25244-30-8

Basic information

• Product Name: 4-(allyloxy)-1-bromobenzene
• Synonyms: 4-(allyloxy)-1-bromobenzene;(4-Bromophenyl)allyl ether;1-Bromo-4-(allyloxy)benzene;4-Bromophenylallyl ether;Allyl(4-bromophenyl) ether;(4-Bromophenyl) (2-propenyl) ether;Allyl p-bromophenyl ether;Benzene, 1-bromo-4-(2-propenyloxy)-
• CAS NO: 25244-30-8
• Molecular Formula: C₉H₉BrO
• Molecular Weight: 213.07116
• EINECS: 246-754-6
• Mol File: 25244-30-8.mol
• Article Data: 50

Chemical Properties

• Boiling Point: 247.9°Cat760mmHg
• Flash Point: 109.5°C
• Appearance: /
• Density: 1.35g/cm³
• Vapor Pressure: 0.0286mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 4-(allyloxy)-1-bromobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(allyloxy)-1-bromobenzene(25244-30-8)
• EPA Substance Registry System: 4-(allyloxy)-1-bromobenzene(25244-30-8)

Safety Data

• Hazardous Substances Data: 25244-30-8(Hazardous Substances Data)

Usage

General Description

4-(allyloxy)-1-bromobenzene is a chemical compound with the molecular formula C9H9BrO. It is a benzene derivative with a bromine atom and an allyloxy group attached to the benzene ring. 4-(allyloxy)-1-bromobenzene is commonly used in organic synthesis and chemical reactions to introduce the allyloxy group into various molecules. It can also be used as a reagent in the production of other organic compounds. The compound's chemical structure makes it suitable for a variety of applications in the pharmaceutical and chemical industries. Additionally, 4-(allyloxy)-1-bromobenzene is known for its potential as a building block in the synthesis of various functional materials and other organic compounds.

InChI:InChI=1/C9H9BrO/c1-2-7-11-9-5-3-8(10)4-6-9/h2-6H,1,7H2

Upstream product

• 106-41-2 4-bromo-phenol 
• 106-95-6 allyl bromide 
• 205981-40-4 (Z)-1-bromo-4-(prop-1-en-1-yloxy)benzene 
• 110-00-9 furan 
• 1746-13-0 allyl phenyl ether 
• 107-05-1 3-chloroprop-1-ene 
• 556-56-9 allyl iodid 
• 67963-68-2 t-butyldimethylsilyl-4-bromophenol 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 1927-95-3 4-bromophenyl acetate 
• 7003-65-8 sodium 4-bromophenoxide 

Downstream Products

• 13997-74-5 2-allyl-4-bromophenol 
• 108244-33-3 (4-bromo-phenyl)-(2,3-dibromo-propyl)-ether 
• 112996-29-9 8-(4'-allyloxyphenyl)-8-hydroxy-1-oxaspiro<4.5>deca-6,9-diene-2-one 
• 98704-58-6 2-(4-(allyloxy)phenyl)ethanol 
• 205981-40-4 (Z)-1-bromo-4-(prop-1-en-1-yloxy)benzene 
• 106-41-2 4-bromo-phenol 
• 323575-91-3 9-(4-allyloxy-phenyl)-9H-fluoren-9-ol 
• 63834-59-3 1-bromo-4-(2,3-dihydroxypropoxy)benzene 
• 319911-32-5 5-[(4-bromophenoxy)methyl]-3-methyl-4,5-dihydroisoxazole 
• 39969-56-7 1-bromo-4-propoxybenzene 
• 19211-96-2 4-(dibenzo[a,d]cyclohepten-5-ylidene)cyclohexa-2,5-dienone 
• 351432-72-9 4-(4'-benzyloxy-3-propylbiphenyl-4-yloxymethyl)-2,2-dimethyl-1,3-dioxolane 
• 351432-82-1 4-{4-[4'-(2,2-dimethyl-1,3-dioxolan-4-ylmethoxy)-3'-nonylbiphenyl-4-yloxy]butyl}-2,2-dimethyl-1,3-dioxolane 
• 351432-86-5 4-{6-[4'-(2,2-dimethyl-1,3-dioxolan-4-ylmethoxy)-3-nonylbiphenyl-4-yloxy]hexyl}-2,2-dimethyl-1,3-dioxolane 

Relevant articles and documents

Synthesis and characterization of N-phenyl pyrrole anchored to Fischer carbene complex through ring closing metathesis oxidative aromatization and various aryl substituted Fischer carbene complexes

Ring closing metathesis of pentacarbonyl[(ethoxy)(N,N-diallyl anilyl)carbene]tungsten(0) complex, [(CO)5W=C(OCH2CH 3)C6H4N(CH2CHCH2) 2], 1 leads to the formation of pentacarbonyl[(ethoxy)(N-phenyl 2,5-dihydro pyrrolyl)carbene]tungsten(0) complex, [(CO)5W=C(OCH 2CH3)C6H4N (CH2CHCH 2)2], 2 in good yield. Further, complex 2 undergoes oxidative aromatization to afford N-phenyl pyrrole anchored to alkoxy carbene, 3. In addition, a number of aryl substituted carbene complexes [(CO) 5W=C(OCH2CH3)C6H4R], 4-7 (4: R = OCH2CH3; 5: R = OCH2CH=CH2; 6: R = OCH=CHCH2CH2CH2CH2CH 3; 7: OC6H5Br) have been synthesized from the reaction of 1-(allyloxy)-4-bromobenzene with W(CO)6 in presence of various concentration of n-BuLi and Meerwein's salt. All the complexes have been isolated in moderate to good yields and have been characterized by 1H NMR, 13C NMR, IR, UV-vis spectroscopic techniques and the solid state structures of 1, 2 and 4 have been unequivocally established by X-ray diffraction analysis.

Aluminium chloride-potassium iodide-acetonitrile system: A mild reagent system for aromatic claisen rearrangement at ambient temperature

Claisen rearrangement is used as the standard methods for the generation of complex organic substance. It is one of the well-known methods for the introduction of carbon-carbon bond. We have developed a protocol using allyl aryl ether as a substrate and AlCl3-KI as a mild reagent system and acetonitrile (CH3CN) is taken as solvent at ambient temperature. The reagent system presented in this current work is found to be appropriate for Claisen rearrangement of several aromatic alcohols with excellent yields.

Preparation method 3 - phenoxybromopropane or analogue thereof

The invention discloses a preparation method of 3 -phenoxybromopropane or an analogue thereof, wherein 3 - phenoxybromopropane and an allyl compound thereof are obtained through substitution reaction and addition reaction so as to avoid the inconvenience of using gaseous hydrogen bromide, 2nd-step addition reaction is realized by using the brominated salt and the acid in situ, and the process is simple in operation. The condition is easy to control, the atom economy is good, the aspect of environmental impact is low pollution, zero emission accords with the current green chemical synthesis direction, and the cost is economic.

Concise and practical approach for the synthesis of honokiol, a neurotrophic agent

An improved method has been developed for the synthesis of honokiol using a readily available p-bromophenol as a precursor. The key step involved in this method is ortho-lithiation facilitated by methoxymethyl ether (MOM). Other important steps are ortho-allyl phenyl ether Claisen rearrangement and a Suzuki coupling for the construction of biaryls. This method does not require pre-functionalization of aromatic ring with bromide for the generation of arylboronic acid.