769-26-6

Basic information

• Product Name: 1-ETHYNYL-2,4,6-TRIMETHYLBENZENE
• Synonyms: 2-ethynyl-1,3,5-trimethylbenzene;2-ethynylmesitylene;benzene,2-ethynyl-1,3,5-trimethyl-;ethynylmesitylene;mesitylacetylene;mesitylene,2-ethynyl-;mesitylethyne;(2,4,6-Trimethylphenyl)acetylene
• CAS NO: 769-26-6
• Molecular Formula: C₁₁H₁₂
• Molecular Weight: 144.21
• Mol File: 769-26-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 2.7-3.5 °C
• Boiling Point: 213.2°Cat760mmHg
• Flash Point: 83℃
• Appearance: /
• Density: 0.921 g/mL at 25 °C
• Vapor Pressure: 0.242mmHg at 25°C
• Refractive Index: n20/D1.547
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-ETHYNYL-2,4,6-TRIMETHYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ETHYNYL-2,4,6-TRIMETHYLBENZENE(769-26-6)
• EPA Substance Registry System: 1-ETHYNYL-2,4,6-TRIMETHYLBENZENE(769-26-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 769-26-6(Hazardous Substances Data)

Usage

General Description

1-Ethynyl-2,4,6-trimethylbenzene is a chemical compound with the molecular formula C11H12. It is a colorless liquid with a strong aromatic odor, and it is mainly used as a precursor in the synthesis of various pharmaceuticals and agrochemicals. It is also used as a solvent and as an intermediate in the production of dyes and perfumes. 1-ETHYNYL-2,4,6-TRIMETHYLBENZENE is considered to be of low toxicity, with no known harmful effects on human health or the environment. However, it should be handled with care and proper safety precautions should be taken when working with it.

InChI:InChI=1/C11H12/c1-5-11-9(3)6-8(2)7-10(11)4/h1,6-7H,2-4H3

Upstream product

• 576-83-0 2,4,6-trimethylphenyl bromide 
• 13894-21-8 ethynyl p-tolyl sulfone 
• 4028-63-1 iodomesitylene 
• 994-89-8 tributylethynyltin 
• 487-68-3 mesytaldehyde 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 141461-86-1 4-mesityl-2-methylbut-3-yn-2-ol 
• 1066-54-2 trimethylsilylacetylene 
• 77295-61-5 1,1-Dibrom-2-(2,4,6-trimethylphenyl)ethylen 
• 88-05-1 2,4,6-trimethylaniline 
• 1667-01-2 2,4,6-Trimethylacetophenone 
• 5312-67-4 1-(1-chlorovinyl)-2',4',6'-trimethylbenzene 
• 67-56-1 methanol 
• 205311-27-9 2-(1,2-dibromo-ethyl)-1,3,5-trimethyl-benzene 

Downstream Products

• 408511-61-5 2,4,6-trimethyl phenylpropiolic acid 
• 22779-25-5 4-[3-(2,4,6-trimethyl-phenyl)-prop-2-ynyl]-morpholine 
• 124234-92-0 3-(2,4,6-Trimethylphenyl)propindithiosaeure-methylester 
• 337379-08-5 1,1-bis(dichloroboryl)-2-mesitylethane 
• 1226889-57-1 2-[(2,4,6-trimethylphenyl)ethynyl]benzoxazole 
• 1255533-06-2 1-iodo-8-(2,4,6-trimethylphenylethynyl)naphthalene 
• 1338916-68-9 5-mesityl-1-(4-tolyl)-1H-1,2,3-triazole 
• 1338916-69-0 4-mesityl-1-(4-tolyl)-1H-1,2,3-triazole 
• 1338916-70-3 5-mesityl-1-(3,4,5-trimethoxyphenyl)-1H-1,2,3-triazole 
• 4408-60-0 2-mesitylacetic acid 
• 340736-21-2 [Ru(CO)(C₆H₅CCHC₆H₅)(S₂CCCC₆H₂(CH₃)3)(P(C₆H₅)3)2] 
• 107769-91-5 dimesityl(mesitylethynyl)borane 

Relevant articles and documents

Gold-Catalyzed Regiospecific Annulation of Unsymmetrically Substituted 1,5-Diynes for the Precise Synthesis of Bispentalenes

Precise control of the selectivity in organic synthesis is important to access the desired molecules. We demonstrate a regiospecific annulation of unsymmetrically substituted 1,2-di(arylethynyl)benzene derivatives for a geometry-controlled synthesis of linear bispentalenes, which is one of the promising structures for material science. A gold-catalyzed annulation of unsymmetrically substituted 1,2-di(arylethynyl)benzene could produce two isomeric pentalenes, but both electronic and steric effects on the aromatics at the terminal position of the alkyne prove to be crucial for the selectivity; especially a regiospecific annulation was achieved with sterically blocked substituents; namely, 2,4,6-trimetyl benzene or 2,4-dimethyl benzene. This approach enables the geometrically controlled synthesis of linear bispentalenes from 1,2,4,5-tetraethynylbenzene or 2,3,6,7-tetraethynylnaphthalene. Moreover, the annulation of a series of tetraynes with a different substitution pattern regioselectively provided the bispentalene scaffolds. A computational study revealed that this is the result of a kinetic control induced by the bulky NHC ligands.

Gold-Catalyzed Hydrohydrazidation of Terminal Alkynes

Facile gold-catalyzed hydrohydrazidation of alkynes with various hydrazides R2CONHNH2 (R = Alk or Ar; including those with an additional nucleophilic moiety) in the presence of Ph3PAuNTf2 (6 mol %) leading to a wide range of substituted keto-N-acylhydrazones (18 examples) in excellent to good yields (99-66%) is reported. This novel metal-catalyzed coupling proceeds under mild conditions (chlorobenzene, 60 °C), exhibits high functional group tolerance, and is insensitive to the electronic and steric effects of the substituents in the reactants.

Regio- and stereoselective dimerization of arylacetylenes and optical and electrochemical studies of (E)-1,3-enynes

The N-heterocyclic carbene palladium complex (SIPr)Pd(cinnamyl)Cl [SIPr=N,N'-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene) promotes regio- and stereospecific dimerization of a variety of arylalkynes to give (E)-1,3-enynes in good to excellent yields. An efficient and practical procedure for their synthesis was developed using a biphasic aqueous alkali/heptane system. Optical and electronic properties of (E)-1,3-enynes are highly tunable. Depending on the nature of the substituents, HOMO energies vary in the range 5.3-6.0eV. (E)-1,3-Enynes can exhibit intense photoluminescence in the spectral region 350-500nm.