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6-Chloro-3,4-dihydro-2(1H)-naphthalenone

CAS 17556-18-2C10H9ClOChemical Synthesis

6-Chloro-3,4-dihydro-2(1H)-naphthalenone (CAS 17556-18-2) is a chlorinated cyclic ketone with the molecular formula C10H9ClO and a molecular weight of 180.63 g/mol. This organic building block serves as a valuable reactant in various chemical synthesis pathways. Its applications include its use in organocatalytic domino reactions and enantioselective reductions, contributing to the preparation of diverse biologically and pharmacologically significant molecules.

IUPAC
6-Chloro-3,4-dihydro-1H-naphthalen-2-one,6-Chloro-3,4-dihydronaphthalen-2(1H)-one,6-Chloro-β-tetralone,6-Chloro-2-tetralone
Synonyms
6-Chloro-3,4-dihydro-1H-naphthalen-2-one6-Chloro-3,4-dihydronaphthalen-2(1H)-one6-Chloro-β-tetralone6-Chloro-2-tetralone
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6-Chloro-3,4-dihydro-2(1H)-naphthalenone (C10H9ClO) — chemical structure, CAS 17556-18-2; Chemistry, fine chemical supplied by Tech Serve Solutions
Building BlocksC10Carbonyl CompoundsChemical SynthesisKetones
01 /Applications

Organocatalytic Domino Michael-Hemiacetalization

This compound functions as a key reactant in organocatalytic domino Michael-hemiacetalization reactions, enabling complex molecular transformations.

Enantioselective Reduction

It is employed as a substrate in enantioselective reduction processes, such as those mediated by the fungus Didymosphaeria igniaria, for stereospecific synthesis.

Synthesis of Bioactive Molecules

6-Chloro-3,4-dihydro-2(1H)-naphthalenone is utilised in the preparation of molecules with demonstrated biological and pharmacological activity, highlighting its importance in medicinal chemistry research.

02 /Properties
Molecular weight180.63
Empirical formulaC10H9ClO
Assay≥94%
ApplicationReactant for:• Organocatalytic domino Michael-hemiacetalization1• Enantioselective reduction by Didymosphaeria igniaria2• Preparation of biologically and pharmacologically active molecules3,4
Melting point60-65 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H302Harmful if swallowed
  • H317May cause an allergic skin reaction

Precautionary statements

  • P280Wear protective gloves, clothing and eye/face protection
Protective equipmentdust mask type N95 (US), Eyeshields, Faceshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xn
Risk statements (R)22-43
Safety statements (S)37/39

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
17556-18-2
MDL number
MFCD03788443
PubChem substance
24882760
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What are the primary applications of 6-Chloro-3,4-dihydro-2(1H)-naphthalenone?

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It is used as a reactant in organocatalytic domino Michael-hemiacetalization, for enantioselective reduction by Didymosphaeria igniaria, and in the preparation of biologically and pharmacologically active molecules.

What is the CAS number and molecular formula for this compound?

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The CAS number is 17556-18-2 and the molecular formula is C10H9ClO.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this compound with an assay of ≥94%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.

How should 6-Chloro-3,4-dihydro-2(1H)-naphthalenone be handled safely?

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This compound is classified as harmful if swallowed and may cause an allergic skin reaction. Appropriate personal protective equipment, including a dust mask (type N95 or equivalent), eyeshields, face shields, and gloves, should be worn. Handle in a well-ventilated area.

Is 6-Chloro-3,4-dihydro-2(1H)-naphthalenone a controlled substance?

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The provided data does not indicate that 6-Chloro-3,4-dihydro-2(1H)-naphthalenone is a controlled substance.

How can I request a sample or quote for 6-Chloro-3,4-dihydro-2(1H)-naphthalenone?

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Please contact our sales team via the website or email to request a sample or a quotation for 6-Chloro-3,4-dihydro-2(1H)-naphthalenone.

How is this chemical shipped and exported?

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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, and we can arrange shipment and export of 6-Chloro-3,4-dihydro-2(1H)-naphthalenone in compliance with international regulations.

Need 6-Chloro-3,4-dihydro-2(1H)-naphthalenone in a specific grade or volume?