38292-40-9

Basic information

• Product Name: 1,2-DIMETHYL-1H-INDOLE-3-CARBOXALDEHYDE
• Synonyms: TIMTEC-BB SBB010161;1,2-DIMETHYL-1H-INDOLE-3-CARBOXALDEHYDE;1,2-DIMETHYL-1H-INDOLE-3-CARBOXYALDEHYDE;1,2-DIMETHYL-1H-INDOLE-3-CARBALDEHYDE;AKOS JY2083297;CHEMBRDG-BB 4006399;ASINEX-REAG BAS 07571501;1,2-dimethyl-1H-indole-3-carbaldehyde(SALTDATA: 0.1H2O)
• CAS NO: 38292-40-9
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.21
• Product Categories: Indole
• Mol File: 38292-40-9.mol
• Article Data: 24

Chemical Properties

• Melting Point: 127-129
• Boiling Point: 334.097 °C at 760 mmHg
• Flash Point: 155.857 °C
• Appearance: /
• Density: 1.09 g/cm³
• Vapor Pressure: 0.000131mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 1,2-DIMETHYL-1H-INDOLE-3-CARBOXALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIMETHYL-1H-INDOLE-3-CARBOXALDEHYDE(38292-40-9)
• EPA Substance Registry System: 1,2-DIMETHYL-1H-INDOLE-3-CARBOXALDEHYDE(38292-40-9)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 38292-40-9(Hazardous Substances Data)

Usage

General Description

1,2-Dimethyl-1H-indole-3-carboxaldehyde is a chemical compound with the molecular formula C11H11NO. It is a yellow to orange liquid with a strong, sweet, and floral odor. 1,2-Dimethyl-1H-indole-3-carboxaldehyde is mainly used in the production of pharmaceuticals, dyes, and perfumes. It has been identified as a key odorant in many perfumes and plays a role in contributing to the overall fragrance profile. Additionally, it has been investigated for its potential medicinal properties, including its anti-inflammatory and anti-cancer effects. 1,2-Dimethyl-1H-indole-3-carboxaldehyde is commonly used in the fragrance and pharmaceutical industries and is an important ingredient in many consumer products.

InChI:InChI=1/C11H11NO/c1-8-10(7-13)9-5-3-4-6-11(9)12(8)2/h3-7H,1-2H3

Upstream product

• 875-79-6 1,2-dimethylindole 
• 68-12-2 N,N-dimethyl-formamide 
• 5416-80-8 2-methyl-1H-indole-3-carbaldehyde 
• 74-88-4 methyl iodide 
• 19012-03-4 N-methyl-3-formylindole 
• 75-50-3 trimethylamine 
• 298-12-4 Glyoxilic acid 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 1971-46-6 1,2,3-trimethylindole 
• 67-68-5 dimethyl sulfoxide 
• 91-55-4 2,3-dimethylindole 
• 95-20-5 2-methyl-1H-indole 
• 128746-62-3 2,3-dibromo-1-methyl-1H-indole 
• 65037-61-8 1,2-Dimethyl-3-vinylindole 

Downstream Products

• 1484-05-5 1-(9-methyl-9H-carbazol-3-yl)ethanone 
• 51072-84-5 1,2-dimethyl-1H-indole-3-carbonitrile 
• 1333430-05-9 C₂₁H₂₂N₂O₃ 
• 1333429-65-4 (E)-3-(1,2-dimethyl-1H-indol-3-yl)acrylaldehyde 
• 1333429-80-3 2-((2S,3S,4S)-9-methyl-3-nitro-2-phenyl-2,3,4,9-tetrahydro-1H-carbazol-4-yl)acetaldehyde 
• 338997-02-7 1,2-dimethyl-1H-indole-3-carbaldehyde oxime 
• 1226783-81-8 C₂₁H₂₁NO₂ 
• 124210-06-6 2-Benzhydrylidene-3-[1-(1,2-dimethyl-1H-indol-3-yl)-meth-(E)-ylidene]-succinic acid 
• 124210-11-3 E-(1,2-Dimethyl-3-indolylmethylene)diphenylmethylenesuccinic Anhydride 
• 124210-07-7 E-(1,2-Dimethyl-3-indolylmethylene)cyclohexylidenesuccinic Acid 
• 124210-12-4 E-(1,2-Dimethyl-3-indolylmethylene)cyclohexylidenesuccinic Anhydride 
• 210626-91-8 (E)-3-{2-[2-(2-Iodo-phenyl)-ethyl]-1-methyl-1H-indol-3-yl}-2-methyl-acrylic acid ethyl ester 
• 173317-31-2 (E)-3-{2-[2-(2-Iodo-phenyl)-ethyl]-1-methyl-1H-indol-3-yl}-acrylic acid ethyl ester 
• 134828-30-1 2-(1,2-Dimethyl-1H-indol-3-yl)-5,7-dimethyl-1,3-diaza-tricyclo[3.3.1.1^3,7]decan-6-one 

Relevant articles and documents

Synthesis of Chiral Polycyclic Tetrahydrocarbazoles by Enantioselective Aminocatalytic Double Activation of 2-Hydroxycinnamaldehydes with Dienals

An efficient aminocatalytic enantioselective double-activation strategy has been developed that combines several different aminocatalytic modes in a cascade process, such as iminium ion, vinylogous iminium ion, trienamine, and dienamine activations. By using this strategy, 2-hydroxycinnamaldehydes worked well with various dienals via [4 + 2] cycloaddition and the oxa-Michael reaction-initiated cascade, respectively, leading to chiral polycyclic tetrahydrocarbazole and chromane derivatives with excellent diastereo- and enantioselectivities.

Enantioselective and Diastereodivergent Synthesis of Spiroindolenines via Chiral Phosphoric Acid-Catalyzed Cycloaddition

A diastereodivergent and enantioselective synthesis of chiral spirocyclohexyl-indolenines with four contiguous stereogenic centers is achieved by a chiral phosphoric acid-catalyzed cycloaddition of 2-susbtituted 3-indolylmethanols with 1,3-dienecarbamates. Modular access to two different diastereoisomers with high enantioselectivities was obtained by careful choice of reaction conditions. Their functional group manipulation provides an efficient access to enantioenriched spirocyclohexyl-indolines and -oxindoles. The origins of this stereocontrol have been identified using DFT calculations, which reveal an unexpected mechanism compared to our previous work dealing with enecarbamates.

Access to Polycyclic Sulfonyl Indolines via Fe(II)-Catalyzed or UV-Driven Formal [2 + 2 + 1] Cyclization Reactions of N-((1H-indol-3-yl)methyl)propiolamides with NaHSO3

A variety of structurally novel polycyclic sulfonyl indolines have been synthesized via FeCl2-catalyzed or UV-driven intramolecular formal [2 + 2 + 1] dearomatizing cyclization reactions of N-(1H-indol-3-yl)methyl)propiolamides with NaHSO3 in an aqueous medium. The reactions involve the formation of one C-C bond and two C-S bonds in a single step.