4441-58-1

Basic information

• Product Name: 1-Butanol, 4-cyclohexylidene-
• CAS NO: 4441-58-1
• Molecular Formula: C10H18O
• Molecular Weight: 154.252
• Mol File: 4441-58-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-Butanol, 4-cyclohexylidene-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butanol, 4-cyclohexylidene-(4441-58-1)
• EPA Substance Registry System: 1-Butanol, 4-cyclohexylidene-(4441-58-1)

Safety Data

• Hazardous Substances Data: 4441-58-1(Hazardous Substances Data)

Usage

Physical State

Colorless liquid

Odor

Camphor-like

Solubility in Water

Insoluble

Primary Use

Intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds

Secondary Use

Solvent in the synthesis of steroids

Additional Applications

Fragrance and flavor industry

Upstream product

• 108-94-1 cyclohexanone 
• 1940-19-8 1-vinylcyclohexanol 
• 854001-09-5 4-cyclohexylidenebutanenitrile 
• 6050-01-7 4-cyclohexylidenebutanoic acid 
• 71593-70-9 Ethyl 4-cyclohexylidenebutanoate 
• 42201-84-3 1-ethoxy-1-(tert-butyldimethylsilyloxy)ethene 
• 2873-29-2 Acetic acid (2R,3S,4R)-4-acetoxy-2-acetoxymethyl-3,4-dihydro-2H-pyran-3-yl ester 
• 6318-49-6 1-vinylcyclohexyl acetate 

Downstream Products

• 18930-20-6 2-cyclohexyltetrahydrofuran 
• 854000-71-8 1-(1-hydroxy-cyclohexyl)-butane-1,4-diol 
• 937-59-7 4-cyclohexylidenebutanal 

Relevant articles and documents

Enantioselective Hydroamination of Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer

An enantioselective, radical-based method for the intramolecular hydroamination of alkenes with sulfonamides is reported. These reactions are proposed to proceed via N-centered radicals formed by proton-coupled electron transfer (PCET) activation of sulfonamide N-H bonds. Noncovalent interactions between the neutral sulfonamidyl radical and a chiral phosphoric acid generated in the PCET event are hypothesized to serve as the basis for asymmetric induction in a subsequent C-N bond forming step, achieving selectivities of up to 98:2 er. These results offer further support for the ability of noncovalent interactions to enforce stereoselectivity in reactions of transient and highly reactive open-shell intermediates.

One-pot regio- and stereoselective cyclization of 1,2,n-triols

A simple and efficient process to cyclize triols containing a 1,2-diol functionality with a pendant hydroxyl group is presented. The one-pot procedure converts the 1,2-diol into an ortho ester in situ, which upon treatment with a Lewis acid generates a cyclic acetoxonium intermediate. This intermediate is subsequently trapped by the pendant hydroxyl group to generate a cyclic ether. The stereochemistry of the 1,2-diol is transferred to the product with complete fidelity (inversion at the site of cyclization), and the reaction proceeds with high regioselectivity. The process is akin to the Lewis acid-catalyzed intramolecular ring-opening of epoxides with hydroxyl groups yielding cyclic ethers of various sizes with regio- and stereochemical control. Copyright

Lithium Perchlorate-Assisted Substitution Reactions of A11llylic Acetates and Allylic Alcohols

Substitution reactions of allylic acetates and allylic alcohols by a variety of nucleophiles proceed smoothly in the presence of lithium perchlorate in ether, providing a convenient alternative to transition metal catalyzed methods.