136185-66-5

Basic information

• Product Name: (2S^*,3R^*,6Z)-1-(Benzyloxy)-3-iodo-6-nonen-2-ol
• Synonyms: (2S^*,3R^*,6Z)-1-(Benzyloxy)-3-iodo-6-nonen-2-ol
• CAS NO: 136185-66-5
• Molecular Weight: 374.262
• Mol File: 136185-66-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S^*,3R^*,6Z)-1-(Benzyloxy)-3-iodo-6-nonen-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S^*,3R^*,6Z)-1-(Benzyloxy)-3-iodo-6-nonen-2-ol(136185-66-5)
• EPA Substance Registry System: (2S^*,3R^*,6Z)-1-(Benzyloxy)-3-iodo-6-nonen-2-ol(136185-66-5)

Safety Data

• Hazardous Substances Data: 136185-66-5(Hazardous Substances Data)

Upstream product

• 136185-56-3 (2S^*,3S^*,6Z)-2,3-Epoxy-6-nonen-1-ol 
• 5820-89-3 (2E,6Z)-2,6-nonadien-1-ol 
• 136185-57-4 (2S^*,3S^*,6Z)-1-(Benzyloxy)-2,3-epoxy-6-nonene 

Downstream Products

• 136185-73-4 (6Z)-1-(Benzyloxy)-6-nonen-2-ol 

Relevant articles and documents

Regioselective Opening of Epoxy Alcohols: Mild Chemo- and Stereoselective Preparation of Iodohydrins and 1,2-Diols

Several 2,3-epoxy alcohols have been opened, at -60 deg C, with MgI2, leading to the corresponding 3-iodo 1,2-diols with a high level of regio- and chemoselectivity.The iodohydrins can be reduced "in situ", by means of nBu3SnH, to the corresponding 1,2-diols.The chemo-, regio-, and stereocontrol of the reaction makes the method of wide use.Furthermore, epoxy alcohol derivatives (acetyl, benzyl, or TBMS) still maintain a strong preference for C-3 attack of the nucleophile.The experimental data strongly suggest that a metal (Mg) centered chelate is formed throughout the reaction, which gives rise to the regioselective delivery of the iodiode ion.