850011-76-6

Basic information

• Product Name: 1-PROP-2-YNYL-CYCLOHEXANECARBONITRILE
• Synonyms: 1-PROP-2-YNYL-CYCLOHEXANECARBONITRILE
• CAS NO: 850011-76-6
• Molecular Formula: C₁₀H₁₃N
• Molecular Weight: 147.21692
• Mol File: 850011-76-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-PROP-2-YNYL-CYCLOHEXANECARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PROP-2-YNYL-CYCLOHEXANECARBONITRILE(850011-76-6)
• EPA Substance Registry System: 1-PROP-2-YNYL-CYCLOHEXANECARBONITRILE(850011-76-6)

Safety Data

• Hazardous Substances Data: 850011-76-6(Hazardous Substances Data)

Usage

General Description

1-Prop-2-ynyl-cyclohexanecarbonitrile is a chemical compound with the molecular formula C10H11N. It is an organonitrile compound that is commonly used in the manufacturing of various industrial products. 1-PROP-2-YNYL-CYCLOHEXANECARBONITRILE is most notably used in the production of pharmaceuticals, agricultural chemicals, and dyes due to its ability to react with other chemicals and form different types of compounds. It is also used as a chemical intermediate in the synthesis of other organic compounds. It is important to handle this compound with caution as it can be toxic if ingested or inhaled, and it may also cause skin and eye irritation.

Upstream product

• 111-24-0 1,5-dibromo-pentane 
• 1360557-39-6 1-(phenylsulfinyl)cyclohexanecarbonitrile 
• 106-96-7 propargyl bromide 
• 766-05-2 cyclohexane carbonitrile 
• 676132-35-7 1-bromocyclohexane-1-carbonitrile 

Downstream Products

• 1222191-56-1 C₁₄H₁₉NO 
• 1222191-54-9 C₁₅H₂₁NO 
• 947241-27-2 1-(2,3-butadienyl)cyclohexanecarbonitrile 
• 912971-88-1 N-benzyl-1-(1-(prop-2-yn-1-yl)cyclohexyl)methanamine 
• 1041180-72-6 4-phenoxy-N-{[1-(prop-2-ynyl)cyclohexyl]methyl}aniline 
• 1041180-71-5 4-methoxy-N-{[1-(prop-2-ynyl)cyclohexyl]methyl}aniline 

Relevant articles and documents

Different Selectivities in the Insertions into C(sp2)?H Bonds: Benzofulvenes by Dual Gold Catalysis Competition Experiments

An unprecedented, often almost quantitative access to tricyclic aromatic compounds by dual gold catalysis was developed. This synthetic route expands the scope of benzofulvene derivatives through a C(sp2)?H bond insertion in easily available starting materials. The insertion takes place with an exclusive chemoselectivity with respect to the competing aromatic C?H positions. A bidirectional synthesis with two competing ortho-aryl C?H bonds in the selectivity-determining step also shows perfect selectivity; this result is explained by a computational investigation of the two conceivable intermediates. The intramolecular competition of two non-equivalent aryl C?H bonds with a benzylic methyl group also showed perfect selectivity.

A highly efficient and selective AuI-catalyzed tandem synthesis of diversely substituted pyrrolo[1,2-a]quinolines in aqueous media

(Chemical Equation Presented) Bicycles built in water: The Au I-catalyzed tandem cyclization of 1-amino-4-alkynes with alkynes in water offers a simple and efficient method for the synthesis of diversely substituted pyrrolo[1,2-a]quinolines with good to excellent product yields and excellent regio- and chemoselectivities (see scheme).

Metalated nitriles: Organolithium, -magnesium? and -copper exchange of α-halonitriles

(Chemical Equation Presented) α-Halonitriles react with alkyllithium, organomagnesium, and lithium dimethylcuprate reagents generating reactive, metalated nitriles. The rapid halogen-metal exchange with alkyllithium and Grignard reagents allows selective exchange in the presence of reactive carbonyl electrophiles, including aldehydes, providing a high-yielding alkylation protocol. Lithiated and magnesiated nitriles react with propargyl bromide by SN2 displacement whereas organocopper nitriles react by S N2′ displacement, correlating with the formation of a C-metalated nitrile.