7338-43-4

Basic information

• Product Name: 5-CYCLOHEXYL-1-PENTANOL
• Synonyms: (1-HYDROXY-N-PENTYL)CYCLOHEXANE;1-CYCLOHEXYL-1-PENTANOL;1-CYCLOHEXYL PENTANOL-1;5-CYCLOHEXYL-1-PENTANOL;n-Butyl cyclohexyl carbinol;(1-Hydroxypentyl)cyclohexane;1-Cyclohexyl-1-Prntanol
• CAS NO: 7338-43-4
• Molecular Formula: C₁₁H₂₂O
• Molecular Weight: 170.29
• Mol File: 7338-43-4.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 243.2 °C at 760 mmHg
• Flash Point: 107.9 °C
• Appearance: /
• Density: 0.90
• Vapor Pressure: 0.0156mmHg at 25°C
• Refractive Index: 1.4610-1.4650
• CAS DataBase Reference: 5-CYCLOHEXYL-1-PENTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CYCLOHEXYL-1-PENTANOL(7338-43-4)
• EPA Substance Registry System: 5-CYCLOHEXYL-1-PENTANOL(7338-43-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 7338-43-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 5587, 1994 DOI: 10.1016/S0040-4039(00)77253-4

InChI:InChI=1/C11H16O/c1-2-3-9-11(12)10-7-5-4-6-8-10/h4-8,11-12H,2-3,9H2,1H3/t11-/m1/s1

Upstream product

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• 132841-63-5 (Z)-(1S,4R)-1-Cyclohexyl-4-(dimethyl-phenyl-silanyl)-pent-2-en-1-ol 
• 98-59-9 p-toluenesulfonyl chloride 
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Downstream Products

• 5445-35-2 1-cyclohexyl-1-pentanone 
• 1197170-98-1 C₁₃H₂₄O₂ 
• 93548-33-5 (S)-(-)-1-cyclohexylpentanol 
• 63126-49-8 (R)-(+)-1-cyclohexylpentanol 

Relevant articles and documents

Synthesis of alcohols from m-fluorophenylsulfones and dialkylboranes: Application to the C14-C35 building block of E7389

The reaction of m-fluorophenylsulfone anions with dialkylboranes, followed by alkaline hydroperoxide oxidation, yields alcohols in high yields. Optimization of the process, scope and limitation, and application to the synthesis of one of the C14-C35 building blocks of E7389, a right half analogue of halichondrin B, are reported.

Construction of cyclopentyl carbinols from ω-tosyloxy-1-alkenyl boronate esters and grignard reagents

Addition of RMgCl (R = n-Bu, Ph) to pinacol esters of 6-tosyloxy-l-alkenyl boronic acids at -78 °C gave the borates, which upon warming to room temperature underwent migration of R on boron to C(1) carbon and concomitant ring construction C-C bond formati

Pentamethylcyclopentadienide in organic synthesis: Nucleophilic addition of lithium pentamethylcyclopentadienide to carbonyl compounds and carbon-carbon bond cleavage of the adducts yielding the parent carbonyl compounds

Lithium pentamethylcyclopentadienide (C5Me5Li, Cp*Li) reacted with aromatic aldehyde to provide the corresponding carbinol in excellent yield. The carbinol returns to the parent aldehyde and pentamethylcyclopentadiene upon exposure to acid or due to heating. Chlorodimethylaluminum is essential as an additive to attain the nucleophilic addition of Cp*Li to aliphatic aldehyde. The carbinol derived from aliphatic aldehyde returns to the parent aldehyde and pentamethylcyclopentadiene by the action of a catalytic amount of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ). The reversible addition/elimination of the Cp* group can represent a protection of aldehyde. Mechanistic details of the carbon-carbon bond cleavage are also disclosed.