462-72-6

Basic information

• Product Name: 1-BROMO-4-FLUOROBUTANE
• Synonyms: 1-BROMO-4-FLUOROBUTANE;4-FLUOROBUTYL BROMIDE;1-bromo-4-fluoro-butan;1-Bromo-4-fluorobutane98%;4-Fluoro-1-bromobutane;1-fluoro-4-broMobutane;4-Fluorobutyl bromide, 4-Bromobutyl fluoride;4-Bromo-1-fluorobutane
• CAS NO: 462-72-6
• Molecular Formula: C₄H₈BrF
• Molecular Weight: 155.01
• Product Categories: Alkyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 462-72-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 134-135 °C(lit.)
• Flash Point: 113 °F
• Appearance: Colorless/Liquid
• Density: 1.444 g/mL at 25 °C(lit.)
• Vapor Pressure: 12.8mmHg at 25°C
• Refractive Index: n20/D 1.439(lit.)
• Storage Temp.: Flammables area
• Water Solubility: Sparingly soluble in water at 25°C 0.48 g/L.
• CAS DataBase Reference: 1-BROMO-4-FLUOROBUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-4-FLUOROBUTANE(462-72-6)
• EPA Substance Registry System: 1-BROMO-4-FLUOROBUTANE(462-72-6)

Safety Data

• Hazard Codes: Xn,Xi,T,F
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: EJ6229000
• HazardClass: TOXIC, FLAMMABLE
• PackingGroup: III
• Hazardous Substances Data: 462-72-6(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

1-Bromo-4-fluorobutane may be used in the synthesis of the following:fluoroalkyl[2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]alkylamines1-azido-4-fluorobutane4-[2-(4-fluorobutoxy)ethyl][bis(4-methoxymethoxyphenyl)methylene]cyclohexane

General Description

1-Bromo-4-fluorobutane is an alkyl fluorinated building block used in chemical synthesis. It participates in the synthesis of monofluoro quaternary ammonium bromide.

InChI:InChI=1/C4H8BrF/c5-3-1-2-4-6/h1-4H2

Upstream product

• 110-52-1 1,4-dibromo-butane 
• 372-93-0 1-fluoro-4-hydroxybutane 

Downstream Products

• 648956-83-6 2-[(4-Fluorobutyl)thio]-1,4-dimethoxybenzol 
• 521074-57-7 2-fluoro-4-(4-fluorobutoxy)benzoic acid 
• 1037176-13-8 3-N-benzoyl-3',5'-di-O-benzoyl-5-(4-fluorobutyl)-2'-deoxy-2'-fluoroarabinouridine 
• 1037176-12-7 3-N-benzoyl-3',5'-di-O-benzoyl-5-(4-fluorobutyl)-2'-deoxyuridine 
• 1037176-09-2 3-N-benzoyl-3',5'-di-O-benzoyl-2'-deoxyuridine 
• 7332-00-5 n-butylazide 
• 70659-95-9 (4-fluorobutoxy)benzene 

Relevant articles and documents

REACTIONS OF HALOGEN FLUORIDES. XI. MECHANISM OF REACTIONS OF ALKYL HALIDES WITH BROMINE TRIFLUORIDE

The effects of the substituted halogen, the neighboring groups, and the polarity of the medium on the nature of the fluorination products were studied for the reactions of δ-substituted halogenobutanes and 1,2,3-trihalogenobutanes with bromine tetrachloride.A mechanism involving formation of linear halogenonium ions at the rate-determining stage is proposed.

REACTIONS OF CHLORINE MONOFLUORIDE. VI. RELATIVE RATES OF SUBSTITUTIVE FLUORINATION OF BROMINE-SUBSTITUTED ALKANES. HYDRIDE SHIFTS AND OTHER MIGRATIONS DURING FLUORINATION

The relative rates of substitutive fluorination of bromoalkanes with various structures by chlorine monofluoride in a nonpolar medium at 20-40 deg C were investigated by the method of competing reactions.Halogen atoms vicinal with the substituted bromine greatly reduce the fluorination rate.The reactivity of the secondary bromides decreases in the order (CH3)2CHBr>>CH3CHBrCH2Cl>>CH2ClCHBrCH2Cl.The geminal halogen atoms have little effect on the rate of substitutive fluorination.The fluorination rates of the bromoalkanes CH2BrCH2Br, CH2BrCHClBr, and CH2BrCCl2Br are in ratios 10:3:1 respectively, while the fluorination rate of CH3CHClBr is much higher than that of CH2ClCH2Br.As a rule the debromination of primary bromides containing vicinal halogens (Br, Cl) is accompanied by migration of the latter and gives fluorides with iso structures.Hydride shifts take place in cases where stable tertiary or secondary carbocations are formed as a result of migration of the hydride; for example, the fluorination of CH3CHFCH2Br leads to the geminal difluoroalkane CH3CF2CH3.The mechanism of substitutive fluorination is discussed.