590-37-4

Basic information

• Product Name: 2-METHYLPENT-4-YN-2-OL
• Synonyms: 2-METHYLPENT-4-YN-2-OL;2-Methyl-4-pentyne-2-ol;4-Methyl-1-pentyne-4-ol;NSC 35151
• CAS NO: 590-37-4
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.143
• EINECS: -0
• Mol File: 590-37-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 124-127℃ (756 Torr)
• Flash Point: 65.2°C
• Appearance: /
• Density: 0.901g/cm³
• Vapor Pressure: 1.19mmHg at 25°C
• Refractive Index: 1.4383 (589.3 nm 20℃)
• Storage Temp.: 2-8°C
• PKA: 14.36±0.29(Predicted)
• CAS DataBase Reference: 2-METHYLPENT-4-YN-2-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYLPENT-4-YN-2-OL(590-37-4)
• EPA Substance Registry System: 2-METHYLPENT-4-YN-2-OL(590-37-4)

Safety Data

• Hazardous Substances Data: 590-37-4(Hazardous Substances Data)

Usage

General Description

2-METHYLPENT-4-YN-2-OL, also known as 3-methyl-1-pentyn-3-ol or 3-methyl-1-pentynol, is an organic compound with the chemical formula C6H10O. It is a colorless liquid with a mild, slightly sweet odor. This chemical is commonly used as a solvent and as an intermediate in the production of various chemicals, such as pharmaceuticals and agricultural chemicals. It is also used in the synthesis of other organic compounds. 2-METHYLPENT-4-YN-2-OL has potential applications in the pharmaceutical and fragrance industries, as well as in research and development for new chemical compounds. It is important to handle this chemical with caution and follow safety guidelines when working with it.

InChI:InChI=1/C6H10O/c1-4-5-6(2,3)7/h1,7H,5H2,2-3H3

Upstream product

• 106-96-7 propargyl bromide 
• 67-64-1 acetone 
• 60-29-7 diethyl ether 
• 123-91-1 1,4-dioxane 
• 79015-61-5 2-methyl-5-trimethylsilanyl-pent-4-yn-2-ol 
• 558-30-5 2-methyl-1,2-epoxypropane 
• 1066-26-8 sodium acetylide 
• 22665-30-1 allenylzinc bromide 
• 18295-60-8 allenylmagnesium bromide 
• 28750-44-9 2-chloromethylene-1,1-dimethyl-cyclopropane 
• 18295-60-8 propargyl magnesium bromide 

Downstream Products

• 624-97-5 2-methylpent-4-en-2-ol 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 1595-53-5 4-methylpent-3-en-1-yne 
• 40485-27-6 5-Methyl-1-phenylhex-2-in-1,5-diol 
• 40485-33-4 5-Hydroxy-5-methylhex-2-ynophenone 
• 56155-47-6 3-Phenylamino-1-phenyl-5-methyl-2,4-hexadien-1-on 
• 1791-19-1 5-methyl-1-phenylhex-4-en-2-yn-1-ol 
• 1585-01-9 5-Methyl-1-phenylhex-4-en-2-in-1-on 
• 854901-62-5 1-(4-methyl-pent-3-en-1-ynyl)-cyclohexanol 
• 1643675-11-9 (Z)-1-(benzyloxy)-9-hydroxy-9-methyldec-4-en-6-yn-2-yl acetate 
• 819-71-6 4-Methylpent-4-en-1-yne 

Relevant articles and documents

Synthesis and absolute stereochemistry of spiroacetals in rove beetles (Coleoptera: Staphylinidae)

The unusual branched-carbon chain spiroacetal, 2,2,8-trimethyl-1,7-dioxaspiro[5.5]undecane, has been synthesised as its racemate and (6S,8R)-isomer. The natural compound, identified in the rove beetle, Ontholestes murinus (L.) proved to be the (6R,8S)-isomer. (E,E)-2,8-Dimethyl-1,7-dioxaspiro[5.5]undecane, a major component of the volatiles from the same insect, is the (2S,6R,8S)-isomer, but is largely racemic in Ontholestes tesselatus (Geoffr. Fourcr.).

Enantioselective Construction of Tertiary Fluoride Stereocenters by Organocatalytic Fluorocyclization

1,1-Disubstituted styrenes with internal oxygen and nitrogen nucleophiles undergo oxidative fluorocyclization reactions with in situ generated chiral iodine(III)-catalysts. The resulting fluorinated tetrahydrofurans and pyrrolidines contain a tertiary carbon-fluorine stereocenter. Application of a new 1-naphthyllactic acid-based iodine(III)-catalyst allows the control of tertiary carbon-fluorine stereocenters with up to 96% ee. Density functional theory calculations are performed to investigate the details of the mechanism and the factors governing the stereoselectivity of the reaction.

1,4-Dihydroindeno[1,2-c]pyrazoles with acetylenic side chains as novel and potent multitargeted receptor tyrosine kinase inhibitors with low affinity for the hERG ion channel

The synthesis of a novel series of 1,4-dihydroindeno[1,2-c]pyrazoles with acetylene-type side chains is described. Optimization of those compounds as KDR kinase inhibitors identified 8, which displayed an oral activity in an estradiol-induced murine uterine edema model (ED50 = 3 mg/kg) superior to Sutent (ED50 = 9 mg/kg) and showed potent antitumor efficacy in an MX-1 human breast carcinoma xenograft tumor growth model (tumor growth inhibition = 90% at 25 mg/kg·day po). The compound was docked into a homology model of the homo-tetrameric pore domain of the hERG potassium channel to identify strategies to improve its cardiac safety profile. Systematic interruption of key binding interactions between 8 and Phe656, Tyr652, and Ser624 yielded 90, which only showed an IC50 of 11.6 μM in the hERG patch clamp assay. The selectivity profile for 8 and 90 revealed that both compounds are multitargeted receptor tyrosine kinase inhibitors with low nanomolar potencies against the members of the VEGFR and PDGFR kinase subfamilies.