1462-97-1

Usage

Uses

Used in Fragrance Industry:
1-Butyl-1-Cyclopentanol is used as a fragrance ingredient for its mild, floral scent, contributing to the development of various perfumes, colognes, and other scented products.
Used in Chemical Industry:
1-Butyl-1-Cyclopentanol is used as an intermediate in the synthesis of other chemical compounds, playing a crucial role in the production of various industrial chemicals.
Used in Solvent Applications:
1-Butyl-1-Cyclopentanol is used as a solvent in certain industrial processes, helping to dissolve and mix substances for specific applications, such as in the production of paints, coatings, or adhesives.

InChI:InChI=1/C9H18O/c1-2-3-6-9(10)7-4-5-8-9/h10H,2-8H2,1H3

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 120-92-3 cyclopentanone 
• 109-65-9 1-bromo-butane 
• 109-72-8 n-butyllithium 
• 41302-32-3 ethyl 5-iodopentanoate 
• 930-30-3 cyclopent-2-enone 
• 60-29-7 diethyl ether 
• 2696-23-3 1-(3-buten-1-yn-1-yl)-cyclopentanol 
• 14660-52-7 ethyl 5-bromovalerate 
• 106-98-9 1-butylene 
• 201230-82-2 carbon monoxide 
• 6166-10-5 1-methoxyborolane 

Downstream Products

• 53366-50-0 butylidene-cyclopentane 
• 2423-01-0 1-n-butylcyclopentene 

Relevant academic research and scientific papers

Deoxygenative Borylation of Secondary and Tertiary Alcohols

Two different approaches for the deoxygenative radical borylation of secondary and tertiary alcohols are presented. These transformations either proceed through a metal-free silyl-radical-mediated pathway or utilize visible-light photoredox catalysis. Readily available xanthates or methyl oxalates are used as radical precursors. The reactions show broad substrate scope and high functional-group tolerance, and are conducted under mild and practical conditions.

Efficient chemoselective addition of grignard reagents to carbonyl compounds in 2-methyltetrahydrofuran

Compared with tetrahydrofuran (THF) as a solvent for the addition reactions between Grignard reagents and carbonyl compounds 2-methyltetrahydrofuran affords the corresponding adducts in higher yields with higher chemoselectivities. Moreover, 2-methyltetrahydrofuran can be readily recycled and reused, which lowers the cost of the process and makes the reaction greener.

Solutions of anhydrous lanthanide salts and its preparation

The present invention relates to anhydrous solutions of MX 3 €￠z LiA in a solvent, wherein M is a lanthanide including lanthanum, or yttrium or indium; z > 0; and X and A are independently or both monovalent anions, preferably Cl, Br or I. The solution is readily prepared by dissolving or suspending MX 3 or its hydrate and z equiv LiA in water or hydrophilic solvents, or mixtures thereof, removing the solvent under vacuum and dissolving the resulting powder in another solvent. The solution of MX 3 €￠z LiA can advantageously be used e.g. in addition reactions of Grignard reagents to ketones and imines. Even the catalytic use of MX 3 €￠z LiA is possible. Also claimed are a method for preparing the anhydrous solutions, the use of such solution in a chemical reaction and chemical compositions MX 3 €￠z LiA, with M, z, X and A as indicated above.

Soluble lanthanide salts (LnCl3,·2 LiCl) for the improved addition of organomagnesium reagents to carbonyl compounds

(Chemical Equation Presented) Easy-to-prepare solutions of LnCl 3·2 LiCl (Ln = La, Ce, Nd) (0.3-0.5 M in THF) are a unique source of soluble lanthanide salts with versatile applications in organic synthesis. These salts can serve as promoters or catalysts for the addition of organometallic compounds to sterically hindered, enolizable or α,β-unsaturated ketones or imines.

Stereoselective nickel and manganese catalyzed cyclizations of 5-haloketones

The treatment of various 5-iodoketones or 5-bromoketones with Et2Zn in the presence of either Ni(acac)2 (5 mol %) or MnBr2/ CuCl (5 mol %) produces functionalized substituted cyclopentanols bearing in some cases contiguous

Alkylation-annulation of halo esters with organometallic reagent/SmI2 couple leading to cycloalkanols: A facile cyclopropanol synthesis from a 3-halo ester

Transformation of a 3-halo ester to cyclopropanols has been accomplished in excellent yields under mild conditions employing a coupled reagent of samarium(II) diiodide with organometallic reagents. 5- and 6-Halo esters were also transformed into cyclopentanols and cyclohexanols, respectively, in low to moderate yields. The reaction with a 4-halo ester gave 2,2-disubstituted tetrahydrofuran as a major product that resulted from double alkylation followed by cyclization; a substituted cyclobutanol was formed in poor yield.

Synthesis of α-Hydroxy Ketones by Direct, Low-Temperature, in Situ Nucleophilic Acylation of Aldehydes and Ketones by Acyllithium Reagents

The reaction of n-, sec-, and tert-butyllithium with CO at atmospheric pressure at -110 and -135 deg C in the appropriate solvent system in the presence of ketones and aldehydes generates the acyllithium, RC(O)Li, which reacts with the carbonyl compound to give the α-hydroxy ketone, generally in good yield.Reactions with aldehydes are limited in scope, working well with the t-BuLi-derived acyllithium reagents, but not with n-BuC(O)Li.

METAL-HALOGEN EXCHANGE-INITIATED CYCLIZATION OF IODO CARBONYL COMPOUNDS

The feasability of constructing carbocycles through the metal-halogen exchange-initiated cyclization reactions of iodoketones and other carboxyl derivatives has been studied.With saturated primary iodides, cyclization predominates when deactivated ketones are employed.

Carbon-Carbon Bond-Forming Reactions Using Cerium Metal or Organocerium(III) Reagents

Carbon-carbon bond-forming reactions using cerium metal or organocerium(III) reagents have been investigated.Cerium amalgam is an effective reagent for the chemoselective preparation of homoallylic alcohols from allyl halides and carbonyl compounds.These same reagent can also be satisfactorily employed for the Reformatsky-type reaction of α-halo esters with carbonyl compounds.It has been shown that organocerium(III) reagents are conveniently generated by the reaction of organolithiums with cerium(III)iodide or cerium(III)chloride.The reagents are less basic thanorganolithiums or Grignard reagents, and they react cleanly at -78 to -65 deg C with various carbonyl compounds to afford the addition products in high yields, even though the substrates are susceptible to enolization or metal-halogen exchange with simple organolithiums.The same reagents react also with α,β-unsaturated compounds to yield 1,2-addition products in high selectivity.