40076-53-7

Basic information

• Product Name: 3,4-dimethylpent-1-en-3-ol
• Synonyms: 3,4-dimethylpent-1-en-3-ol
• CAS NO: 40076-53-7
• Molecular Formula: C₇H₁₄O
• Molecular Weight: 114.18546
• EINECS: 254-785-1
• Mol File: 40076-53-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 121.5°C at 760 mmHg
• Flash Point: 27.6°C
• Appearance: /
• Density: 0.832g/cm³
• Vapor Pressure: 6.96mmHg at 25°C
• Refractive Index: 1.433
• CAS DataBase Reference: 3,4-dimethylpent-1-en-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dimethylpent-1-en-3-ol(40076-53-7)
• EPA Substance Registry System: 3,4-dimethylpent-1-en-3-ol(40076-53-7)

Safety Data

• Hazardous Substances Data: 40076-53-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H14O/c1-5-7(4,8)6(2)3/h5-6,8H,1H2,2-4H3

Upstream product

• 563-80-4 3-methyl-butan-2-one 
• 1826-67-1 vinyl magnesium bromide 
• 920-39-8 isopropylmagnesium bromide 
• 78-94-4 methyl vinyl ketone 
• 1482-15-1 3,4-dimethylpent-1-yn-3-ol 

Downstream Products

• 14145-47-2 3,4-dimethylpenta-1,3-diene 
• 1113-56-0 2,3-dimethyl-1,3-pentadiene 
• 5731-99-7 2-isopropyl-1,3-butadiene 

Relevant articles and documents

Stereospecific Asymmetric Synthesis of Tertiary Allylic Alcohol Derivatives by Catalytic [2,3]-Meisenheimer Rearrangements

Chiral acyclic tertiary allylic alcohols are very important synthetic building blocks, but their enantioselective synthesis is often challenging. A major limitation in catalytic asymmetric 1,2-addition approaches to ketones is the enantioface differentiation by steric distinction of both ketone residues. Herein we report the development of a catalytic asymmetric Meisenheimer rearrangement to overcome this problem, as it proceeds in a stereospecific manner. This allows for high enantioselectivity also for the formation of products in which the residues at the generated tetrasubstituted stereocenter display a similar steric demand. Low catalyst loadings were found to be sufficient and the reaction conditions were mild enough to tolerate even highly reactive functional groups, such as an enolizable aldehyde, a primary tosylate, or an epoxide. Our investigations suggest an intramolecular rearrangement pathway.

An efficient DABCO-catalyzed Ireland-Claisen rearrangement of allylic acrylates

A novel DABCO-catalyzed Ireland-Claisen [3,3]-rearrangement of allylic acrylates to give α-methylene-γ,δ-unsaturated carboxylic acids in the presence of an excess of TMSCl and DBU in refluxing acetonitrile was developed. The protocol provides an easy entry to α-methylene-γ, δ-unsaturated carboxylic acids from allylic alcohols in good yields. Georg Thieme Verlag Stuttgart.

Catalytic hydromagnesation of di- and polymethyl-substituted 1,3-butadienes

Hydromagnesation of di- and polymethyl-substituted 1,3-butadienes with alkylmagnesium halides in the presence of Ni(PPh3)2Cl2 and NiPy4Cl2 was studied.