107-08-4

Usage

Uses

Used in Pharmaceutical Synthesis:
Propyl iodide is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its reactivity as an alkyl halide makes it a valuable component in the production of certain medications, contributing to the development of new treatments and therapies.
Used in Poultry Houses as a Disinfectant:
In the agricultural industry, propyl iodide serves as a disinfectant, particularly in poultry houses. Its antimicrobial properties help maintain hygiene and reduce the risk of disease transmission among poultry, ensuring a healthier environment for the birds and contributing to food safety.
Used in Horticulture as a Fungicide:
Propyl iodide is also utilized in horticulture as a fungicide, where it helps protect plants from fungal infections. Its effectiveness in controlling fungal growth is crucial for maintaining plant health and preventing crop losses, thus supporting agricultural productivity.

InChI:InChI=1/C3H7I/c1-2-3-4/h2-3H2,1H3

Upstream product

• 71-23-8 propan-1-ol 
• 187737-37-7 propene 
• 111-43-3 Dipropyl ether 
• 507-02-8 acetyl iodide 
• 65039-12-5 3-ethyl-1-propyl-imidazolium; iodide 
• 65039-16-9 1-butyl-3-propyl-imidazolium; iodide 
• 15066-80-5 ethyltripropylammonium iodide 
• 75-26-3 isopropyl bromide 
• 540-54-5 1-Chloropropane 
• 20355-93-5 dipropyl ethylphosphonite 
• 754-34-7 1,1,1,2,2,3,3-heptafluoro-3-iodo-propane 
• 2143-61-5 n-Propyl-Radikal 
• 76626-77-2 2,7-Di-tert-butyl-10b,10c-dipropyl-10b,10c-dihydro-pyrene 
• 107-18-6 allyl alcohol 

Downstream Products

• 23949-50-0 4-propyl-morpholine 
• 696-30-0 4-s-propylpyridine 
• 644-98-4 2-isopropylpyridine 
• 876488-01-6 1-propyl-2-(2-hydroxyethyl)piperidine 
• 119171-18-5 1-propyl-3-methyl-1H-imidazol-3-ium iodide 
• 63916-14-3 4-[2-(dimethyl-propyl-ammonio)-ethyl]-1-methyl-1-propyl-piperidinium; diiodide 
• 60126-29-6 2-methyl-3-propyl-1,3-benzothiazol-3-ium iodide 
• 94-65-5 2-(n-propyl)cyclohexanone 
• 72424-08-9 3-propyl-3H-isobenzofuran-1-one 
• 14813-03-7 4-phenyl-1-propyl-piperidine 
• 27410-48-6 3-propylbenzothiazole-2-thione 
• 108798-13-6 5-benzylidene-2-propylmercapto-3,5-dihydro-imidazol-4-one 
• 63981-31-7 6-amino-1-ethyl-3-propylpyrimidine-2,4(1H,3H)-dione 
• 63906-63-8 3,7-Dimethyl-1-propylxanthine 

Relevant academic research and scientific papers

Carbodeoxygenation of biomass: The carbonylation of glycerol and higher polyols to monocarboxylic acids

Glycerol is converted to a mixture of butyric and isobutyric acid by rhodium- or iridium-catalysed carbonylation using HI as the co-catalyst. The initial reaction of glycerol with HI results in several intermediates that lead to isopropyl iodide, which upon carbonylation forms butyric and isobutyric acid. At low HI concentration, the intermediate allyl iodide undergoes carbonylation to give vinyl acetic acid and crotonic acid. Higher polyols CnH n+2(OH)n are carbonylated to the corresponding C n+1 mono-carboxylic acids. Copyright

Catalytic Halide Exchange in Hydrocarbons Promoted by Aluminas Coated with Phosphonium Salts

Passing a mixture of two different alkyl halides, in the gas phase, through a column filled with alumina and a phosphonium salt, gives halide-exchange products which are collected at the outlet by condensation; the process is catalytic and allows transformations to be carried out in a continuous flow process.

Synthesis, Structure, and Reactivity of Stable Alkyl and Aryl Iodide Complexes of the Formula 5-C5H5)Re(NO)(PPh3)(IR)>(1+)BF4(1-)

Reaction of methyl complex (η5-C5H5)Re(NO)(PPh3)(CH3) with HBF4*Et2O (CH2Cl2, -78 deg C) and then alkyl and aryl iodides RI gives adducts 5-C5H5)Re(NO)(PPh3)(IR)>(1+)BF4(1-) (3: R = a, CH3; b, CH2CH3; c, CH2CH2CH3; d, CH2CH2CH2CH3; e, CH2Si(CH3)3; f, CH2CH2CH2Cl; g, CH2Cl; h, C6H5; i, p-C6H4OCH3; 63-87percent).The structure of 3e*(CH2Cl2)0.5 is confirmed by X-ray crystallography and compared to that of iodide complex (η5-C5H4CH3)Re(NO)(PPh3)(I) .The C-I bond is not significantly longer than those in free alkyl iodides.Complexes 3a-c decompose (48-60 h, CD2Cl2, 25 deg C) to bridging halide complexes (SS,RR)-5-C5H5)Re(NO)(PPh3)>2X(1+)BF4(1-) and react with CH3CN to give acetonitrile complex 5-C5H5)Re(NO)(PPh3)(NCCH3)>(1+)BF4(1-) (82-87percent) and RI (72-82percent).Complexes 3a-c rapidly alkylate PPh3 (5-C5H5)Re(NO)(PPh3)(I) (>99-92percent).The reaction of 3b and PPh3 is second order (ΔH(excit.) = 12.9 +/- 0.6 kcal/mol, ΔS(excit.) = -12.0 +/- 0.9 eu) and (3.3 +/- 1.3) x 1E5 faster (298 K) than that of ICH2CH3 and PPh3 to give Ph3PCH2CH3(1+)I(1-) (ΔH(excit.) = 16.3 +/- 0.4 kcal/mol, ΔS(excit.) = -25.9 +/- 1.5 eu).Complex 3b reacts similarly with Br(1-), but 3h yields IC6H5 and (η5-C5H5)Re(NO)(PPh3)(Br).Ethyl bromide and chloride complexes analogous to 3b are less stable but can be prepared in situ.

