79098-20-7

Basic information

• Product Name: 4-CHLOROPENTYLBENZENE
• Synonyms: 4-CHLOROPENTYLBENZENE;4-Chloropentylbenzen
• CAS NO: 79098-20-7
• Molecular Formula: C₁₁H₁₅Cl
• Molecular Weight: 182.69
• Mol File: 79098-20-7.mol

Chemical Properties

• Boiling Point: 134°C 22mm
• Flash Point: 100.8 °C
• Appearance: /
• Density: 0.994 g/cm³
• Vapor Pressure: 0.0728mmHg at 25°C
• Refractive Index: 1.506
• CAS DataBase Reference: 4-CHLOROPENTYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROPENTYLBENZENE(79098-20-7)
• EPA Substance Registry System: 4-CHLOROPENTYLBENZENE(79098-20-7)

Safety Data

• Hazardous Substances Data: 79098-20-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-CHLOROPENTYLBENZENE is used as an intermediate in organic synthesis for the production of various chemical compounds. Its unique structure allows for further reactions and modifications, making it a versatile building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 4-CHLOROPENTYLBENZENE is used as a starting material or intermediate in the synthesis of certain drugs. Its presence in the molecular structure can contribute to the drug's pharmacological properties, such as potency, selectivity, and stability.
Used in Dye Production:
4-CHLOROPENTYLBENZENE is also utilized in the production of dyes, where its chemical structure can impart specific color characteristics and properties to the final product. This makes it a valuable component in the formulation of various dyes used in different applications, such as textiles, plastics, and printing inks.

InChI:InChI=1/C11H15Cl/c1-2-3-4-5-10-6-8-11(12)9-7-10/h6-9H,2-5H2,1H3

Upstream product

• 109-66-0 pentane 
• 1809-10-5 3-bromopentane 
• 29540-84-9 4-chlorophenyl trifluoromethanesulfonate 
• 110-53-2 1-Bromopentane 
• 108-90-7 chlorobenzene 
• 104-88-1 4-chlorobenzaldehyde 
• 591-31-1 3-methoxy-benzaldehyde 
• 72665-98-6 n-pentylzinc iodide 
• 693-03-8 n-butyl magnesium bromide 
• 873-76-7 para-Chlorobenzyl alcohol 
• 122-56-5 tributyl borane 
• 175439-84-6 3-methoxybenzaldehyde trisylhydrazone 
• 19350-69-7 4-chlorobenzaldehyde p-toluenesulfonylhydrazone 
• 3909-99-7 1-chloro-4-(penta-1,3-dien-1-yl)benzene 

Downstream Products

• 79098-12-7 Malonsaeurebis(4-pentylanilid) 
• 79097-87-3 1-(2-Amino-5-pentyl-phenyl)-2,2-dimethoxy-ethanol 
• 79098-00-3 1-(2-Amino-5-pentyl-phenyl)-2,2-dimethoxy-ethanone 

Relevant articles and documents

Terminal-Selective Functionalization of Alkyl Chains by Regioconvergent Cross-Coupling

Hydrocarbons are still the most important precursors of functionalized organic molecules, which has stirred interest in the discovery of new C?H bond functionalization methods. We describe herein a new step-economical approach that enables C?C bonds to be constructed at the terminal position of linear alkanes. First, we show that secondary alkyl bromides can undergo in situ conversion into alkyl zinc bromides and regioconvergent Negishi coupling with aryl or alkenyl triflates. The use of a suitable phosphine ligand favoring Pd migration enabled the selective formation of the linear cross-coupling product. Subsequently, mixtures of secondary alkyl bromides were prepared from linear alkanes by standard bromination, and regioconvergent cross-coupling then provided access to the corresponding linear arylation product in only two steps.

