588-63-6

Basic information

• Product Name: 3-Phenoxypropyl bromide
• Synonyms: PHENYL 3-BROMOPROPYL ETHER;(3-bromopropoxy)-benzen;Ether, 3-bromopropyl phenyl;gamma-Phenoxypropyl bromide;ISOPROPYL 3-BROMOPHENYL KETONE;BENZENE, (3-BROMOPROPOXY)-;3-PHENOXYBROMOPROPANE;3-PHENOXYPROPYL BROMIDE
• CAS NO: 588-63-6
• Molecular Formula: C₉H₁₁BrO
• Molecular Weight: 215.09
• EINECS: 209-623-4
• Product Categories: Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds;Building Blocks;C9;Chemical Synthesis;Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 588-63-6.mol
• Article Data: 48

Chemical Properties

• Melting Point: 10-11 °C(lit.)
• Boiling Point: 222 °C(lit.)
• Flash Point: 228 °F
• Appearance: Clear slightly brown/Liquid
• Density: 1.365 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0184mmHg at 25°C
• Refractive Index: n20/D 1.546(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, DMSO (Slightly), Methanol (Slightly)
• BRN: 508978
• CAS DataBase Reference: 3-Phenoxypropyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Phenoxypropyl bromide(588-63-6)
• EPA Substance Registry System: 3-Phenoxypropyl bromide(588-63-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 588-63-6(Hazardous Substances Data)

Usage

Chemical Properties

lightbrown liquid

Uses

3-Phenoxypropyl Bromide is a reagent used in the synthesis of damidines in the study of myotonic dystrophy. Also used in thepreparation pf phenoxyalkylbenzimidazoles with antitubercular activity.

InChI:InChI=1/C9H11BrO/c10-7-4-8-11-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2

Upstream product

• 139-02-6 sodium phenoxide 
• 109-64-8 1,3-dibromo-propane 
• 27983-04-6 1-(3-bromopropoxy)-4-chlorobenzene 
• 7497-87-2 1-bromo-4-(3'-bromopropoxy)benzene 
• 32599-03-4 1-(3-phenoxypropyl)piperidine 
• 506-68-3 bromocyane 
• 57334-32-4 3-phenoxypropyl-4-methylbenzene sulfonate 
• 2364-59-2 γ-phenoxybutyric acid ethyl ester 
• 6303-58-8 4-phenyloxybutanoic acid 
• 1746-13-0 allyl phenyl ether 
• 66003-76-7 Diphenyliodonium triflate 
• 627-18-9 1-bromo-3-propanol 
• 108-95-2 phenol 
• 6180-61-6 3-phenoxypropanol 

Downstream Products

• 113649-31-3 1-(3-phenoxy-propyl)-4-phenyl-piperidine-4-carboxylic acid ethyl ester 
• 90827-79-5 1-(3-phenoxypropyl)-1,5-diazabicyclo<3.3.0>octanium bromide 
• 104029-53-0 3-(3-Phenoxy-propyl)-3H-benzooxazol-2-one 
• 104029-52-9 3-(3-Phenoxy-propyl)-3H-benzothiazol-2-one 
• 144141-39-9 1-(3-Phenoxy-propyl)-1H-oxazolo[5,4-b]pyridin-2-one 
• 108816-76-8 [1-(Diethoxy-phosphoryl)-4-phenoxy-butyl]-phosphonic acid diethyl ester 
• 6303-58-8 4-phenyloxybutanoic acid 
• 74972-56-8 (hex-5-en-1-yloxy)benzene 
• 301530-53-0 (3-Isocyanato-propoxy)-benzene 
• 25827-79-6 2,2-dimethyl-5-phenoxypentanoic acid 
• 104586-92-7 3,4-Dihydro-9-(3-phenoxypropylamino)acridin-1(2H)-one 
• 134616-59-4 Benzofuran-2-ylmethyl-dimethyl-(3-phenoxy-propyl)-ammonium; bromide 
• 111625-92-4 4-[bis(4-fluorophenyl)methyl]-1-(3-phenoxypropyl)piperidine 
• 142422-39-7 1,3-Dimethyl-6-[2-(3-phenoxy-propylamino)-ethylamino]-1H-pyrimidine-2,4-dione 

Relevant articles and documents

Study of the structure-bioactivity of fleximers: synthesis, crystal structure, Hirshfeld surface analysis, and anti-inflammatory assays

Synthesized and natural pyridones/pyridines derivatives exhibiting diverse biological activities. 2-pyridone has lactam-lactim tautomerization like thymine and uracil bases. In this study, COX-2 target based series of pyridone/pyridine linked fleximers were designed, synthesized and studied. All analogues binding affinity with COX-2 active site were studied through molecular docking, and anti-inflammatory activity studied by in vivo analysis. Weak interactions were studied to find binding sites among analogues through crystal packing, Hirshfeld surface analysis and in silico analysis. All the analogues exhibited anti-inflammatory activity, while compound (3) is the most active analogue among the series. In contrast, since compound (3) is a pyridine-phthalimide ring-containing analogue, the presence of a phthalimide group probably favors anti-inflammatory activity over other types of rings. The results suggested further investigations on compounds as anti-inflammatory prodrugs.

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.

Preparation method of high-purity 3-phenoxypropyl bromide

The invention discloses a preparation method of aclidinium bromide key intermediate 3-phenoxypropyl bromide (formula I). The method comprises the following steps: by taking phenol and halogenated propanol as raw materials, carrying out nucleophilic substitution reaction under an alkaline condition to generate 3-phenoxy propanol, then reacting with a sulfonic acid esterification reagent to generateactive ester of 3-phenoxy propanol, refining the ester, and then reacting with a bromide of an alkali metal to generate 3-phenoxypropyl bromide. The preparation method provided by the invention has the advantages of cheap and easily available raw materials, simple operation, mild reaction conditions, no harsh reaction conditions, and high yield and purity of the obtained product, and is suitablefor industrial production.