541-28-6 Usage
Description
Isoamyl iodide, also known as 1-Iodo-3-methylbutane, is a clear slightly yellow to pink liquid with unique chemical properties. It is an organic compound that is commonly utilized in various industrial applications due to its versatile nature.
Uses
Used in Organic Synthesis:
Isoamyl iodide is used as a reagent in the field of organic synthesis for its ability to facilitate specific chemical reactions. Its iodide group can be displaced by nucleophiles, making it a useful starting material for the creation of a wide range of organic compounds.
Used as Solvents:
In the chemical industry, Isoamyl iodide is also used as a solvent for various applications. Its solubility properties allow it to dissolve a variety of substances, making it a valuable component in the production of different chemicals and materials.
Used in Pharmaceutical Industry:
Isoamyl iodide is used as a starting material for the synthesis of pharmaceutical compounds. Its unique structure and reactivity make it a key component in the development of new drugs and medications.
Used in Chemical Research:
In the field of chemical research, Isoamyl iodide is used as a tool to study various chemical reactions and mechanisms. Its properties allow researchers to gain insights into the behavior of different molecules and the interactions between them.
Preparation
Synthesis of 1-Iodo-3-methylbutane: Bromo-3-methylbutane (30.2 g, 0.20 mol) was added dropwise to a mixture of NaI (44.97g, 0.30 mol) and acetone (500 mL). The mixture was refluxed overnight. The mixture was filtrated and the filter cake was washed with (2 x 50 mL) acetone. The acetone was evaporated under reduced pressure. 1-Iodo-3-methylbutane was distilled under vacuum to give 13.8g (35 %) (b.p. 25 - 35°C, 15 mmHg).
Check Digit Verification of cas no
The CAS Registry Mumber 541-28-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 1 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 541-28:
(5*5)+(4*4)+(3*1)+(2*2)+(1*8)=56
56 % 10 = 6
So 541-28-6 is a valid CAS Registry Number.
InChI:InChI=1/C5H11I/c1-5(2)3-4-6/h5H,3-4H2,1-2H3
541-28-6Relevant articles and documents
Scalable and Phosphine-Free Conversion of Alcohols to Carbon-Heteroatom Bonds through the Blue Light-Promoted Iodination Reaction
Liu, Bin,Elder, W. Zachary,Miyake, Garret M.
, p. 3717 - 3727 (2020/03/04)
One of the fundamental and highly valuable transformations in organic chemistry is the nucleophilic substitution of alcohols. Traditionally, these reactions require strategies that employ stoichiometric hazardous reagents and are associated with difficulty in purification of the by-products. To overcome these challenges, here, we report a simple route toward the diverse conversion of alcohols via an SN2 pathway, in which blue light-promoted iodination is used to form alkyl iodide intermediates from simple unreactive alcohols. The scope of the process tolerates a range of nucleophiles to construct C-N, C-O, C-S, and C-C bonds. Furthermore, we also demonstrate that this method can be used for the preparation and late-stage functionalization of pharmaceuticals, as highlighted by the syntheses of thiocarlide, butoxycaine, and pramoxine.
Visible-Light-Promoted Remote C-H Functionalization of o-Diazoniaphenyl Alkyl Sulfones
Du, Shaofu,Kimball, Elizabeth Ann,Ragains, Justin R.
supporting information, p. 5553 - 5556 (2017/10/25)
Visible-light irradiation of ortho-diazoniaphenyl alkyl sulfones in the presence of Ru(bpy)32+ results in remote Csp3-H functionalization. Key mechanistic steps in these processes involve intramolecular hydrogen atom transfer from Csp3-H bonds to aryl radicals to generate alkyl/benzyl radicals. Subsequent polar crossover occurs by single-electron oxidation of the alkyl/benzyl radicals to carbenium ions that then intercept nucleophiles. We have developed remote hydroxylations, etherifications, an amidation, and C-C bond formation processes using this strategy.
Iodination of alcohols using triphenylphosphine/iodine in ionic liquid under solvent-free conditions
Hajipour, Abdol Reza,Mostafavi, Majid,Ruoho, Arnold E.
experimental part, p. 87 - 91 (2009/12/03)
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