616-20-6

Usage

Uses

Used in Pharmaceutical Industry:
3-Chloropentane is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique properties allow it to be a key component in the production of drugs that address a range of health conditions.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Chloropentane serves as an intermediate in the creation of compounds that contribute to crop protection and enhancement of agricultural yields.
Used in Organic Compound Synthesis:
Beyond its applications in pharmaceuticals and agrochemicals, 3-Chloropentane is also utilized in the synthesis of other organic compounds, highlighting its versatility in chemical reactions.
Used as a Solvent in Chemical Reactions:
Due to its solubility in organic solvents, 3-Chloropentane finds use as a solvent in various chemical processes, facilitating reactions that are crucial for the production of different chemical entities.

InChI:InChI=1/C5H11Cl/c1-3-5(6)4-2/h5H,3-4H2,1-2H3

Upstream product

• 88-09-5 2-Ethylbutanoic acid 
• 172973-70-5 C₁₁H₁₆O₃S 
• 584-02-1 2-pentanol 
• 506-77-4 cyanogen chloride 
• 67-66-3 chloroform 
• 10026-13-8 phosphorus pentachloride 
• 7647-01-0 hydrogenchloride 
• 71-41-0 pentan-1-ol 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 625-29-6 2-methyl-1-chlorobutane 
• 543-59-9 1-Chloropentane 
• 627-20-3 (Z)-pent-2-ene 
• 64-19-7 acetic acid 
• 7705-08-0 iron(III) chloride 

Downstream Products

• 625-29-6 2-methyl-1-chlorobutane 
• 584-02-1 2-pentanol 
• 616-31-9 pentane-3-thiol 
• 29850-95-1 3-ethyl-2-methyl-2-phenyl-valeronitrile 
• 88-09-5 2-Ethylbutanoic acid 
• 6299-66-7 4-ethylhexanoic acid 
• 5682-46-2 2-Ethylbutyrophenon 
• 6668-43-5 2-ethyl-1-phenyl-butan-1-one oxime 
• 100874-89-3 3-ethyl-2-methyl-2-phenyl-pentylamine 
• 5414-98-2 bis-(1-ethyl-propyl)-sulfane 
• 56484-55-0 2-<(α-Ethylpropyl)thio>phenol 

Relevant academic research and scientific papers

Highly selective halogenation of unactivated C(sp3)-H with NaX under co-catalysis of visible light and Ag@AgX

The direct selective halogenation of unactivated C(sp3)-H bonds into C-halogen bonds was achieved using a nano Ag/AgCl catalyst at RT under visible light or LED irradiation in the presence of an aqueous solution of NaX/HX as a halide source, in air. The halogenation of hydrocarbons provided mono-halide substituted products with 95% selectivity and yields higher than 90%, with the chlorination of toluene being 81%, far higher than the 40% conversion using dichlorine. Mechanistic studies demonstrated that the reaction is a free radical process using blue light (450-500 nm), with visible light being the most effective light source. Irradiation is proposed to cause AgCl bonding electrons to become excited and electron transfer from chloride ions induces chlorine radical formation which drives the substitution reaction. The reaction provides a potentially valuable method for the direct chlorination of saturated hydrocarbons.

New preparation method of 2-ethylbutyric acid

The invention provides a new preparation method of 2-ethylbutyric acid. The preparation method includes the steps of: performing a reaction to propyl aldehyde and ethyl magnesium halide to prepare 3-pentanol; preparing 3-halogenated pentane from the 3-pentanol; preparing a Grignard reagent from the 3-halogenated pentane, and performing a reaction with CO2 to prepare the 2-ethylbutyric acid. The synthesis route is represented as follows. The method employs easy-to-obtained raw materials and is high in atom economy and low in industrial cost, thereby avoiding some defects in conventional methods.

A facile synthesis of racemic 4-ethyl fatty acids

The synthesis of racemic 4-ethyl fatty acids is reported. A Grignard reagent was first prepared by 3-chloroalkane reacting with magnesium and then 4-ethyl fatty acid methyl esters were synthesised by coupling the Grignard reagent with methyl 3-bromopropionate in the presence of the catalyst Li 2CuCl4. The 4-ethyl fatty acid methyl esters were saponified and then acidified to give the 4-ethyl fatty acids. The syntheses of 4-ethylhexanoic acid, 4-ethylheptanoic acid, 4-ethyloctanoic acid, 4-ethylnonaoic acid and 4-ethyl decanoic acid are described. The structures of the 4-ethyl fatty acid methyl esters and 4-ethyl fatty acids were confirmed by 1H NMR, 13C NMR and HRMS.

