39969-57-8

Basic information

• Product Name: 1-BROMO-4-BUTOXYBENZENE
• Synonyms: 4-n-Butoxybromobenzene;4-Butoxybromobenzene;1-Bromo-4-butoxybenzene, 4-Bromophenyl (but-1-yl) ether;4-Bromophenyl but-1-yl ether, 1-(4-Bromophenoxy)butane;1-BROMO-4-N-BUTYLOXYBENZENE;1-BROMO-4-BUTOXYBENZENE;P-BROMOPHENYL BUTYL ETHER;P-BROMOPHENYL N-BUTYL ETHER
• CAS NO: 39969-57-8
• Molecular Formula: C₁₀H₁₃BrO
• Molecular Weight: 229.11
• Mol File: 39969-57-8.mol
• Article Data: 37

Chemical Properties

• Melting Point: 79-80 °C
• Boiling Point: 263.9 °C at 760 mmHg
• Flash Point: 114.7 °C
• Appearance: /
• Density: 1.278 g/cm³
• Vapor Pressure: 0.0163mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-BROMO-4-BUTOXYBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-4-BUTOXYBENZENE(39969-57-8)
• EPA Substance Registry System: 1-BROMO-4-BUTOXYBENZENE(39969-57-8)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 39969-57-8(Hazardous Substances Data)

Usage

General Description

1-Bromo-4-butoxybenzene, also known as p-butoxybromobenzene, is an organic compound with the chemical formula C10H13BrO. It is a benzene derivative with a bromine atom and a butoxy group attached to the benzene ring. This chemical is used as a building block in the synthesis of various organic compounds and as a reagent in organic reactions. It is also used in the production of pharmaceuticals, dyes, and other chemical products. 1-Bromo-4-butoxybenzene is a clear, colorless liquid with a slightly sweet odor and is considered to be hazardous if ingested, inhaled, or comes into contact with the skin or eyes. It is important to handle and store this chemical with caution and according to safety guidelines.

InChI:InChI=1/C10H13BrO/c1-2-3-8-12-10-6-4-9(11)5-7-10/h4-7H,2-3,8H2,1H3

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 71-36-3 butan-1-ol 
• 71-43-2 benzene 
• 542-69-8 1-iodo-butane 
• 106-41-2 4-bromo-phenol 
• 1126-79-0 n-butyl phenyl ether 
• 109-65-9 1-bromo-butane 
• 589-87-7 1,4-bromoiodobenzene 

Downstream Products

• 6728-89-8 1-(4-butoxy-phenyl)-3-chloro-propan-2-ol 
• 1415309-79-3 C₁₄H₁₇N₃O₂ 
• 3772-43-8 butoxycaine 
• 637-58-1 pramoxine hydrochloride 
• 105365-51-3 4-butoxyphenylboronic acid 
• 105580-09-4 4-(butyloxy)phenylmagnesium bromide 
• 265653-38-1 1-butoxy-4-[(trimethylsilyl)ethynylene]benzene 
• 140-65-8 pramoxine 
• 1189543-94-9 2-chloro-5-(4-butoxy-benzoyl)-benzenesulfonamide 

Relevant articles and documents

Redox-driven molecular switches consisting of bis(benzodithiolyl)bithienyl scaffold and mesogenic moieties: Synthesis and complexes with liquid crystalline polymer

Molecular switches composed of a benzodithiolylbithienyl scaffold and biphenyl or terphenyl mesogenic substituents were designed and synthesized. The molecular switches could undergo redox-triggered interconversion between the cationic form and cyclized n

Light-Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by a NiII-Aryl Complex

A highly effective C?O coupling reaction of (hetero)aryl electrophiles with primary and secondary alcohols is reported. Catalyzed by a NiII-aryl complex under long-wave UV (390–395 nm) irradiation in the presence of a soluble amine base without any additional photosensitizer, the reaction enables the etherification of aryl bromides and aryl chlorides as well as sulfonates with a wide range of primary and secondary aliphatic alcohols, affording synthetically important ethers. Intramolecular C?O coupling is also possible. The reaction appears to proceed via a NiI–NiIII catalytic cycle.

The Cyclopropane Ring as a Reporter of Radical Leaving-Group Reactivity for Ni-Catalyzed C(sp3)-O Arylation

The ability to understand and predict reactivity is essential for the development of new reactions. In the context of Ni-catalyzed C(sp3)-O functionalization, we have developed a unique strategy employing activated cyclopropanols to aid the design and optimization of a redox-active leaving group for C(sp3)-O arylation. In this chemistry, the cyclopropane ring acts as a reporter of leaving-group reactivity, since the ring-opened product is obtained under polar (2e) conditions, and the ring-closed product is obtained under radical (1e) conditions. Mechanistic studies demonstrate that the optimal leaving group is redox-active and are consistent with a Ni(I)/Ni(III) catalytic cycle. The optimized reaction conditions are also used to synthesize a number of arylcyclopropanes, which are valuable pharmaceutical motifs.