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ChemicalBook--->CAS DataBase List--->54149-16-5

54149-16-5

54149-16-5 Structure

54149-16-5 Structure
IdentificationBack Directory
[Name]

2-(2-BROMOETHOXY)PROPANE
[CAS]

54149-16-5
[Synonyms]

Propane, 2-(2-bromoethoxy)-
[Molecular Formula]

C5H11BrO
[MDL Number]

MFCD07700570
[MOL File]

54149-16-5.mol
[Molecular Weight]

167.04
Chemical PropertiesBack Directory
[Boiling point ]

139.9-140.2 °C(Press: 743 Torr)
[density ]

1.2609 g/cm3
[storage temp. ]

2-8°C
[Appearance]

Colorless to light yellow Liquid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07,GHS05
[Signal word ]

Danger
[Hazard statements ]

H335-H318-H302-H315
[Precautionary statements ]

P264-P270-P301+P312-P330-P501-P280-P305+P351+P338-P310-P264-P280-P302+P352-P321-P332+P313-P362
[HS Code ]

2909199090
Spectrum DetailBack Directory
[Spectrum Detail]

2-(2-BROMOETHOXY)PROPANE(54149-16-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-ISOPROPOXYETHANOL

109-59-1

2-(2-BROMOETHOXY)PROPANE

54149-16-5

General procedure for the synthesis of isopropyl-2-bromoethyl ether from isopropoxyethanol: 2-isopropoxyethanol (2 mL, 17.34 mmol) was added to a 2-necked flask equipped with a reflux condenser, a magnetic stirring bar and a septum. Phosphorus tribromide (0.52 mL, 5.45 mmol) was added slowly dropwise via syringe. The temperature increased and slight reflux occurred during the reaction. The reaction mixture was stirred under argon protection at room temperature for 24 hours. Upon completion of the reaction, the reaction was quenched with water and extracted with hexane. The organic layers were combined, dried over anhydrous magnesium sulfate and subsequently concentrated to afford 1 g (34% yield) of the target product, isopropyl-2-bromoethyl ether, as a colorless oil. The product was characterized by 1H NMR (CDCl3): δ 3.78 (t, 2H); 3.61 (m, 1H); 3.42 (t, 2H); 1.18 (d, 6H).

[References]

[1] Patent: US2007/219212, 2007, A1. Location in patent: Page/Page column 21
[2] Journal of the American Chemical Society, 1934, vol. 56, p. 127
[3] Zeitschrift fuer Physikalische Chemie, Abteilung A: Chemische Thermodynamik, Kinetik, Elektrochemie, Eigenschaftslehre, 1940, vol. 185, p. 91
[4] Chemistry - A European Journal, 2017, vol. 23, # 5, p. 1007 - 1012
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