17529-98-5

Basic information

• Product Name: Cyclopentanone p-Toluenesulfonylhydrazone
• Synonyms: Cyclopentanone p-Toluenesulfonylhydrazone;Cyclopentanone Tosylhydrazone;Cyclopentanone p-Toluenesulfonylhydrazone;N-Cyclopentylidene-4-Methylbenzenesulfonohydrazide(WXC01185)
• CAS NO: 17529-98-5
• Molecular Formula: C₁₂H₁₆N₂O₂S
• Molecular Weight: 252.33
• Mol File: 17529-98-5.mol
• Article Data: 18

Chemical Properties

• Melting Point: 184°C(dec.)(lit.)
• Boiling Point: 401.7°Cat760mmHg
• Flash Point: 196.7°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 1.16E-06mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 10.48±0.20(Predicted)
• CAS DataBase Reference: Cyclopentanone p-Toluenesulfonylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentanone p-Toluenesulfonylhydrazone(17529-98-5)
• EPA Substance Registry System: Cyclopentanone p-Toluenesulfonylhydrazone(17529-98-5)

Safety Data

• Hazardous Substances Data: 17529-98-5(Hazardous Substances Data)

Usage

Uses

Cyclopentanone Tosylhydrazone is used as a reagent in the convenient synthesis of cycloalkenyl boronic acid pinacol esters which are useful synthetic intermediates that are usually made using more expensive methods like transition metal-catalyzed borylation of alkenyl halides or triflates.

InChI:InChI=1/C12H16N2O2S/c1-10-6-8-12(9-7-10)17(15,16)14-13-11-4-2-3-5-11/h6-9,14H,2-5H2,1H3

Upstream product

• 120-92-3 cyclopentanone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 2204-98-0 (4-chlorophenyl)(cyclopentyl)methanone 
• 27005-96-5 3-phenyl-4,5,6,7-tetrahydro-2H-indazole 
• 37710-44-4 2-n-butylbicyclo<2.2.1>heptan-2-ol 
• 107082-01-9 2-(1-cyclopentenyl)bicyclo<2.2.1>heptan-2-ol 
• 107081-99-2 2-(2-cyclopentenyl)bicyclo<2.2.1>heptan-2-ol 
• 6740-85-8 (2-chlorophenyl)(cyclopentyl)methanone 
• 287944-10-9 2-cyclopent-1-enyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 87567-62-2 (2-Phenylethylidene)cyclopentane 
• 1361974-28-8 2-cyclopentyl-5-phenyloxazole 
• 27749-02-6 Cyclopentanon-N,N-phenyltosylhydrazon 
• 1069073-74-0 diethyl [1-(2-tosylhydrazino)cyclopentyl]phosphonate 
• 5422-88-8 phenyl cyclopentyl ketone 
• 13694-33-2 1-(hydroxy(phenyl)methyl)-1-cyclopentene 
• 104703-65-3 tosylhydrazone de la (methoxy-2 ethyl)-2 cyclopentanone-1 

Relevant articles and documents

CRYSTAL FORMS AND METHODS OF SYNTHESIS OF (2R, 6R)-HYDROXYNORKETAMINE AND (2S, 6S)-HYDROXYNORKETAMINE

The disclosure provides a method for synthesizing free base forms of (2R,6R)-hydroxynorketamine (HNK) and (2S,6S)-hydroxynorketamine. In an embodiment synthesis of (2R,6R)-hydroxynorketamine (HNK) includes preparation of (R)-norketamine via chiral resolution from racemic norketamine via a chiral resolution with L-pyroglutamic acid. The disclosure also provided crystal forms of the corresponding (2R,6R)-hydroxynorketamine (HNK) and (2S,6S)-hydroxynorketamine hydrochloride salts.

Palladium-Catalyzed Cross-Coupling of gem-Bis(boronates) with Aryl Halides: An Alternative to Access Quaternary α-Aryl Aldehydes

The compounds with a quaternary α-aryl aldehyde skeleton are important units in organic chemistry. Previously, the aryl group and carbonyl group are introduced in a stepwise manner. Herein, a novel route is developed to construct the quaternary α-aryl aldehydes with gem-bis(boronates) as precursors, in which the two groups are installed simultaneously. The gem-bis(boronates) are readily available from ketones; as a result, this methodology provides a more general strategy to produce the quaternary α-aryl aldehydes with broad scopes and synthetic convenience.