method has been applied to the synthesis of furano lignans, magnofargesin (1) and 7’-epimagnofargesin (2) in optically active forms.

Titanocene(III) chloride mediated radical-induced opening of monosubstituted epoxy acetates for the synthesis of primary allylic alcohols

A simple and efficient method for the synthesis of primary allylic alcohols from monosubstituted epoxy acetates has been developed using titanocene(III) chloride mediated epoxide ring opening via acetate elimination.

Stereoselective synthesis of polysubstituted tetrahydrofurans by radical cyclization of epoxides using a transition-metal radical source. Application to the total synthesis of (±)-methylenolactocin and (±)-protolichesterinic acid

Radical cyclization reactions of substituted α-(prop-2-ynyloxy) epoxides using bis(cyclopentadienyl)-titanium(III) chloride as the radical source resulted in polysubstituted tetrahydrofurans. Titanium(III) species were prepared in situ from commercially available titanocene dichloride and zinc dust in tetrahydrofuran. Upon radical cyclization, 2-aryl epoxides 3a-e afforded only trans products 4a-e whereas the 2-alkyl epoxides 3f-h formed a mixture of isomeric products 4f-h in a ratio of 5:1. Some of the aryl tetrahydrofuran derivatives have already been used for the synthesis of bioactive furofuran lignans. 2-Pentyl-3-(hydroxymethyl)-4- methylenetetrahydrofuran (4f) and 2-tridecyl-3-(hydroxymethyl)-4- methylenetetrahydrofuran (4g) have been transformed to two antitumor antibiotics (±)-methylenolactocin (1f) and (±)-protolichesterinic acid (1g), respectively, in good overall yield.