142-30-3

Basic information

• Product Name: 2,5-Dimethyl-3-hexyne-2,5-diol
• Synonyms: 2,5-DIHYDROXY-2,5-DIMETHYL-3-HEXYNE;2,5-DIMETHYL-2,5-HEXYNEDIOL;2,5-DIMETHYL-3-HEXYN-2,5-DIOL;2,5-DIMETHYL-3-HEXYNE-2,5-DIOL;1,1,4,4-TETRAMETHYLBUTYNEDIOL;DIMETHYL HEXYNEDIOL;2,5-dimethyl-3-hexyne-5-diol;acetylenepinacol
• CAS NO: 142-30-3
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.2
• EINECS: 205-533-4
• Product Categories: Acetylenes;Acetylenic Alcohols & Their Derivatives;Nonionic;Polymer Additives;Surfactants;Halogenated Heterocycles ,Pyrazoles,Pyrazines
• Mol File: 142-30-3.mol

Chemical Properties

• Melting Point: 90-94 °C(lit.)
• Boiling Point: 121-123 °C7 mm Hg(lit.)
• Flash Point: 102°C
• Appearance: White to light yellow/Crystalline Flakes or Powder
• Density: 0,949 g/cm3
• Vapor Pressure: 0.0611mmHg at 25°C
• Refractive Index: 1.4179 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: 240g/l
• PKA: 12.91±0.29(Predicted)
• Water Solubility: 240 g/L (20 ºC)
• BRN: 969835
• CAS DataBase Reference: 2,5-Dimethyl-3-hexyne-2,5-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethyl-3-hexyne-2,5-diol(142-30-3)
• EPA Substance Registry System: 2,5-Dimethyl-3-hexyne-2,5-diol(142-30-3)

Safety Data

• Hazard Codes: Xn
• Statements: 42/43
• Safety Statements: 7-36-24/25
• WGK Germany: 3
• RTECS: MR0176000
• TSCA: Yes
• Hazardous Substances Data: 142-30-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H14O2/c1-7(2,9)5-6-8(3,4)10/h9-10H,1-4H3

Upstream product

• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 60-29-7 diethyl ether 
• 1719-19-3 2-Methyl-4-phenyl-3-butyn-2-ol 
• 74-86-2 acetylene 
• 75-20-7 calcium carbide 
• 67-64-1 acetone 
• 4301-15-9 ethynyldimagnesium dibromide 
• 70947-32-9 2,5-dibromo-2,5-dimethyl-3-hexyne 
• 78-83-1 2-methyl-propan-1-ol 
• 12212-46-3 tetramethylbutatriene(hexacarbonyl)diirion 
• 63025-11-6 2-chloro-3-hydroxy-1-(α-hydroxy-isopropyl)-3-methyl-but-1-enylmercury (1+); chloride 

Downstream Products

• 34106-07-5 2,5-dimethyl-2,5-diacetoxy-3-hexyne 
• 3725-05-1 2,5-dimethylhexa-1,5-dien-3-yne 
• 99181-64-3 acetic acid-(2,2,5,5-tetramethyl-2,5-dihydro-[3]furyl ester) 
• 5455-94-7 2,2,5,5-tetramethyltetrahydro-3-oxofuran 
• 859444-31-8 2,2,5,5-Tetramethyl-3-phenoxy-2,5-dihydro-furan 
• 875227-73-9 4-(2,2,5,5-Tetramethyl-2,5-dihydro-[3]furyl)-phenol 
• 27296-48-6 4-(1,1,4-trimethyl-pent-4-en-2-ynyl)-phenol 
• 24156-95-4 3,5,5-trimethylcyclopenten-2-one 
• 23359-01-5 2,5-dimethyl-hex-3-ene-2,5-diol 
• 2696-26-6 2,5-dimethylhex-5-en-3-yn-2-ol 
• 50694-11-6 (C₆H₅)2SbO(CH₃)2CCCC(OH)(CH₃)2 
• 81229-57-4 {Ni(P(C₆H₅)3)2(HOC(CH₃)2C)2} 
• 31666-36-1 [Pt((HO)CMe₂C_.tplbond.CMe₂(OH))(PPh₃)2] 
• 1068-27-5 2,5-dimethyl-2,5-bis(tert-butylperoxy)-3-hexyne 

Relevant articles and documents

Method for Preparing Crosslinker Compound

The present disclosure relates to a method for preparing a crosslinker compound in which a crosslinker compound capable of using for the production of a super absorbent polymer can be obtained in a higher yield by a simple manner. The crosslinker compound obtained by the above method can be used as a thermally decomposable crosslinker in the process of producing a super absorbent polymer.

Novel Crosslinking Agent Compound and Superabsorbent Polymer Prepared by Using the Same

Provided are a novel crosslinking agent compound, and a superabsorbent polymer prepared by using the same. More particularly, provided are a crosslinking agent compound having a novel structure, which exhibits excellent crosslinking property and thermal degradability, and a superabsorbent polymer prepared by using the same.

