17530-24-4

Basic information

• Product Name: 2,2,5,5-TETRAMETHYL-3-HEXYNE
• Synonyms: 2,2,5,5-TETRAMETHYL-3-HEXYNE;(tert-C4H9)C=C(tert-C4H9);Di-T-butylacetylene
• CAS NO: 17530-24-4
• Molecular Formula: C₁₀H₁₈
• Molecular Weight: 138.24992
• Mol File: 17530-24-4.mol
• Article Data: 17

Chemical Properties

• Melting Point: 26-28 °C
• Boiling Point: 173.7°C (estimate)
• Flash Point: 24.2 °C
• Appearance: /
• Density: 0.7834 (estimate)
• Vapor Pressure: 10.6mmHg at 25°C
• Refractive Index: 1.4177 (estimate)
• Water Solubility: 20.32mg/L(25 oC)
• CAS DataBase Reference: 2,2,5,5-TETRAMETHYL-3-HEXYNE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,5,5-TETRAMETHYL-3-HEXYNE(17530-24-4)
• EPA Substance Registry System: 2,2,5,5-TETRAMETHYL-3-HEXYNE(17530-24-4)

Safety Data

• Hazardous Substances Data: 17530-24-4(Hazardous Substances Data)

Usage

General Description

2,2,5,5-Tetramethyl-3-hexyne is a chemical compound with the molecular formula C10H18. It is a clear, colorless liquid with a sharp, pungent odor. It is commonly used as a solvent, in the production of adhesives and sealants, and as a fuel additive. It is also used in the manufacture of dyes, pigments, and pharmaceuticals. The chemical is highly flammable and should be handled with care, as it can cause skin and eye irritation upon contact. Additionally, it has been linked to reproductive toxicity and should be used in a well-ventilated area with proper protective equipment.

InChI:InChI=1/C10H18/c1-9(2,3)7-8-10(4,5)6/h1-6H3

Upstream product

• 51067-54-0 Diazo(1,2,3-tri-tert-butyl-2-cyclopropen-1-yl)essigsaeure-methylester 
• 97476-04-5 Diazo(1,2,3-tri-tert-butyl-2-cyclopropen-1-yl)(trimethylsilyl)methan 
• 507-20-0 tertiary butyl chloride 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 97476-03-4 1,2,3-Tri-tert-butyl-3-(1-diazo-2,2-dimethyl-propyl)-cyclopropene 
• 78234-36-3 tris(2-methyl-2-propoxy)(2,2-dimethylpropylidyne)tungsten(VI) 
• 78129-68-7 2,2-dimethylpropylidynephosphine 
• 167278-67-3 adamantyltri-tert-butyltetrahedrane 
• 54251-54-6 Adamantyldiazomethan 
• 89701-49-5 3,4,5-Tri-tert-butyl-6-(dimethoxyphosphoryl)-1,2-diazabicyclo<2.2.0>hexa-2,5-dien 
• 120883-27-4 tri-tert-butyl(trimethylsilyl)tetrahedrane 
• 140633-74-5 Diazo(dimethylphenylsilyl)(1,2,3-tri-tert-butyl-2-cyclopropen-1-yl)methan 
• 83747-01-7 Diazo(1,2,3-tri-tert-butyl-2-cyclopropen-1-yl)essigsaeure-tert-butylester 
• 83757-83-9 phenylphosphinsaeure-methylester 

Downstream Products

• 88503-63-3 [((CH₃)3CCHCC(CH₃)3)Ni(Cl)(CO)]2 
• 37763-52-3 2,3-Di-tert.-butyl-4,4-diphenyl-2-cyclobuten-1-on 
• 1071-81-4 2,2,5,5-tetramethylhexane 
• 3938-95-2 2,2-dimethyl-propanoic acid ethyl ester 
• 75-98-9 Trimethylacetic acid 
• 598-98-1 Methyl pivalate 
• 66809-05-0 tetra-tert-butylcyclobutadiene radical cation 
• 4388-88-9 pivalil 
• 1538-75-6 2,2-dimethylpropanoic anhydride 
• 5129-36-2 i-Propyl Pivalate 
• 75-28-5 Isobutane 
• 115-11-7 isobutene 
• 815-17-8 trimethylpyruvic acid 
• 84449-09-2 3,4-di-t-butyl-1,2-dithiete 

Relevant articles and documents

Palladium-Nanoparticles-Catalyzed Oxidative Annulation of Benzamides with Alkynes for the Synthesis of Isoquinolones

A novel method to synthesize isoquinolones via oxidative annulation of N-alkoxy benzamides and alkynes using binaphthyl-stabilized palladium nanoparticles (Pd-BNP) as catalyst has been developed. This methodology affords various isoquinolone derivatives in good to excellent yields with high regioselectivities in the presence of air as oxidant. N-Methoxybenzothioamide was also found to undergo oxidative annulation with alkyne successfully and provided a sulfur analogue of isoquinolones in moderate yields. The Pd-BNP catalyst was easily recovered and reused up to four times without any apparent agglomeration. (Figure presented.).

Directed synthesis of phosphorus-carbon cage compounds - A challenge in organophosphorus chemistry [1]

Reactions of the zirconium complexes 2 with hexachloroethane lead to the tetraphosphacubanes 4 whereas extrusion of the Cp2Zr units by means of (Ph3P)2NiCl2 gives rise to the tetraphosphacyclooctadienes 7. Polycyclic phosphorus-carbon systems such as 11 or 14 and 13 are accessible from multi-step reactions of the phosphaalkyne 5 (R = t-Bu) with dienes 9 or tropone (10), respectively. The complex 16 obtained from the spirocyclotrimerization of the phosphaalkyne 5 (R = t-Bu) with aluminum trichloride provides the starting point for the construction of the bis(homo)prismane 19 and the hexaphosphapentaprismane 20. Furthermore, the phosphorus-carbon-aluminum cage compounds 12, 23, and 24 have been prepared from the phosphaalkynes 5 and the triorganoaluminum reagents 22.

Small Rings, 89. - An Alternative Synthesis of Tetra-tert-butyltetrahedrane

Cyclopropenyldiazomethane 3 is an ideal precursor for tetra-tert-butyltetrahedrane (6).Both, photochemical and thermal decomposition of 3 lead to cyclobutadiene 7, which can be photoisomerized to tetrahedrane 6.Tetra-tert-butyltetrahedrane (6) is also formed directly by a cheletropic cycloaddition of the carbenic center to the cyclopropene double bond in carbene 4.This is the first example for the synthesis of a tetrahedrane, which does not occur via the corresponding cyclobutadiene.The formation of pyridazine 10 dominates the thermolysis of 3.Azete 12 is obtained both by photolysis as well as by thermolysis of Dewar-pyridazine 11, the irradiation product of 10. - Key Words: Cyclobutadiene / Tetrahedrane / Azete / Cyclopropenyldiazomethane / Valence isomers of pyridazine