4282-40-0

Basic information

• Product Name: 1-Iodoheptane
• Synonyms: I-Iodoheptane;1-Iodoheptane99%;1-Iodoheptane,98%;1-Jodheptan;1-Iodoheptane (stabilized with Copper chip);1-Iodoheptane, 98%, stab. with copper;Iodoheptane;1-Iodohptane
• CAS NO: 4282-40-0
• Molecular Formula: C₇H₁₅I
• Molecular Weight: 226.1
• EINECS: 224-285-8
• Product Categories: Iodine Compounds
• Mol File: 4282-40-0.mol

Chemical Properties

• Melting Point: −48 °C(lit.)
• Boiling Point: 204 °C(lit.)
• Flash Point: 174 °F
• Appearance: clear colorless to pale yellow-orange liquid
• Density: 1.379 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.386mmHg at 25°C
• Refractive Index: n20/D 1.490(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: benzene: miscible(lit.)
• Water Solubility: immiscible
• Sensitive: Light Sensitive
• BRN: 1697161
• CAS DataBase Reference: 1-Iodoheptane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Iodoheptane(4282-40-0)
• EPA Substance Registry System: 1-Iodoheptane(4282-40-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• RTECS: MJ1050000
• F: 8
• TSCA: Yes
• Hazardous Substances Data: 4282-40-0(Hazardous Substances Data)

Usage

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%.

InChI:InChI=1/C7H15I/c1-2-3-4-5-6-7-8/h2-7H2,1H3

Upstream product

• 629-06-1 1-Chloroheptane 
• 111-70-6 n-heptan1ol 
• 74-85-1 ethene 
• 74-88-4 methyl iodide 
• 94-36-0 dibenzoyl peroxide 
• 16133-35-0 2-heptyloxy-benzo[1,3,2]dioxaphosphole 
• 661-11-0 1-fluoroheptane 
• 629-04-9 1-Bromoheptane 
• 142-82-5 n-heptane 
• 1639-09-4 heptanethiol 
• 1058649-58-3 ethoxymethyl heptyl ether 
• 71739-40-7 methoxymethyl heptyl ether 
• 628-71-7 1-Heptyne 
• 54573-13-6 1-iodo-hept-1-yne 

Downstream Products

• 57792-41-3 heptyl-p-tolyl ether 
• 102175-69-9 ethyl-heptyl-(1-methyl-2-phenyl-ethyl)-amine 
• 124-12-9 caprylnitrile 
• 98330-03-1 heptyl-(2-nitro-phenyl)-ether 
• 876498-09-8 2-heptyl-1-phenylbutane-1,3-dione 
• 15326-96-2 diethyl 2-benzyl-2-heptylmalonate 
• 111-71-7 heptanal 
• 693-39-0 1-nitroheptane 
• 629-43-6 1-heptyl nitrite 
• 19780-10-0 dodecan-5-one 
• 22026-12-6 6-tridecanone 
• 14476-38-1 heptadecan-8-one 
• 142-82-5 n-heptane 
• 1969-43-3 1-ethoxy-heptane 

Relevant articles and documents

Quinim: A New Ligand Scaffold Enables Nickel-Catalyzed Enantioselective Synthesis of α-Alkylated ?-Lactam

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.

Nickel-Catalyzed Formal Aminocarbonylation of Unactivated Alkyl Iodides with Isocyanides

Herein, we disclose a Ni-catalyzed formal aminocarbonylation of primary and secondary unactivated aliphatic iodides with isocyanides to afford alkyl amide, which proceeds via the selective monomigratory insertion of isocyanides with alkyl iodides, subsequent β-hydride elimination, and hydrolysis process. The reaction features wide functional group tolerance under mild conditions. Additionally, the selective, one-pot hydrolysis of reaction mixture under acid conditions allows for expedient synthesis of the corresponding alkyl carboxylic acid.

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

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.

Impact of fluorine substituents on the rates of nucleophilic aliphatic substitution and β-elimination

A measure of the quantitative effect of proximate fluorine substituents on the rates of SN2 and E2 reactions has been obtained through a study mainly of reactions of fluorinated n-alkyl bromides with weak base, strong nucleophile azide ion and strong base/nucleophile methoxide ion in the protic solvent methanol and the aprotic solvent, DMSO. The order of reactivity for SN2 reactions of azide in methanol at 50 °C was found to be: n-alkyl-Br > n-alkyl-CHFBr > n-perfluoroalkyl-CH2CH 2Br n-perfluoroalkyl-CH2Br > n-alkyl-CF2Br. Approximate relative rates of reaction were: 1, 0.20, 0.12, 1 × 10 -4, -5. The order of reactivity for E2 reactions was found to be: n-perfluoroalkyl-CH2CH2Br n-alkyl-CF2Br > n-alkyl-CHFBr > n-alkyl-Br. The approximate relative rates for reaction of methoxide in methanol at 50 °C were: 1100, 4.4, 1.9, 1.

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)

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.

H3PW12O40-[bmim][FeCl4]: A novel and green catalyst-medium system for microwave-promoted selective interconversion of alkoxymethyl ethers into their corresponding nitriles, bromides and iodides

In the present work, the catalytic activity of 12-tungstophosphoric acid immobilized on [bmim][FeCl4] ionic liquid as a highly efficient and eco-friendly catalytic system for rapid and chemoselective direct conversion of MOM- or EOM-ethers into their corresponding nitriles, bromides and iodides under microwave irradiation is reported. In these reactions, the products are obtained in high yields. The catalyst exhibited remarkable reactivity and was reused several times.

Microwave-promoted, one-pot conversion of alkoxymethylated protected alcohols into their corresponding nitriles, bromides, and iodides using [bmim][InCl4] as a green catalyst

The Lewis acid room temperature ionic liquid, [bmim][InCl4], was found to be an efficient and green catalyst for the highly chemoselective and one-pot conversion of MOM- or EOM-ethers into their corresponding nitriles, bromides, and iodides under microwave irradiation. The procedures are simple, rapid, and high yielding. The catalyst exhibited a remarkable reactivity and is reusable.

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.

Direct bromination and iodination of non-activated alkanes by hypohalite reagents

The direct functionalisation of alkanes through bromination and iodination has been successfully achieved. The combination of stoichiometric mixtures of elemental halogen and sodium alkoxides leads to the formation of alkyl hypobromites and hypoiodites as reagents. The halogenation occurs without external photostimulation under thermal reaction conditions. Georg Thieme Verlag Stuttgart.

Solvent-free conversion of alcohols into iodides with NaI supported on KSF clay

A variety of allylic, benzylic, primary, and secondary saturated alcohols have been converted into the corresponding iodides using NaI supported on KSF clay. Selective conversion of allylic and benzylic alcohols in the presence of primary and secondary saturated alcohols has also been demonstrated. Copyright Taylor & Francis, Inc.