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2-Methylindole

CAS 95-20-5C9H9NChemical Synthesis

2-Methylindole (CAS 95-20-5, C9H9N) is a heterocyclic organic compound with a molecular weight of 131.17 g/mol. It serves as a valuable building block in chemical synthesis. Primarily utilized as a reactant, it plays a role in regioselective synthesis, Friedel-Crafts alkylations, and the preparation of various biologically relevant molecules, including potential anticancer agents and plant-growth inhibitors.

IUPAC
NSC 7514
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2-Methylindole (C9H9N) — chemical structure, CAS 95-20-5; Chemistry, fine chemical supplied by Tech Serve Solutions
Building BlocksC7 to C9Chemical SynthesisHeterocyclic Building BlocksIndoles
01 /Applications

Organic Synthesis Building Block

2-Methylindole is employed as a reactant in regioselective synthesis, notably in iodine-catalyzed Markovnikov addition reactions for creating oxopyrrolidine analogs. It is also a key component in Friedel-Crafts alkylation reactions, facilitating the introduction of the indole moiety into various molecular structures.

Pharmaceutical Intermediate

This compound is instrumental in preparing molecules with potential therapeutic applications. It is used in the synthesis of tryptophan dioxygenase inhibitors, which are investigated as potential anticancer immunomodulators, and for creating cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors.

Agrochemical Research

2-Methylindole finds application in the preparation of plant-growth inhibitors. Its structure can be incorporated into molecules designed to influence plant development, making it a useful intermediate in agrochemical research.

Michael Addition Reactions

The compound participates in Michael addition reactions, a fundamental carbon-carbon bond-forming process in organic synthesis. This allows for the construction of more complex molecular architectures.

02 /Properties
Molecular weight131.17
Empirical formulaC9H9N
Assay98%
Boiling point273 °C(lit.)
ApplicationReactant for:• Regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition reaction1• Friedel-Crafts alkylation reactions2• Preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators3• Preparation of plant-growth inhibitors4• Michael addition reactions5• Synthesis of cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors6
Melting point57-59 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Corrosive (GHS05)
Corrosive
Danger

Hazard statements

  • H318Causes serious eye damage

Precautionary statements

  • P280Wear protective gloves, clothing and eye/face protection
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Flash point141 °C / 285.8 °F
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)41
Safety statements (S)26-39

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

04 /Identifiers & registry
CAS number
95-20-5
MDL number
MFCD00005616
PubChem substance
24896980
Beilstein registry
109781
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 is 2-Methylindole used for?

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2-Methylindole (CAS 95-20-5) is used as a reactant in various chemical synthesis applications, including regioselective synthesis, Friedel-Crafts alkylation, Michael addition reactions, and the preparation of potential pharmaceutical agents and plant-growth inhibitors.

What is the CAS number and formula for 2-Methylindole?

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The CAS number for 2-Methylindole is 95-20-5, and its molecular formula is C9H9N.

What grade and purity does Tech Serve Solutions supply for 2-Methylindole?

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Tech Serve Solutions supplies 2-Methylindole with an assay of 98%. This product is not represented as USP, BP, or EP grade.

What are the safety considerations when handling 2-Methylindole?

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2-Methylindole is classified as a Danger hazard (GHS05), with hazard statement H318 indicating it causes serious eye damage. Appropriate personal protective equipment, including Eyeshields, Gloves, and a dust mask type N95 (US), must be worn. Handle in a well-ventilated area.

How is 2-Methylindole packed, shipped, and exported?

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Tech Serve Solutions expertly handles the packing, shipping, and global export of 2-Methylindole, ensuring compliance with all relevant regulations for fine chemical transport.

How can I request a sample or quote for 2-Methylindole?

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To request a sample or a quote for 2-Methylindole, please contact our sales team through the website or by phone.

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