52670-38-9

Basic information

• Product Name: 2-ETHYNYLANILINE 98
• Synonyms: 2-ETHYNYLANILINE 98;2-Ethynyl aniline (2-aminophenylacetylene);Benzenamine, 2-ethynyl- (9CI);2-Ethynylaniline;2-Ethynyl-phenylaMine;2-Ethynyl-benzenaMine;2-Ethynylaniline 98%;Benzenamine, 2-ethynyl-
• CAS NO: 52670-38-9
• Molecular Formula: C₈H₇N
• Molecular Weight: 117.14788
• Product Categories: Alkynes;Organic Building Blocks;Terminal
• Mol File: 52670-38-9.mol
• Article Data: 110

Chemical Properties

• Boiling Point: 229-230 °C(lit.)
• Flash Point: 209 °F
• Appearance: /
• Density: 1.030 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.109mmHg at 25°C
• Refractive Index: n20/D 1.6200(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 1?+-.0.10(Predicted)
• CAS DataBase Reference: 2-ETHYNYLANILINE 98(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ETHYNYLANILINE 98(52670-38-9)
• EPA Substance Registry System: 2-ETHYNYLANILINE 98(52670-38-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 52670-38-9(Hazardous Substances Data)

Usage

General Description

2-Ethynylaniline 98 is a chemical compound with the molecular formula C8H7N. It is a white to light brown solid at room temperature with a melting point of around 112-114°C. 2-ETHYNYLANILINE 98 is primarily used as an intermediate in the production of various dyes and pigments. It can also be used as a building block in the synthesis of pharmaceuticals and agrochemicals. Additionally, 2-Ethynylaniline 98 is a versatile reagent in organic synthesis, and it can undergo various chemical reactions to form different derivatives for different applications. As a chemical, it should be handled and stored with proper care, as it may pose hazards to human health and the environment if not managed appropriately.

InChI:InChI=1/C8H7N/c1-2-7-5-3-4-6-8(7)9/h1,3-6H,9H2

Upstream product

• 615-43-0 2-iodophenylamine 
• 1066-54-2 trimethylsilylacetylene 
• 10113-38-9 N-(2-bromophenyl)formamide 
• 70787-27-8 N-(2-bromophenyl)benzamide 
• 615-36-1 2-bromoaniline 
• 74-86-2 acetylene 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 552-89-6 2-nitro-benzaldehyde 
• 430434-56-3 (E)-1-[2-bromovinyl]-2-nitrobenzene 
• 70321-33-4 2,3-dibromo-3-(2-nitrophenyl)propanoic acid 
• 612-41-9 2-nitrocinnamic acid 
• 669090-69-1 1-azido-2-ethynyl-benzene 
• 157869-14-2 4-(2-amino-phenyl)-2-methyl-but-3-yn-2-ol 
• 62-53-3 aniline 

Downstream Products

• 124643-51-2 2-[(thiophen-2-yl)ethynyl]phenylamine 
• 138386-61-5 1-ethynyl-N-(triphenylphosphoranylidene)benzeneamine 
• 551-93-9 2-aminoacetophenone 
• 228576-09-8 3-(p-methoxybenzoyl)-2-(o-trifluoroacetamidophenyl)indole 
• 84416-67-1 2-(phenylsulfonamido)-1-ethylbenzene 
• 57707-20-7 4-chloro-N-cyclohexylbenzamide 
• 31661-58-2 2-[4-(2-aminophenyl)-1,3-butadienyl]phenylamine 
• 221910-19-6 2-(4-chlorophenylethynyl)phenylamine 
• 851227-33-3 {4-[3-(2-aminophenylethynyl)-5-isopropyl-4-methoxymethoxybenzyl]-3,5-dimethylphenoxy}acetic acid methyl ester 

Relevant articles and documents

Divergent Carbocatalytic Routes in Oxidative Coupling of Benzofused Heteroaryl Dimers: A Mechanistic Update

Mildly thermal air or HNO3 oxidized activated carbons catalyse oxidative dehydrogenative couplings of benzo[b]fused heteroaryl 2,2’-dimers, e.g., 2-(benzofuran-2-yl)-1H-indole, to chiral 3,3’-coupled cyclooctatetraenes or carbazole-type migrative products under O2 atmosphere. DFT calculations show that the radical cation and the Scholl-type arenium cation mechanisms lead to different products with 2-(benzofuran-2-yl)-1H-indole, being in accord with experimental product distributions.

Metal-free cascade boron–heteroatom addition and alkylation with diazo compounds

Transition metal-catalyzed carbene transfer reaction is one of the most notable advances for C?C bond formation reactionsduring the past decade, which has been widely employed in the preparation of C3-substituted indoles. Here, we described an efficient e

Sequential Sonogashira/intramolecular aminopalladation/cross-coupling ofortho-ethynyl-anilines catalyzed by a single palladium source: rapid access to 2,3-diarylindoles

We have developed a practical and efficient one-pot protocol for the synthesis of 2,3-diarylindolesviaPd-catalyzed bis-arylative cyclization of variouso-ethynylanilines with aryl iodides. Mechanism studies showed that a Pd-catalyzed Sonogashira reaction took place firstly, giving an internal alkyne intermediate, which subsequently underwent intramolecular aminopalladation/cross-coupling to give access to 2,3-diarylindoles. The present methodology exhibits a broad substrate scope, producing various 2,3-diaryl indoles bearing two different aryl groups.