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

• 119-61-9 benzophenone 
• 83747-01-7 Diazo(1,2,3-tri-tert-butyl-2-cyclopropen-1-yl)essigsaeure-tert-butylester 
• 66809-00-5 2,3,4,5-Tetra-tert-butyl-2,4-cyclopentadien-1-on 
• 51067-54-0 Diazo(1,2,3-tri-tert-butyl-2-cyclopropen-1-yl)essigsaeure-methylester 
• 97476-03-4 1,2,3-Tri-tert-butyl-3-(1-diazo-2,2-dimethyl-propyl)-cyclopropene 
• 77437-72-0 bicyclo<4.2.0>octatriene 
• 97476-04-5 Diazo(1,2,3-tri-tert-butyl-2-cyclopropen-1-yl)(trimethylsilyl)methan 
• 140633-74-5 Diazo(dimethylphenylsilyl)(1,2,3-tri-tert-butyl-2-cyclopropen-1-yl)methan 
• 120883-27-4 tri-tert-butyl(trimethylsilyl)tetrahedrane 
• 507-20-0 tertiary butyl chloride 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 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 

Downstream Products

• 19985-79-6 2,3-bis(tert-butyl)cycloprop-2-en-1-one 
• 36319-93-4 1,3,4-Tri-tert-butyl-3-cyclobuten-1,2-dicarbonsaeureanhydrid 
• 138221-74-6 2,3,5,5-tetramethyl-4-(phenylthio)hexa-1,3-diene 
• 100-01-6 4-nitro-aniline 
• 882-33-7 diphenyldisulfane 
• 1071-81-4 2,2,5,5-tetramethylhexane 
• 692-47-7 (Z)-2,2,5,5-tetramethyl-3-hexene 
• 692-48-8 (E)-2,2,5,5-tetramethylhex-3-ene 
• 507-20-0 tertiary butyl chloride 
• 84449-09-2 3,4-di-t-butyl-1,2-dithiete 
• 4388-88-9 pivalil 
• 1538-75-6 2,2-dimethylpropanoic anhydride 
• 815-17-8 trimethylpyruvic acid 
• 75-98-9 Trimethylacetic acid 

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, 90. - Peralkyl-Substituted Tetrahedranes

Photolysis of the diazo compounds 4a, b generates adamantyltri-tert-butyltetrahedrane (9a) and tri-tert-butylisopropyltetrahedrane (9b), and the corresponding cyclobutadienes 10a, b.In contrast to tetrahedrane 9a, which results from an intramolecular addition in carbene 7a and also from photoisomerization of cyclobutadiene 10a, the only source for tetrahedrane 9b is the cheletropic cycloaddition of the carbenic center to the cyclopropene double bond in the photochemically produced carbene 7b.Tetrahedrane 9b is remarkable in its kinetic and thermal instability, which is caused by the reduced "corset effect" in this compoound.An additional access to this tetrahedrane is possible via the diazomethanes 34A and 34B.The pyridazines 17b and 41, which are formed by thermolysis of the diazo compounds 4b, 34A and 34B lead to the azetes 19 and 43.Last but not least 17b and 41 are interesting molecules themselves because of their inherent chirality. - Key Words: Tetrahedranes / Cyclobutadienes / Azetes / Cyclopropenyldiazomethanes / Pyridazines: chirality, ring inversion, valence isomers