101974-69-0

Basic information

• Product Name: 3-cyclopropylprop-2-yn-1-ol
• Synonyms: 3-cyclopropylprop-2-yn-1-ol;3-Cyclopropyl-2-propyn-1-ol;2-Propyn-1-ol, 3-cyclopropyl-
• CAS NO: 101974-69-0
• Molecular Formula: C₆H₈O
• Molecular Weight: 96.12712
• Mol File: 101974-69-0.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 78-79 °C(Press: 10 Torr)
• Appearance: /
• Density: 1.06±0.1 g/cm3(Predicted)
• PKA: 12.91±0.10(Predicted)
• CAS DataBase Reference: 3-cyclopropylprop-2-yn-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-cyclopropylprop-2-yn-1-ol(101974-69-0)
• EPA Substance Registry System: 3-cyclopropylprop-2-yn-1-ol(101974-69-0)

Safety Data

• Hazardous Substances Data: 101974-69-0(Hazardous Substances Data)

Usage

General Description

3-cyclopropylprop-2-yn-1-ol is a chemical compound with the molecular formula C6H8O. It is an alcohol with a triple bond between the second and third carbon atoms of the prop-2-yn-1-ol group. The presence of a cyclopropyl group in the molecule adds an extra degree of complexity and rigidity. 3-cyclopropylprop-2-yn-1-ol is used in organic synthesis and as a building block for various pharmaceuticals and agrochemicals. It has applications in the production of fine chemicals and can also act as a precursor in the preparation of other important organic compounds. Additionally, it has potential uses in the development of new materials and in research.

Upstream product

• 50-00-0 formaldehyd 
• 6746-94-7 Cyclopropylacetylene 
• 14267-92-6 1-chloro-4-pentyne 
• 122244-78-4 1,1-dibromo-2-cyclopropylehylene 
• 110-88-3 1,3,5-Trioxan 

Downstream Products

• 208391-70-2 1-(3-cyclopropylbuten-2(E)-enyl-1-oxy)-3-phenylprop-2-yne 
• 853733-41-2 2-but-2-ynyl-2-(3-cyclopropyl-3-phenyl-allyl)-malonic acid dimethyl ester 
• 853733-53-6 N-(3-cyclopropyl-allyl)-(4-trimethylsilyl-but-3-ynyl)-p-toluenesulfonamide 
• 853733-43-4 2-(3-cyclopropyl-3-phenyl-allyl)-2-(3-trimethylsilanyl-prop-2-ynyl)-malonic acid dimethyl ester 
• 166043-88-5 1-(3-cyclopropyl-prop-2(E)-en-1-oxy)-3-phenylprop-2-yne 
• 139185-46-9 1,1-dichloro-3-cyclopropylprop-2-yne 

Relevant articles and documents

[2+2+2]-Cyclotrimerization of 1-Cyclopropyl-1,6-diynes with Alkynes: Formation of Cyclopropylarenes.

Cyclotrimerization of 1-cyclopropyl-1,6-diynes with various terminal alkynes was tested under catalytic conditions using rhodium and ruthenium catalysts. We observed that the regioselectivity of the reaction, that is, formation of 1,2- or 1,3-regioisomers, was opposite for the two metals. For the ruthenium complex [Cp Ru(cod)Cl]-catalyzed reactions the yields were in many cases high with a strong preference for the formation of 1,3-substituted regioisomers. In the case of catalysis by the rhodium complex [RhCl(PPh3)3], 1,2-substituted products were generally preferred, albeit the selectivity was often modest. However, by changing the ligand environment around the central rhodium atom the regioselectivity as well as yields of the products were significantly improved. For example, by using a combination of the rhodium complex [Rh(cod)2BF4] and 1,4-bis(diphenylphosphino)butane the regioselectivity was changed from 1:1 to 1:12 in favor of the 1,2-regioisomer. This catalytic system was also applied for synthesis of a substituted 4-cyclopropyl-3-hydroisobenzofuran-1-one that could serve as a potential intermediate for preparation of antihypertensive agents.

Gold(I)-catalyzed intramolecular cycloisomerization of propargylic esters with furan rings

A gold-catalyzed intramolecular cycloisomerization of a-yne-furans 1 is described in this contribution. A variety of cyclic α,β-unsaturated aldehyde or ketone derivatives and nitrogen-containing tricyclic adducts were obtained selectively in moderate to excellent yields under mild conditions by varying the substituents on the standard substrates.

SYNTHESIS OF CYCLOPROPYLETHYNYLFULVENE - THE FIRST ACETYLENIC FULVENE

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CFTR-MODULATING ARYLAMIDES

The present disclosure relates to heterocyclic compounds, pharmaceutically acceptable salts thereof, and pharmaceutical preparations thereof. Also described herein are compositions and the use of such compounds in methods of treating diseases and conditions mediated by deficient CFTR activity, in particular cystic fibrosis.

Gold(III)-Catalyzed Regioselective Oxidation/Cycloisomerization of Diynes: An Approach to Fused Furan Derivatives

The first gold(III)-catalyzed regioselective oxidation/cycloisomerization of diynes 1 with pyridine N-oxide as the oxidant was developed, providing a range of synthetically valuable and useful fused furan derivatives 3 in moderate to good yields. Control experiments and the confirmation structure of minor products 5 suggest that this chemistry was a concerted gold(III)-catalyzed oxidation/SN2′-type addition/cyclization process via a β-gold vinyloxypyridinium intermediate and a putative vinyl cation intermediate.