Identification | Back Directory | [Name]
BENZYL 2-BROMOETHYL ETHER | [CAS]
1462-37-9 | [Synonyms]
Benzyloxyethyl Bromide 2-Bromoethylbenzyl ether BENZYL 2-BROMOETHYL ETHER 1-BROMO-2-BENZYLOXYETHANE 1-BENZYLOXY-2-BROMOETHANE 2-BENZYLOXY-1-BROMOETHANE 2-(Benzyloxy)ethyl bromide 1- bromine -2- benzyl oxide (2-Bromoethoxymethyl)benzene Benzyl 2-bromoethyl ether 97% Benzyl 2-bromoethyl ether,97% [(2-Bromoethyloxy)methyl]benzene Benzene, [(2-broMoethoxy)Methyl]- Benzyl 2-bromoethyl ether, 97 % (GC) [2-broMo-3-(2-broMo-3-phenylpropoxy)propyl]benzene (2-Bromoethoxymethyl)benzene
Benzyloxyethyl Bromide Benzyl 2-bromoethyl ether Or 2-Benzyloxy-1-bromoethane | [EINECS(EC#)]
1592732-453-0 | [Molecular Formula]
C9H11BrO | [MDL Number]
MFCD01321307 | [MOL File]
1462-37-9.mol | [Molecular Weight]
215.09 |
Chemical Properties | Back Directory | [Appearance]
Clear colorless to pale yellow liquid | [Boiling point ]
254 °C(lit.)
| [density ]
1.36 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.541(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
liquid | [color ]
colorless to yellow | [Water Solubility ]
Slightly soluble in water | [InChI]
InChI=1S/C9H11BrO/c10-6-7-11-8-9-4-2-1-3-5-9/h1-5H,6-8H2 | [InChIKey]
FWOHDAGPWDEWIB-UHFFFAOYSA-N | [SMILES]
C1(COCCBr)=CC=CC=C1 | [CAS DataBase Reference]
1462-37-9 |
Hazard Information | Back Directory | [Chemical Properties]
Clear colorless to pale yellow liquid | [Uses]
[(2-Bromoethyloxy)methyl]benzene is a reactant used in the preparation of muscarinic antagonist. | [Uses]
Alkylation reagent for synthesis of a macrocyclic antifungal antibiotic.1 | [General Description]
Benzyl 2-bromoethyl ether is an organic building block. Its enthalpy of vaporization at boiling point (527.15K) has been reported to be 46.499kjoule/mol. | [Synthesis]
Step 2: To a stirred solution of 2-benzyloxyethanol (17.0 g, 111.884 mmol) and triphenylphosphine (35.0 g, 134.21 mmol) in dichloromethane (170 mL) was slowly added N-bromosuccinimide (23.88 g, 134.21 mmol) in batches at a temperature between -10°C and -5°C, keeping the reaction temperature at -10 °C to -5 °C. After the addition was completed, the reaction mixture was continued to be stirred at room temperature for 1 hour until complete consumption of the feedstock was confirmed by thin layer chromatography (TLC) analysis. Upon completion of the reaction, the mixture was concentrated and the crude product was purified by column chromatography (CC) using a petroleum ether solution of 5% ethyl acetate as eluent to afford benzyl 2-bromoethyl ether (13.5 g, 56.2% yield) as a light yellow liquid (TLC conditions: petroleum ether solution of 30% ethyl acetate; Rf value: 0.7). | [References]
Martin W. M. Fijten.; Claudia Haensch.; Bart M. van Lankvelt.; Richard Hoogenboom.; Ulrich S. Schubert. Clickable Poly(2-Oxazoline)s as Versatile Building Blocks. Macromolecular Chemistry and Physics. 2008, 209 (18),1887-1895. DOI:10.1002/MACP.200800226 Britt A. Minch.; Wei Xia.; Carrie L. Donley.; Ryan M. Hernandez.; Chet Carter.; Michael D. Carducci.; Alice Dawson.; David F. O'Brien.; Neal R. Armstrong. Octakis(2-benzyloxyethylsulfanyl) Copper (II) Phthalocyanine: A New Liquid Crystalline Discotic Material with Benzyl-Terminated, Thioether-Linked Side Chains. Chem. Mater.2005,17 (7),1618-1627. DOI:10.1021/CM0483745 Org. Lett. 5, 4049-4052, (2003) 2. Chem. Mater. 17, 1618, (2005) |
|
|