513-48-4 Usage
Description
2-Iodobutane, also known as sec-butyl iodide, is a colorless liquid that is less dense than water and has vapors heavier than air. It is a halogenated hydrocarbon with the chemical formula C4H9I. It is primarily used to make other chemicals and serves as a solvent in various applications.
Uses
Used in Organic Synthesis:
2-Iodobutane is used as a reagent in organic synthesis for the production of various chemicals. Its ability to act as an electrophile in reactions makes it a versatile compound for creating a wide range of organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Iodobutane is used as a pharmaceutical intermediate. It plays a crucial role in the synthesis of various drugs, contributing to the development of new medications and therapies.
As a Solvent:
2-Iodobutane is also utilized as a solvent in the chemical industry. Its properties make it suitable for dissolving a variety of substances, facilitating various chemical reactions and processes.
Air & Water Reactions
Highly flammable. Slightly soluble in water.
Reactivity Profile
Halogenated aliphatic compounds, such as 2-Iodobutane, are moderately or very reactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Low molecular weight haloalkanes are highly flammable and can react with some metals to form dangerous products. Materials in this group are incompatible with strong oxidizing and reducing agents. Also, they are incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.
Health Hazard
May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Purification Methods
Purify the iodide by shaking with conc H2SO4, then washing it with water, aqueous Na2SO3 and again with water. Dry (MgSO4) and distil. Alternatively, pass it through a column of activated alumina before distillation, or treat with bromine, followed by extraction of the free halogen with aqueous Na2S2O3, thoroughly washing with water, drying and distilling. It is stored over silver powder and distilled before use. [Beilstein 1 IV 272.]
Check Digit Verification of cas no
The CAS Registry Mumber 513-48-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,1 and 3 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 513-48:
(5*5)+(4*1)+(3*3)+(2*4)+(1*8)=54
54 % 10 = 4
So 513-48-4 is a valid CAS Registry Number.
InChI:InChI=1/C4H9I/c1-3-4(2)5/h4H,3H2,1-2H3/t4-/m0/s1
513-48-4Relevant articles and documents
Broadbent,Callear
, p. 3030,3035 (1971)
Photoinduced Palladium-Catalyzed Dicarbofunctionalization of Terminal Alkynes
Yang, Zhen,Koenigs, Rene M.
supporting information, p. 3694 - 3699 (2021/02/01)
Herein, a conceptually distinct approach was developed that allowed for the dicarbofunctionalization of alkynes at room temperature using simple, bench-stable alkyl iodides and a second molecule of alkyne as coupling partner. Specifically, the photochemical activation of palladium complexes enabled this strategic dicarbofunctionalization via addition of alkyl radicals from secondary and tertiary alkyl iodides and formation of an intermediate palladium vinyl complex that could undergo subsequent Sonogashira reaction with a second alkyne molecule. This alkylation–alkynylation sequence allowed the one-step synthesis of 1,3-enynes including heteroarenes and biologically active compounds with high efficiency without exogenous photosensitizers or oxidants and now opens up pathways towards cascade reactions via photochemical palladium catalysis.
A mild and highly chemoselective iodination of alcohol using polymer supported DMAP
Das, Diparjun,H Anal, Jasha Momo,Rokhum, Lalthazuala
, p. 1695 - 1701 (2017/03/08)
The synthesis of organic compounds using polymer supported catalysts and reagents, where the required product is always in solution, has been of great interest in recent years, both in industries and academia especially in pharmaceutical research. Here, a simple and efficient method for conversion of alcohols into their iodides in high yield using polymer supported 4-(Dimethylamino)pyridine (DMAP) is described. Polymer supported DMAP is used in catalytic amount and is recovered and reused several times. Additionally, this method is highly chemoselective. [Figure not available: see fulltext.]
Iodination of alcohols over Keggin-type heteropoly compounds: A simple, selective and expedient method for the synthesis of alkyl iodides
Rafiee, Ezzat,Mahdavia, Houri,Joshaghani, Mohammad
experimental part, p. 135 - 140 (2011/06/09)
Different catalysts derived from Keggin-type heteropoly compounds were prepared and their catalytic activities have been compared in the iodination of benzyl alcohol with KI under mild reaction conditions. A high catalytic activity was found over tungstophosphoric acid supported on silica and titania. The effect of catalyst loading, iodine source and the nature of substituents on the aromatic ring of benzyl alcohol were investigated. Finally, several competitive reactions were studied between structurally diverse alcohols. This protocol provides a mild and expedient way for the conversion of various alcohols to their corresponding alkyl iodides with high selectivity.