5169-51-7

Basic information

• Product Name: (Z)-oct-3-enoic acid
• CAS NO: 5169-51-7
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.198
• Mol File: 5169-51-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (Z)-oct-3-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-oct-3-enoic acid(5169-51-7)
• EPA Substance Registry System: (Z)-oct-3-enoic acid(5169-51-7)

Safety Data

• Hazardous Substances Data: 5169-51-7(Hazardous Substances Data)

Upstream product

• 4938-52-7 1-hepten-3-ol 
• 201230-82-2 carbon monoxide 
• 18185-81-4 cis-3-octen-1-ol 
• 14916-80-4 oct-3-yn-1-ol 
• 32359-01-6 hexenylmagnesium bromide 
• 57074-96-1 oct-3-ynoic acid 
• 78693-34-2 (Z)-deca-1,5-dien-3-ol 

Relevant articles and documents

Palladium-Catalyzed Low Pressure Carbonylation of Allylic Alcohols by Catalytic Anhydride Activation

A direct carbonylation of allylic alcohols has been realized for the first time with high catalyst activity at low pressure of CO (10 bar). The procedure is described in detail for the carbonylation of E-nerolidol, an important step in a new BASF-route to (?)-ambrox. Key to high activities in the allylic alcohol carbonylation is the finding that catalytic amounts of carboxylic anhydride activate the substrate and are constantly regenerated with carbon monoxide under the reaction conditions. The identified reaction conditions are transferrable to other substrates as well.

PROCESS FOR THE PREPARATION OF UNSATURATED CARBOXYLIC ACIDS BY CARBONYLATION OF ALLYL ALCOHOLS AND THEIR ACYLATION PRODUCTS

The present invention relates to a process for carbonylating allyl alcohols at low temperature, low pressure and/or low catalyst loading. In an alternative embodiment, an acylation product of the allyl alcohol is used for the carbonylation. The present invention likewise relates to the preparation of conversion products of these carbonylation products and specifically of (?)-ambrox.

Enantiodivergent and γ-selective asymmetric allylic amination

Double agent: The title reaction using the guanidine catalyst 1 can deliver both enantiomers of the product with excellent enantioselectivity by judicious choice of the double bond geometry of the the β,γ-unsaturated carbonyl compound. Computational studies reveal the possible origin of the inversed enantioselectivity, and the potential for enantiodivergent synthesis chiral amine-containing substrates is attractive. Copyright