New technology for co-production of dimethyl hexylenediol and diacetone alcohol

The invention provides a new technology for co-production of dimethyl hexylenediol and diacetone alcohol, and belongs to the technical field of organic fine chemical preparation. According to the technology, methylbutynol and acetone serve as raw materials and are subjected to a reaction under the catalytic effect of alkali in a reaction solvent, then hydrolysis and layering are conducted, and theproducts dimethyl hexylenediol and diacetone alcoho are obtained after an upper-layer oil phase is washed for dealkalization, neutralized and rectified; lower-layer alkali liquor is recycled after catalyst regeneration, and water generated in the process is used for washing and hydrolysis. By means of the technology, co-production of the dimethyl hexylenediol and diacetone alcohol can be achieved, the total yield of the dimethyl hexylenediol and diacetone alcohol on the acetone is about 96%, the yield of the dimethyl hexylenediol on the methylbutynol is about 93%, and the mole ratio of the dimethyl hexylenediol to the diacetone alcohol is larger than 0.22 and is adjustable. By means of the technology, fixed investment and production cost can be effectively lowered, the added value of products, the utilization rate and the market resilience of devices are significantly increased, and the economic benefit increment is considerable.

2,2,5,5-Tetramethyltetrahydrofuran (TMTHF): A non-polar, non-peroxide forming ether replacement for hazardous hydrocarbon solvents

An inherently non-peroxide forming ether solvent, 2,2,5,5-tetramethyltetrahydrofuran (2,2,5,5-tetramethyloxolane), has been synthesized from readily available and potentially renewable feedstocks, and its solvation properties have been tested. Unlike traditional ethers, its absence of a proton at the alpha-position to the oxygen of the ether eliminates the potential to form hazardous peroxides. Additionally, this unusual structure leads to lower basicity compared with many traditional ethers, due to the concealment of the ethereal oxygen by four bulky methyl groups at the alpha-position. As such, this molecule exhibits similar solvent properties to common hydrocarbon solvents, particularly toluene. Its solvent properties have been proved by testing its performance in Fischer esterification, amidation and Grignard reactions. TMTHF's differences from traditional ethers is further demonstrated by its ability to produce high molecular weight radical-initiated polymers for use as pressure-sensitive adhesives.

Direct observation of reduction of Cu(II) to Cu(I) by terminal alkynes

X-ray absorption spectroscopy and in situ electron paramagnetic resonance evidence were provided for the reduction of Cu(II) to Cu(I) species by alkynes in the presence of tetramethylethylenediamine (TMEDA), in which TMEDA plays dual roles as both ligand and base. The structures of the starting Cu(II) species and the obtained Cu(I) species were determined as (TMEDA)CuCl2 and [(TMEDA)CuCl]2 dimer, respectively.

METHOD FOR PREPARING ACETYLENE ALCOHOLS AND THEIR SECONDARY PRODUCTS

A process for preparing at least one unsaturated alcohol (B) comprises the steps (I) to (III) below: (I) reaction of at least one alkali metal hydroxide or alkaline earth metal hydroxide with at least one alcohol (A) in at least one organic solvent (L) to give a mixture (G-I) comprising at least the alcohol (A), the solvent (L) and an alkoxide (AL); (II) reaction of at least one carbonyl compound of the formula R-CO-R' with at least one alkyne of the formula R''-C≡C-H and the mixture (G-I) obtained in step (I) to give a mixture (G-II) comprising at least the alcohol (A), the solvent (L) and an unsaturated alcohol (B); (III) distillation of the mixture (G-II) obtained in step (II) to give the alcohol or alcohols (B) and a mixture (G-III) comprising the solvent (L) and the alcohol (A), wherein the solvent (L) obtained in step (III) and the alcohol (A) obtained in step (III) are recycled as a mixture to step (I).

Preparation of alkynediols

The process for preparing alkynediols of the formula (I) R1R2C(OH)—C≡C—C(OH)R1R2??(I) where R1, R2are each independently H, or a C1-20-hydrocarbon radical which may be substituted by one or more C1-6-alkyls and/or be interrupted by nonadjacent heteroatoms and/or contain C—C double or triple bonds, by reacting compounds of the formula (II) R1—C(═O)—R2??(II) with acetylene in a polar aprotic solvent is carried out in the presence of basic alkali metal salts as catalysts.

Methoxycarbonylation of Acetylenic Compounds

A one-step procedure was developed for preparation of α,β-acetylenic γ-hydroxycarboxylic acid methyl esters with high yields by methoxycarbonylation of acetylenic alcohols with carbon monoxide in the presence of the catalytic system PdCl2-CuCl2-NaOAc (molar ratio methanol-acetylenic alcohol-PdCl2-CuCl2-NaOAc 5:0.02:0.0006:0.07:0.07). Methyl 4-methyl-4-hydroxy-2-pentynoate can be synthesized in the presence of CuCl2-NaOAc with no palladium.

Reactivity of Cumulene Complexes. Two Competing Pathways in Oxidative Solvolysis of Tetramethylbutatriene(hexacarbonyl)diiron

The oxidation of tetramethylbutatriene(hexacarbonyl)diiron in alcohols by ceric ammonium nitrite regioselectively gives diene-diesters and acetylene-diethers in moderate yields.The reaction is the first example showing that both the carbonylation and ethe

Applications of Phase Transfer Catalysis, 24. - Note on the Acceleration of Reactions between Alkynes and Carbonyl Compounds

Reactions between the title compounds in toluene/15percent aqueous sodium hydroxide are accelerated by the presence of N(C4H9)Br.