1655-05-6

Basic information

• Product Name: 1-(1-Cyclohexenyl)-1-propyne
• Synonyms: 1-(1-Cyclohexenyl)-1-propyne;1-(1-Propynyl)-1-cyclohexene;1-(1-Propynyl)cyclohexene
• CAS NO: 1655-05-6
• Molecular Formula: C₉H₁₂
• Molecular Weight: 120.19
• Mol File: 1655-05-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 165-167 °C
• Appearance: /
• Density: 0.860 g/cm3(Temp: 25 °C)
• CAS DataBase Reference: 1-(1-Cyclohexenyl)-1-propyne(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-Cyclohexenyl)-1-propyne(1655-05-6)
• EPA Substance Registry System: 1-(1-Cyclohexenyl)-1-propyne(1655-05-6)

Safety Data

• Hazardous Substances Data: 1655-05-6(Hazardous Substances Data)

Usage

Physical state

Clear, colorless liquid

Odor

Strong, sweet

Flammability

Flammable

Usage

Organic synthesis as a reagent

Application in

Preparation of various organic compounds

Role in production

Building block for pharmaceuticals, agrochemicals, and other fine chemicals

Additional uses

Production of polymers, resins, and plastics

Safety precautions

Handle and store with caution to prevent accidents and hazards

Upstream product

• 931-49-7 1-ethenylcyclohexene 
• 75-11-6 diiodomethane 
• 697-37-0 1-(1-propynyl)cyclohexanol 
• 74-88-4 methyl iodide 
• 75-89-8 2,2,2-trifluoroethanol 
• 82031-78-5 2-(1-Propinyl)cyclohexyl-(4-methylbenzolsulfonat) 
• 70510-10-0 Trifluoro-methanesulfonic acid (1R,2S)-2-prop-1-ynyl-cyclohexyl ester 
• 70510-13-3 trans-2-(1-Propinyl)cyclohexylnonaflat 
• 67546-62-7 1-bromo-3-(cyclohex-1-enyl)-2-propyne 
• 71313-48-9 3-(cyclohex-1-en-1-yl)prop-2-yn-1-yl 4-methylbenzenesulfonate 
• 70510-10-0 cis-2-(1-Propinyl)cyclohexyltriflat 
• 67-64-1 acetone 
• 76-05-1 trifluoroacetic acid 
• 78-27-3 1-Ethynylcyclohexan-1-ol 

Downstream Products

• 1655-04-5 1-<1,1-Dimethoxypropyl>-cyclohexen-(1) 
• 1655-02-3 1-<1,1-Diaethoxypropyl>-cyclohexen-(1) 
• 1655-03-4 1-cyclohex-1-enyl-propan-1-one 
• 5680-41-1 cis-1-(1-propenyl)cyclohexene 
• 2806-45-3 3-Cyclohexyl-propen-⁽³⁾-in-⁽¹⁾ 
• 139911-60-7 (2E)-2-(cylohex-1-ene)-but-2-enoic acid 
• 139911-66-3 (2E)-2-methyl-3-(cyclohex-1-ene)-prop-2-enoic acid 
• 54354-35-7 trans-1-(1-propenyl)cyclohexene 
• 59627-41-7 1-propynyl-7-oxabicyclo<4.1.0>heptane 
• 210050-52-5 (R,R)-1-(1'-propynyl)cyclohexene oxide 
• 210050-52-5 (S,S)-1-(1'-propynyl)cyclohexene oxide 
• 1123-86-0 cyclohexyl ethyl ketone 
• 76232-43-4 (2E)-2-methyl-3-(cyclohex-1-ene)-prop-2-enoic acid methyl ester 
• 61786-22-9 1-Allyl-1-prop-2-ynyl-cyclohexane 

Relevant articles and documents

Photosensitized Cis/Trans Izomerization of 1-(1-Propenyl)cycloalkenes

The photosensitized cis/trans isomerization of a series of 1-(1-propenyl)cycloalkenes is reported.A plot of the photostationary state trans/cis ratio vs the sensitizer triplet energy for 1-(1-propenyl)cyclopentene shows a constant trans/cis ratio of ca. 1.0 with high-energy sensitizers (ET>61 kcal/mol).The plot shows one maxima at ET ca. 55 kcal/mol with low-energy sensitizers (ET61 kcal/mol).This type of plot is very similar to those obtained with acyclic dienes such as piperylene.The 1-(1-propenyl)cyclohexene system shows a similar plot with high-energy sensit izers, but with low-energy sensitizers this system shows two maxima occurring at 56 and 47 kcal/mol, respectively.This double-maxima plot is rationalized by an unsually low trans/cis decay ratio for the s-cis relaxed triplet state of the 1-(1-propenyl)cyclohexene system.This double maxima is not observed in other diene systems due to a high trans/cis decay ratio for their s-cis relaxed triplet states.The photosensitized cis/trans isomerization of 2-ethylidene-10-methyl-1(9)-octalin was also studied as a model for a conformationally locked s-trans system.The 1-(1-propenyl)cycloheptene system undergoes photosensitized cis/trans isomerization, but photostationary cis/trans isomerization data could not be obtained due to a very efficient photosensitized dimerization of this diene system.

Palladium-catalyzed methylation of alkynyl C(sp)-H bonds with dimethyl sulfonium ylides

A novel palladium-catalyzed methylation protocol for the synthesis of methyl-functionalized internal alkynes has been established. This methylation method is achieved through a C(sp)-C(sp3) bond formation process and represents a new synthetic application of sulfonium ylides.

Synthesis of α-hydroxyallenes by copper-catalyzed S N2′substitution of propargylic dioxolanones

A new catalytic method for the synthesis of α-hydroxyallenes is described. Efficient SN2′ substitution of propargylic dioxolanones has been achieved with a copper(I)/P(OBu)3 catalyst: using Grignard reagents as the nucleophiles. The