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27816-52-0

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27816-52-0 Usage

General Description

1,4-Dimethyl-1H-indole is a chemical compound with the molecular formula C10H11N. It is a derivative of indole, which is a heterocyclic aromatic organic compound. 1,4-Dimethyl-1H-indole is a colorless to light yellow liquid at room temperature, and is commonly used as a building block in the synthesis of various pharmaceutical compounds and agrochemicals. It is known to have a strong, unpleasant odor and is considered to be hazardous if inhaled, ingested, or absorbed through skin contact. 1,4-Dimethyl-1H-indole is also known by the chemical name 1,4-dimethylindole and has potential applications in the medical and agricultural industries due to its diverse chemical reactivity and structural properties.

Check Digit Verification of cas no

The CAS Registry Mumber 27816-52-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,8,1 and 6 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 27816-52:
(7*2)+(6*7)+(5*8)+(4*1)+(3*6)+(2*5)+(1*2)=130
130 % 10 = 0
So 27816-52-0 is a valid CAS Registry Number.

27816-52-0SDS

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 1,4-dimethylindole

1.2 Other means of identification

Product number -
Other names 1,4-Dimethyl-1H-indole

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:27816-52-0 SDS

27816-52-0Relevant articles and documents

SYNTHESIS OF INDOLES FROM PYRIDINIUM SALTS

Gromov, S. P.,Bkhaumik, M. M.,Bundel, Yu. G.

, p. 406 - 414 (1987)

The detailed analysis of the products of the interaction of nitropyridinium salts with ketones and alkylamines resulted in new data testifying in favor of the previously proposed scheme for the formation of indoles from pyridinium salts.

Cobalt-Catalyzed Enantioselective C–H Arylation of Indoles

Ackermann, Lutz,Jacob, Nicolas,Oliveira, Jo?o C. A.,Wencel-Delord, Joanna,Zaid, Yassir

supporting information, p. 798 - 806 (2022/02/03)

Atropoisomeric (hetero)biaryls are scaffolds with increasing importance in the pharmaceutical and agrochemical industries. Although it is the most obvious disconnection to construct such compounds, the direct enantioselective C–H arylation through the concomitant induction of the chiral information remains extremely challenging and uncommon. Herein, the unprecedented earth-abundant 3d-metal-catalyzed atroposelective direct arylation is reported, furnishing rare atropoisomeric C2-arylated indoles. Kinetic studies and DFT computation revealed an uncommon mechanism for this asymmetric transformation, with the oxidative addition being the rate- and enantio-determining step. Excellent stereoselectivities were reached (up to 96% ee), while using an unusual N-heterocyclic carbene ligand bearing an essential remote substituent. Attractive dispersion interactions along with positive C–H-π interactions exerted by the ligand were identified as key factors to guarantee the excellent enantioselection.

Assembly of polycyclic N-heterocycles: Via copper-catalyzed cycloamination of indolylquinones and aromatic amines

Dong, Yu,Mei, Ting,Ye, Ji-Xian,Chen, Xiang-Long,Jiang, Hui,Chang, Bo,Wang, Zhi-Fan,Shi, Zhi-Chuan,Li, Zhong-Hui,He, Bing

supporting information, p. 4593 - 4598 (2021/05/31)

The copper-catalyzed cycloamination of indolylquinones and various (hetero)aromatic amines under ligand-free conditions for the synthesis of polycyclic N-heterocycles has been developed. This method allows facile access to polycyclic N-heterocycles with the tolerance of chloride, bromide, amino, thio, etc. groups in moderate to high yields (60-89%).

Salicylaldehyde-Promoted Cobalt-Catalyzed C-H/N-H Annulation of Indolyl Amides with Alkynes: Direct Synthesis of a 5-HT3 Receptor Antagonist Analogue

Huang, Mao-Gui,Shi, Shuai,Li, Ming,Liu, Yue-Jin,Liu, Yue-Jin

supporting information, p. 7094 - 7099 (2021/09/14)

A cobalt-catalyzed annulation of the C(sp2)-H/N-H bond of indoloamides with alkynes assisted by 8-aminoquinoline is reported for the synthesis of six-membered indololactams. The use of salicylaldehyde as the ligand is crucial for this transformation. The protocol has a broad scope for both alkynes and indoles. Preparing an active Co complex illustrates that salicylaldehyde plays a key role in the C-H activation step. The synthetic applications are proven by the gram-scale reaction and one-step construction of the multicyclic 5-HT3 receptor antagonist.

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