Microwave-assisted silica-supported aluminum chloride-catalyzed Friedel-Crafts alkylation

Microwave irradiation is a popular method in organic synthesis to achieve high yields in shorter reaction times. This decreases total 'man-hours' in a synthetic setting. Another technique used in organic chemistry to decrease manual manipulations, is solid support reagents. The benefits of this approach is that upon completion of a reaction, a simple filtration can be performed which expedites the work-up and also produces less organic waste. Friedel-Crafts alkylation has been explored using microwave chemistry as well as with solid-supported reagents. In comparison with traditional heating, as well as with AlCl3, superior yields were observed with silica-gel bound aluminum chloride (Si-AlClx) when microwave irradiated for only 5 min.

New One-pot Cross-coupling Reaction between Grignard Reagents and Alkoxymethyldiphenylphosphonium Iodides in situ-Formed from Alcohols, Chlorodiphenylphosphine and Iodomethane

A new one-pot cross-coupling reaction between Grignard reagents and alkoxymethyldiphenylphosphonium iodides, which were in situ-formed from nBuLi-treated alcohols, chlorodiphenylphosphine and iodomethane, proceeded smoothly to afford the corresponding coupling products in good to high yields.

New efficient nickel- and palladium-catalyzed cross-coupling reactions mediated by tetrabutylammonium iodide

(formula presented) The addition of Bu4NI has been found to accelerate the palladium(0)-catalyzed cross-coupling between benzylic zinc bromides and aryl or alkenyl triflates. Remarkably, it further allows a new nickel(0)-catalyzed cross-coupling between functionalized benzylic zinc reagents and primary alkyl iodides leading to polyfunctional products in good yields under mild reaction conditions (0-20 °C, 4-16 h).

Alkylation of Aldehyde (Arenesulfonyl)hydrazones with Trialkylboranes

(Arenesulfonyl)hydrazone derivatives of aryl aldehydes are readily alkylated by trialkylboranes in the presence of base to generate new organoboranes that may be converted to the corresponding substituted alkanes or alcohols depending upon the reaction conditions chosen. Both tosyl- and trisylhydrazone derivatives can be utilized in the reaction, which tolerates a variety of functional groups, making it a versatile alternative to both the Grignard and Suzuki-coupling reactions.

A Facile Alkylation of Aryl Aldehyde Tosylhydrazone with Trialkylboranes

Trialkylboranes readily alkylate aryl aldehyde tosylhydrazones to produce either the corresponding arylalkane or aryl alcohol in excellent yields.

THE ONE-POT PALLADIUM CATALYZED WITTIG REACTION WITH ALLYLIC ALCOHOLS. SCOPE AND LIMITATIONS

Some allylic alcohols react with aldehydes and triphenylphosphine in a one-pot formal Wittig reaction under Pd0 catalysis.The method has been extended to cinnamyl alcohol, 1, 2-methyl-2-propen-1-ol, 7, and 3-buten-2-ol, 11, and to heterocyclic aldehydes.

METAL COMPLEXES IN ORGANIC SYNTHESIS. VIII. ALLYLIC ALCOHOLS AS STARTING MATERIALS IN PALLADIUM-CATALYZED WITTIG-TYPE OLEFINIZATIONS.

Allylic alcohols, aldehydes, and triphenylphosphine participate in a one-pot process catalyzed by palladium, which is formally equivalent to the Wittig olefinization. It can be applied to both aliphatic and aromatic aldehydes. The resulting olefins which appear as mixtures of stereoisomers were fully hydrogenated. Two different mechanisms can account for the observed results.

REGIOSELECTIVE PARA-CHLORINATION OF ALKYLBENZENES ON CHEMICALLY-MODIFIED SILICA SURFACES

Chlorination of alkylbenzenes was carried out with chlorine in carbon tetrachloride in the presence of chemically-modified silica catalysts.The para/ortho ratios were remarkably higher than those obtained in the FeCl3-catalyzed chlorination. t-Butylbenzene was chlorinated at para-position almost exclusively.The catalyst could be reused several times.