A New Method for the Preparation of Organic Iodides

Stone, Herman; Shechter, Harold

doi:10.1021/jo01149a008

Cited by 53 publications

(13 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Reaction of 2,4-hexadienal (10) with 0-aminophenol,ll) followed by NaBH4 reduction gave the crude amine (12), which, without purification, was treated with fJ,fJ-dimethylacryloyl chloride affording the crystalline amidophenol (13) in a 70% overall yield. The intramolecular cyc1oaddition was carried out in almost the same manner as reported,?)…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

The Synthesis of (±)-γ-Irones

Kitahara

Tanida

Mori

1983

Agricultural and Biological Chemistry

View full text Add to dashboard Cite

Section: Resultsmentioning

confidence: 99%

“…GLC analysis was performed on a Packard YHP-5840A gas chromatograph: column, Carbowax 20M, 0.25 mm¢ x 50 m glass capillary column; carrier gas, N2 , 1.0kg/cm 2 . (12). To a stirred suspension of o-aminophenol (11, 60 g) and NaHC0 3 (47.0 g) in 75% EtOH aq.…”

Section: Methodsmentioning

confidence: 99%

The Synthesis of (±)-γ-Irones

Kitahara

Tanida

Mori

1983

Agricultural and Biological Chemistry

View full text Add to dashboard Cite

“…1. Synthesis of methyl iodide in methanol is known to proceed either via direct reaction of methanol with a strong acid such as HI or via an acid-catalyzed pathway in which methanol reacts with an iodide salt [22,23]. In the PCPOC system, KI is likely to play a part in the formation of methyl iodide, due to the large excess coupled with the relatively low concentrations of HI.…”

Section: Resultsmentioning

confidence: 99%

Oscillatory carbonylation of phenylacetylene in the absence of externally supplied oxidant

Donlon

Parker

Novakovic

2014

Reac Kinet Mech Cat

View full text Add to dashboard Cite

The palladium-catalyzed oxidative carbonylation of phenylacetylene (PCPOC reaction) is known to exhibit autonomous oscillations in a variety of parameters including pH, redox potential and heat of reaction. Previous studies report that external addition of both an oxidizing agent and water is required to allow production/ consumption of H ? in an oscillatory fashion. In this work we show that solutions of PdI 2 / KI dried over 3 Å molecular sieves can catalyze phenylacetylene carbonylation in the absence of an external oxidizing agent. Oscillations are readily achieved in this considerably simplified PCPOC system. Palladium-catalyzed carbonylation of methanol generates HI as a by-product, which can react with excess KI and methanol producing methyl iodide and water in situ. Methyl iodide can also undergo decomposition, generating iodine as an internally formed oxidizing agent, which accounts for recorded catalyst regeneration. Oscillations are observed in the pH range 1.5-3.5 commencing, at the earliest, 70 min after introduction of phenylacetylene. Oscillations vary in period between 1 and 3.5 h and last for several days. The onset of oscillations may be delayed via portion-wise addition of the phenylacetylene substrate.

show abstract

“…in the cited references. O with a catalytic cold using an ice bath [ 30 ] . The mixture was then warmed up to room temperature and cyclohexanolamount of Na 2 CO 3 [ 26 ] .…”

Section: Synthesismentioning

confidence: 99%

Monohalocyclohexanes in liquid crystalline solution: the molecular behaviour of chloro- and iodo-cyclohexane

2000

View full text Add to dashboard Cite

Dynamic 2H NMR spectroscopy is used to study selectively and perdeuteriated samples of chloro-and iodo-cyclohexane dissolved in a liquid crystalline solution. The equatorial and axial conformers are found to exist in a dynamic equilibrium with relative amounts of about p e 5 0.7 and p a 5 0.3, respectively, as taken from the 2H NMR lineshapes and 2D exchange spectra. The quantitative analysis of variable temperature 2H NMR spectra provides the kinetic parameters of the underlying ring inversion process. The activation enthalpies of this internal process are given by DH 5 48.1 Ô 1.0 and 40.6 Ô 2.3 kJ molÕ 1 for chloro-and iodocyclohexane, respectively. These values resemble those reported from earlier studies of isotropic solutions. The molecular order parameters, as well as the orientation of the main ordering axis, for the axial and equatorial conformers are determined as functions of temperature. These molecular quantities exhibit a strong dependence on the actual conformational state and size of the substituent, while polar eOE ects of the substituents seem to play no important role.

show abstract

A New Method for the Preparation of Organic Iodides

Cited by 53 publications

References 11 publications

The Synthesis of (±)-γ-Irones

The Synthesis of (±)-γ-Irones

Oscillatory carbonylation of phenylacetylene in the absence of externally supplied oxidant

Monohalocyclohexanes in liquid crystalline solution: the molecular behaviour of chloro- and iodo-cyclohexane

Contact Info

Product

Resources

About