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38580-68-6

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38580-68-6 Usage

Uses

4-(Hydroxymethyl)cyclohexanone is a reagent used for the preparation of indazoles and benzisoxazoles containing cyclohexylazetidine moieties which are CCR2 antagonists with good hERG selectivity.

Synthesis Reference(s)

Tetrahedron Letters, 19, p. 2771, 1978 DOI: 10.1016/S0040-4039(01)94858-0

Check Digit Verification of cas no

The CAS Registry Mumber 38580-68-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,8,5,8 and 0 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 38580-68:
(7*3)+(6*8)+(5*5)+(4*8)+(3*0)+(2*6)+(1*8)=146
146 % 10 = 6
So 38580-68-6 is a valid CAS Registry Number.
InChI:InChI=1/C7H12O2/c8-5-6-1-3-7(9)4-2-6/h6,8H,1-5H2

38580-68-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(hydroxymethyl)cyclohexan-1-one

1.2 Other means of identification

Product number -
Other names 4-Hydroxymethyl-cyclohexanon

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:38580-68-6 SDS

38580-68-6Relevant articles and documents

Radical hydroxymethylation of alkyl iodides using formaldehyde as a C1 synthon

Caiger, Lewis,Constantin, Timothée,Douglas, James J.,Juliá, Fabio,Leonori, Daniele,Sheikh, Nadeem S.,Sinton, Conar

, p. 10448 - 10454 (2021/08/20)

Radical hydroxymethylation using formaldehyde as a C1 synthon is challenging due to the reversible and endothermic nature of the addition process. Here we report a strategy that couples alkyl iodide building blocks with formaldehyde through the use of photocatalysis and a phosphine additive. Halogen-atom transfer (XAT) from α-aminoalkyl radicals is leveraged to convert the iodide into the corresponding open-shell species, while its following addition to formaldehyde is rendered irreversible by trapping the transient O-radical with PPh3. This event delivers a phosphoranyl radical that re-generates the alkyl radical and provides the hydroxymethylated product.

Synthesis of epibatidine analogues having a 2-substituted 2-azabicyclo[2.2.2]octane skeleton

Wauters, Iris,De Blieck, Ann,Muylaert, Koen,Heugebaert, Thomas S. A.,Stevens, Christian V.

, p. 1296 - 1304 (2014/03/21)

The synthesis of 1-cyano-2-aza-[2.2.2]bicyclooctanes has been studied using the dynamic cyanide addition to cyclohexanone derivatives. These compounds were further elaborated into a new class of epibatidine derivatives from which a number of examples were

Control of transient aluminum-aminals for masking and unmasking reactive carbonyl groups

Barrios, Francis J.,Springer, Brannon C.,Colby, David A.

supporting information, p. 3082 - 3085 (2013/07/26)

A new reagent, the dimethylaluminum N,O-dimethylhydroxylamine complex, is effective at masking reactive carbonyl groups in situ from nucleophilic addition. This reagent allows chemoselective addition of reducing reagents, Grignard reagents, organolithiums, Wittig reagents, and enolates into substrates with multiple carbonyl groups. Moreover, the trapped carbonyl group, a stable aminal, can be unmasked in situ for additional synthetic manipulations.

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