4282-40-0 Usage
Description
1-Iodoheptane, also known as Heptyl iodide, is an alkyl halide with the chemical formula C7H15I. It is a clear colorless to pale yellow-orange liquid that is insoluble in water but soluble in organic solvents such as ethanol, ether, acetone, and chloroform. 1-Iodoheptane is sensitive to light and may discolor over time if exposed.
Uses
1. Used in Organic Synthesis:
1-Iodoheptane is used as a reagent in the functionalization of symmetrical star-shaped molecules with carborane clusters. This application is particularly relevant in the field of materials science and chemistry, where the development of novel molecular structures with specific properties is of great interest.
2. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-Iodoheptane can be used as a starting material for the synthesis of various drugs and pharmaceutical compounds. Its unique structure and reactivity make it a valuable building block for the development of new therapeutic agents.
3. Used in Chemical Research:
1-Iodoheptane is also utilized in academic and industrial research settings for studying various chemical reactions and processes. Its properties, such as solubility and reactivity, make it a useful tool for understanding the behavior of alkyl halides and their potential applications in various chemical transformations.
4. Used in Analytical Chemistry:
Due to its distinct chemical properties, 1-Iodoheptane can be employed as a reference compound or internal standard in analytical chemistry. It can be used to calibrate instruments, validate analytical methods, or compare the properties of other compounds in various analytical techniques.
Synthesis
The Synthesis of 1-iodoheptane is as follows:Firstly, catechol reacts with phosphorus trichloride to produce o-phenylene phosphorous acid chloride, and then the produced compound reacts with heptanol to obtain colorless oily phosphite. Second, take 50.9g (0.20mol) of the above phosphite and 50.8g (0.20mol) of iodine into 500ml of dichloromethane. After that, stir at room temperature for 1h. Finally, use 10% sodium thiosulfate solution to wash away the unreacted iodine that may exist, then wash with 5% NaOH solution, 5% NaHCO3 solution, and saturated NaCl solution in turn, separate the organic phase, evaporate the solvent, and depressurize Distill and collect fractions at 96-104°C (5.33-6.4kPa) to obtain 39g 1-Iodoheptane with a yield of 86%.
Check Digit Verification of cas no
The CAS Registry Mumber 4282-40-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,2,8 and 2 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 4282-40:
(6*4)+(5*2)+(4*8)+(3*2)+(2*4)+(1*0)=80
80 % 10 = 0
So 4282-40-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H15I/c1-2-3-4-5-6-7-8/h2-7H2,1H3
4282-40-0Relevant articles and documents
Quinim: A New Ligand Scaffold Enables Nickel-Catalyzed Enantioselective Synthesis of α-Alkylated ?-Lactam
Chen, Yifeng,Qu, Jingping,Wu, Xianqing
supporting information, p. 15654 - 15660 (2020/10/18)
Herein, we report a nickel-catalyzed reductive cross-coupling reaction of easily accessible 3-butenyl carbamoyl chloride with primary alkyl iodide to access the chiral α-alkylated pyrrolidinone with broad substrate scope and high enantiomeric excess. The current art of synthesis still remains challenging on the enantioselective α-monoalkylation of pyrrolidinones. The newly designed chiral 8-quinoline imidazoline ligand (Quinim) is crucial for maintaining the reactivity and enantioselectivity to ensure the reductive cyclization of monosubstituted alkenes for unprecedented synthesis of chiral non-aromatic heterocycles.
Homogeneous catalysis, heterogeneous recycling: A new family of branched molecules with hydrocarbon or fluorocarbon chains for the Friedl?nder synthesis of quinoline under solvent-free conditions
Fang, Lei,Yu, Jianjun,Liu, Ying,Wang, Anyin,Wang, Limin
, p. 11004 - 11009 (2014/01/06)
A new family of branched catalysts with hydrocarbon or fluorocarbon chains was used to catalyze Friedl?nder reaction between 2-aminoarylketones and α-methylene ketones under solvent-free conditions in good to excellent yields. The catalysts exhibit temperature-dependent solubility and such a thermomorphic character allows them to be recovered by filtration conveniently at room temperature and reused at least five times. To some extent, the branched catalysts with hydrocarbon chains are superior to those with fluorocarbon chains, as they are cheaper and more biodegradable.
Pheromone synthesis. Part 249: Syntheses of methyl (R,E)-2,4,5- tetradecatrienoate and methyl (2E,4Z)-2,4-decadienoate, the pheromone components of the male dried bean beetle, Acanthoscelides obtectus (Say)
Mori, Kenji
experimental part, p. 1936 - 1946 (2012/04/10)
The enantiomers of methyl (E)-2,4,5-tetradecatrienoate (1), a component of the male pheromone of Acanthoscelides obtectus, were synthesized from the enantiomers of 1-undecyn-3-ol (6), which were obtained via asymmetric acetylation of (±)-1-trimethylsilyl-1-undecyn-3-ol (4) with vinyl acetate as catalyzed by lipase PS (Amano). The ortho ester Claisen rearrangement of 6 with triethyl orthoacetate was the key-step to generate the chiral allenic system. A new synthesis of (±)-1 was also executed starting from (±)-6. Three different syntheses of methyl (2E,4Z)-2,4-decadienoate (2), another component of the male pheromone of A. obtectus, were achieved by means of either palladium-catalyzed Heck reaction or a Claisen and an Al 2O3 catalyzed thermal rearrangements.
