107-08-4

Basic information

• Product Name: Propyl iodide
• Synonyms: n-Propyl iodide;Propane, 1-iodo-;Propane,1-iodo-;Propyl iodide;1-Jodpropan [Czech]
• CAS NO: 107-08-4
• Molecular Formula: C₃H₇I
• Molecular Weight: 169.99215
• EINECS: 203-460-2
• Mol File: 107-08-4.mol
• Article Data: 39

Chemical Properties

• Melting Point: -101℃
• Boiling Point: 102.9 °C at 760 mmHg
• Flash Point: 44.4 °C
• Appearance: colorless transparent liquid
• Density: 1.754 g/cm³
• Vapor Pressure: 38.2mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: Propyl iodide(CAS DataBase Reference)
• NIST Chemistry Reference: Propyl iodide(107-08-4)
• EPA Substance Registry System: Propyl iodide(107-08-4)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R10:; R20:; R36/37/38:
• Safety Statements: S16:; S26:; S36/37:
• Hazardous Substances Data: 107-08-4(Hazardous Substances Data)

Usage

General Description

Propyl iodide, also known as 1-iodopropane, is a colorless organic chemical compound with the molecular formula C3H7I. It is an alkyl halide with a sweet, ether-like odor, found in several forms, including n-propyl iodide and isopropyl iodide. Some common applications of propyl iodide are in the synthesis of pharmaceuticals, as a disinfectant in poultry houses, or as a fungicide in horticulture. However, its use requires adequate safety measures due to its harmful effects; it can cause skin burns, eye damage, and it might be toxic if swallowed or inhaled.

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 
• 74-88-4 methyl iodide 
• 10034-85-2 hydrogen iodide 

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 
• 6093-73-8 7-propoxy-2H-chromen-2-one 
• 63981-33-9 6-amino-1-methyl-3-propyl-1,3-dihydropyrimidine-2,4-dione 
• 27410-48-6 3-propylbenzothiazole-2-thione 
• 108798-13-6 5-benzylidene-2-propylmercapto-3,5-dihydro-imidazol-4-one 

Relevant articles and documents

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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.

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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.