2033-81-0

Basic information

• Product Name: 1-(4-BROMOBUTOXY)-4-CHLOROBENZENE
• Synonyms: 1-(4-BROMOBUTOXY)-4-CHLOROBENZENE;4-Chlorophenoxybutylbromide;1-(4-Bromobutoxy)-4-chlorobenzene,99%;1-(4-BroMobutoxy)-4-chlorobenzene, 99% 5GR
• CAS NO: 2033-81-0
• Molecular Formula: C₁₀H₁₂BrClO
• Molecular Weight: 263.56
• Mol File: 2033-81-0.mol
• Article Data: 15

Chemical Properties

• Melting Point: 30-31 °C
• Boiling Point: 159-161 °C (9 mmHg)
• Flash Point: 160 °C
• Appearance: /
• Density: 1.401g/cm³
• Vapor Pressure: 0.000524mmHg at 25°C
• Refractive Index: 1.544
• CAS DataBase Reference: 1-(4-BROMOBUTOXY)-4-CHLOROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-BROMOBUTOXY)-4-CHLOROBENZENE(2033-81-0)
• EPA Substance Registry System: 1-(4-BROMOBUTOXY)-4-CHLOROBENZENE(2033-81-0)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/22
• Safety Statements: 36/37/39-26
• HazardClass: IRRITANT
• Hazardous Substances Data: 2033-81-0(Hazardous Substances Data)

Usage

Chemical Properties

Clear slightly yellow liquid

InChI:InChI=1/C10H12BrClO/c11-7-1-2-8-13-10-5-3-9(12)4-6-10/h3-6H,1-2,7-8H2

Upstream product

• 110-52-1 1,4-dibromo-butane 
• 106-48-9 4-chloro-phenol 
• 1193-00-6 sodium 4-chlorophenolate 
• 1121-74-0 potassium 4-chlorophenoxide 

Downstream Products

• 1235866-07-5 9-O-[3-(4-chloro-phenoxy)butyl]berberine bromide 
• 85010-85-1 diethyl 4-(4-chlorophenoxy)butylmalonate 
• 134616-66-3 Benzofuran-2-ylmethyl-[4-(4-chloro-phenoxy)-butyl]-dimethyl-ammonium; bromide 
• 87723-14-6 C₃₀H₄₈Cl₂N₂O₂⁽²⁺⁾*2Br^(1-) 
• 86113-89-5 1-[4-(4-chloro-phenoxy)-butyl]-piperidine 
• 875923-64-1 5-(4-chlorophenoxy)pentanenitrile 
• 1226048-93-6 C₁₇H₁₇ClO₃ 
• 1257802-70-2 C₁₈H₂₀ClNO₄ 

Relevant articles and documents

Regioselective Hydroalkylation of Vinylarenes by Cooperative Cu and Ni Catalysis

Disclosed here is a dual copper and nickel catalytic system with a silyl hydride source for promoting the linear selective hydroalkylation of vinylarenes. This carbon–carbon bond-forming protocol is applied to couple a variety of functionalized vinylarenes with alkyl halides applying a nickel(II) NNN pincer complex in the presence of an NHC-ligated copper catalyst. This combination allows for a 1 mol % loading of the nickel catalyst leading to turnover numbers of up to 72. Over 40 examples are presented, including applications for pharmaceutical diversification. Labeling experiments demonstrated the regioselectivity of the reaction and revealed that the copper catalyst plays a crucial role in enhancing the rate for formation of the reactive linear alkyl nickel complex. Overall, the presented work provides a complimentary approach for hydroalkylation reactions, whilst providing a preliminary mechanistic understanding of the cooperativity between the copper and nickel complexes.

Nickel-Catalyzed Multicomponent Coupling Reaction of Alkyl Halides, Isocyanides and H2O: An Expedient Way to Access Alkyl Amides

We herein describe a Ni-catalyzed multicomponent coupling reaction of alkyl halides, isocyanides, and H2O to access alkyl amides. Bench-stable NiCl2(dppp) is competent to initiate this transformation under mild reaction conditions, thus allowing easy operation and adding practical value. Substrate scope studies revealed a broad functional group tolerance and generality of primary and secondary alkyl halides in this protocol. A plausible catalytic cycle via a SET process is proposed based on preliminary experiments and previous literature.

Nickel-Catalyzed Reductive Amidation of Unactivated Alkyl Bromides

A user-friendly, nickel-catalyzed reductive amidation of unactivated primary, secondary, and tertiary alkyl bromides with isocyanates is described. This catalytic strategy offers an efficient synthesis of a wide range of aliphatic amides under mild conditions and with an excellent chemoselectivity profile while avoiding the use of stoichiometric and sensitive organometallic reagents.