Efficient procedures to prepare primary and secondary alkyl halides from alkanols via the corresponding sulfonates under mild conditions

The study presented herein shows that sulfonate/halide exchange can be advantageously performed in THF to avoid several side reactions such as elimination and epimerization when the reaction is performed from a chiral alkyl sulfonate or a substrate having a C-H acidic chiral center. The main limitation of this procedure was found to be the conversion of secondary alkyl sulfonates to alkyl chlorides. In this case, the addition of a catalytic amount of manganese chloride clearly accelerates the rate and the efficiency of the reaction. Copyright

Reactivity of bismuth(III) halides towards alcohols. A tentative to mechanistic investigation

The reactivity of bismuth(III) halides (BiX3; X=Cl, Br and I) towards a series of alcohols has been investigated. Three different reactions have been studied, namely: halogenation, dehydration and etherification. The behaviour of these bismuth derivatives was found to depend on the nature of the halide bonded to the bismuth atom. Their reactivities can be interpreted on the basis of the Hard and Soft Acids and Bases (HSAB) principle. A mechanism is proposed which involves the formation of a complex of the alcohol with Bi(III).

HYDROCHLORINATION OF UNSATURATED COMPOUNDS BY THE ACTION OF CH2Cl2 OR CHCl3 AND RHODIUM COMPLEXES

A new method has been developed for the catalytic hydrochlorination of olefins and acetylenes in the presence of Rh complexes by means of HCl generated in situ from CH2Cl2 and CHCl3 under the reaction conditions.The reaction was studied using the hydrochlorination of propylene, 1-hexene, 1-nonene, vinylcyclopropane, 1,1-dicyclopropylethylene, cyclohexene, cyclooctene, norbornene, and 1,5-cyclooctadiene as examples.

Chlorine Atom/Benzene System. 1. The Role of the 6-Chlorocyclohexadienyl Radical

The concept of radical reactivity mediated by solvation has rested mainly on the alteration of Cl. properties by aromatic solvents.For this reason, the full scope of the benzene/Cl. system has been reexamined to evaluate the discription of that system based largely on a ?-complex (solvation).At the present time, the ?-complex description rests narrowly on the assignment of a 490-nm absorption, which, even if correct, could not provide an unambiguous structure assignment.Results are presenteed which described the selectivities in alkane substitutions as a function of the concentrations of both benzene and the alkane.Selectivities increase with decreasing alkane concentrations, reaching a plateau below 0.1 M alkane.The change in selectivity is the result of variable contributions of both a low- and a high-selectivity intermediate, LSI and HSI, respectively.The observed selectivity at a given and is the consequence of a unique / ratio.A range of substrates and their effect of DMB selectivity were studied, and from these results details regarding the chemistry of the HSI were extracted.Several features of the LSI/HSI equilibrating system are realized. (1) Reaction of alkyl radicals with Cl2 in benzene produces the LSI, (2) the LSI does not exhibit the characteristics of free chlorine atom, and (3) at alkane concentrations and , added reagents (T) which react with CCH, such as maleic anhydride (MA) or Cl2, bring about an increase in the LSI/HSI ratio.Low-selectivity hydrogen abstractions (LSI function) are best ascribed to a mixture of chlorine atom and chlorine atom/benzene ?-complex.The chemistry of CCH is as follows: (1) loss of the ipso H to O2 yielding PhCl and HO2., (2) reactions of Cl2 or (3) maleic anhydride with the aromatic nucleus of CCH resulting in additions to the ring, (4) the transfer of Cl to alkenes, and (5) the highly selective retardation of rates of reaction with alkanes producing alkyl radicals, HCl, and benzene.The results of a kinetic analysis, accounting for the effect of , , and CCH trapping agents (T), are presented.For CCH, the following reactivity order is established: maleic anhydride (6) > trans-dichloroethene(5) > 2,3-dimethylbutane (2) > pentane (1) > Cl2 > neopentane ( 2 (27) > 1 .These properties can be rationalized with canonical structures for CCH wherein spin density at carbon, chlorine, and the ipso hydrogen makes contributions to the hybrid.

Silylaminyl Radicals. Part 2. Free Radical Chain Halogenation of Hydrocarbons using N-Halogenobis(trialkylsilyl)amines

The liquid-phase halogenation of a number of hydrocarbons and of 1-chlorobutane by N-halogenobis(trialkylsilyl)amines has been studied using product analysis techniques.The reactions take place by free radical chain mechanisms which involve the propagation steps generalised in equations (A) and (B) (X=Br or Cl).At 353 K, the molar reactivities of toluene (benzylic C-H) and cyclohexane towards (R3Si)2N+RH(R3Si)2NH+R (A) R+(R3Si)2NXRX+(R3Si)2N (B) (Me3Si)2N are approximately equal and toluene is 5.2 times more reactive than perdeuteriotoluene.The relative rates of hydrogen abstraction by (Me3Si)2N and (ButMe2Si)2N from the primary, secondary, and tertiary C-H groups in 2-methylbutane show that the silylaminyl radicals are not only highly reactive but also sterically demanding.Thus, at 333 K the average primary C-H reactivity is 0.6 times that of the tertiary C-H towards attack by (Me3Si)2N, but 4.2 times that of the tertiary C-H towards attack by the more bulky (ButMe2Si)2N.Silylaminyl radicals are much more reactive in hydrogen abstraction than are analogous dialkylaminyl radicals and this difference is interpreted in terms of thermodynamic and polar effects which arise because of the ?-donor-?-acceptor nature of the trialkylsilyl substituent.