MilliporeSigma
All Photos(1)

Documents

193984

Sigma-Aldrich

1-Methylindole

≥97%

Sign Into View Organizational & Contract Pricing

Synonym(s):
NSC 212534
Empirical Formula (Hill Notation):
C9H9N
CAS Number:
Molecular Weight:
131.17
Beilstein/REAXYS Number:
111026
EC Number:
MDL number:
PubChem Substance ID:

assay

≥97%

form

liquid

refractive index

n20/D 1.606 (lit.)

bp

133 °C/26 mmHg (lit.)

density

1.051 g/mL at 20 °C (lit.)

SMILES string

Cn1ccc2ccccc12

InChI

1S/C9H9N/c1-10-7-6-8-4-2-3-5-9(8)10/h2-7H,1H3

InChI key

BLRHMMGNCXNXJL-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
357987105902511129
1-Methylindole ≥97%

193984

1-Methylindole

1-Methylindole-3-carboxaldehyde 97%

357987

1-Methylindole-3-carboxaldehyde

p-Toluenesulfonamide reagent grade, 97%

105902

p-Toluenesulfonamide

1-Methylindole-2-carboxaldehyde 97%

511129

1-Methylindole-2-carboxaldehyde

density

1.051 g/mL at 20 °C (lit.)

density

-

density

-

density

-

form

liquid

form

-

form

solid

form

-

refractive index

n20/D 1.606 (lit.)

refractive index

-

refractive index

-

refractive index

-

bp

133 °C/26 mmHg (lit.)

bp

-

bp

-

bp

-

General description

1-Methylindole undergoes Au(III)/TPPMS-catalyzed benzylation reaction with benzhydryl and benzylic alcohols.

Application

1-Methylindole was used in the determination of association constant for the electron-donor-acceptor complexes of 1-methylindole with 1-(2,4,6-trinitrophenyl) propan-2-one.
Reactant for preparation of:
  • Pharmaceutically active 2-oxo-1-pyrrolidine analogues
  • Non-receptor tyrosine kinase (Src kinase) inhibitors
  • PET agents for imaging of protein kinase C (PKC)
  • Ynediones as highly reactive Michael systems
  • Anticancer agents
  • Polycyclic derivatives of indoles
  • PET agents for imaging of glycogen synthase kinase-3 (GSK-3)
  • Anti-prion disease agents
  • Bisindole derivatives with antihyperlipidemic activity
  • PET cancer imaging agents

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 5

1 of 5

1,3-DIMETHYLINDOLE AldrichCPR

S705845

1,3-DIMETHYLINDOLE

1-benzyl-1H-indole AldrichCPR

PH010768

1-benzyl-1H-indole

1-Methylpyrrole for synthesis

Sigma-Aldrich

8.20832

1-Methylpyrrole

1-Phenylpyrrole 99%

Sigma-Aldrich

131474

1-Phenylpyrrole

Martin G Banwell et al.
Organic letters, 8(21), 4959-4961 (2006-10-06)
[reaction: see text] Reaction of N-methylindole (4) with 6,6-dibromobicyclo[3.1.0]hexane (5) in the presence of silver tetrafluoroborate affords conjugate 7 in 67% yield. This product can be readily elaborated to compounds 12b and 13b which embody the polycyclic frameworks associated with
Association constants for the electron-donor-acceptor complexes of indole and 1-methylindole with 1-(2, 4, 6-trinitrophenyl) propan-2-one from nuclear magnetic resonance shift measurements. An anomalous scatchard plot.
Chudek JA, et al.
J. Chem. Soc., Faraday, 84(4), 1145-1152 (1988)
Hongmei Liu et al.
Malaria journal, 17(1), 348-348 (2018-10-07)
Anopheles sinensis is an important vector for the spread of malaria in China. Olfactory-related behaviours, particularly oviposition site seeking, offer opportunities for disrupting the disease-transmission process. This is the first report of the identification and characterization of AsinOrco and AsinOR10
Hidemasa Hikawa et al.
The Journal of organic chemistry, 78(23), 12128-12135 (2013-11-22)
A novel and efficient method for the Au(III)/TPPMS-catalyzed direct substitution reaction of benzhydryl and benzylic alcohols with indoles in water is developed. Au(III)/TPPMS is an effective catalyst for the benzylation of the strong π nucleophile 1-methylindole, while common Brønsted or
Nicholas R Deprez et al.
Journal of the American Chemical Society, 128(15), 4972-4973 (2006-04-13)
This communication describes the rational development of a PdII-catalyzed method for the direct 2-arylation of indoles using [Ar-IIII-Ar]BF4. These reactions proceed under remarkably mild conditions (often at room temperature and in the presence of ambient air and moisture), and these

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service