Visible-light-mediated multicomponent reaction for secondary amine synthesis

The widespread presence of secondary amines in agrochemicals, pharmaceuticals, natural products, and small-molecule biological probes has inspired efforts to streamline the synthesis of molecules with this functional group. Herein, we report an operationally simple, mild protocol for the synthesis of secondary amines by three-component alkylation reactions of imines (generated in situ by condensation of benzaldehydes and anilines) with unactivated alkyl iodides catalyzed by inexpensive and readily available Mn2(CO)10. This protocol, which is compatible with a wide array of sensitive functional groups and does not require a large excess of the alkylating reagent, is a versatile, flexible tool for the synthesis of secondary amines.

Visible-Light-Promoted Remote C-H Functionalization of o-Diazoniaphenyl Alkyl Sulfones

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.

Sterically controlled alkylation of arenes through iridium-catalyzed C-H borylation

Complementary chemistry: A one-pot method for the site-selective alkylation of arenes controlled by steric effects is reported. The process occurs through Ir-catalyzed C-H borylation, followed by Pd- or Ni-catalyzed coupling with alkyl electrophiles. This selectivity complements that of the typical Friedel-Crafts alkylation; meta-selective alkylation of a broad range of arenes with various electronic properties and functional groups occurs in good yield with high site selectivity. Copyright

Simple synthesis of fresh alkyl iodides using alcohols and hydriodic acid

A simple synthesis of fresh alkyl iodides using alcohols and hydriodic acid (HI) is reported. The alkyl iodides were obtained in quick and easy work-up with good to excellent yields (66-94%) and very high purities (97-99%). Freshly prepared iodomethane and 1-iodobutane were applied to synthesize biologically relevant 3,7-dimethyladenine and 9-butyladenine, which were characterized thoroughly using 1D and 2D NMR, individually.

Transformation of tertiary amines into alkylating reagents by treatment with 2-chloro-4,6-dimethoxy-1,3,5-triazine. A synthetic application of side-reaction accompanying coupling by means of 4-(4,6-dimethoxy-[1,3,5] triazin-2-yl)-4-methyl-morpholin-4-ium chloride (DMTMM)

Mild reaction conditions are described for the preparation of a number of alkyl chlorides and 2-dialkyl(aryl)amino-4,6-dirnethoxy-1,3,5-triazines by dealkylation of quaternary triazinylammonium chlorides formed as reactive intermediates in reaction of tertiary amines with 2-chloro-4,6-dimethoxy-1,3,5- triazine. The high selectivity of substitution was observed within the reactivity order of the alkyl groups: benzyl ～ allyl > methyl > n-alkyl. Studies on dealkylation of S-(-)-J-dimethyl-(1-phenylethyl)amine to R-(+)-1-chloro-1-phenylethane revealed that reaction proceeded with an inversion of configuration on the carbon atom as may be expected for SN2 type substitution. The scope of reaction was extended by exchange of anion in quaternary triazinylammonium chlorides with 1-, SCN-, C6H5O-, CH3COO- followed by N-dealkylation step.

Photolysis of 1-alkylcycloalkanols in the presence of (diacetoxyiodo) benzene and I2. Intramolecular selectivity in the β-scission reactions of the intermediate 1-alkylcycloalkoxyl radicals

The C-C β-scission reactions of 1-alkylcycloalkoxyl radicals, generated photochemically by visible light irradiation of CH2Cl 2 solutions containing the parent 1-alkylcycloalkanols, (diacetoxy)-iodobenzene (DIB), and I2, have been investigated through the analysis of the reaction products. The 1-alkylcycloalkoxyl radicals undergo competition between ring opening and C-alkyl bond cleavage as a function of ring size and of the nature of the alkyl substituent. With the 1-propylcycloheptoxyl, 1-propylcyclooctoxyl, and 1-phenylcyclooctoxyl radicals, formation of products deriving from an intramolecular 1,5-hydrogen atom abstraction reaction from the cycloalkane ring has also been observed. The results are discussed in terms of release of ring strain associated to ring opening, stability of the alkyl radical formed by C-alkyl cleavage, and with cycloheptoxyl and cyclooctoxyl radicals, also in terms of the possibility of achieving a favorable geometry for intramolecular hydrogen atom abstraction.

Quinolinecarboxamides as antiviral agents

The present invention provides a compound of formula I which is useful as antiviral agents, in particular, as agents against viruses of the herpes family.