| Identification | More | [Name]
2,2'-Dibromodiethyl ether | [CAS]
5414-19-7 | [Synonyms]
1,1'-OXYBIS(2-BROMOETHANE)
1-BROMO-2-(2-BROMOETHOXY)ETHANE
2,2'-DIBROMODIETHYL ETHER
2,2' DIBROMOETHYL ETHER
2-BROMOETHYL ETHER
B,B'-DIBROMODIETHYL ETHER
BIS(2-BROMOETHYL) ETHER
Bis(2-bromomethyl)ether
1,1’-oxybis[2-bromo-ethan
2-bromoethyl
beta,beta'-Dibromodiethyl ether
Ethane, 1,1'-oxybis*2-bromo-
Ethane, 1,1'-oxybis[2-bromo-
Ether, bis(2-bromoethyl)
2-Bromoethyl Ester
2-Bromoethyl ether~2,2-Dibromodiethyl ether
2-BROMOETHYL ETHER, TECH., 90%
Bis(bromomethyl)ether
Bis(2-bromoethyl) ether(stabilized with water)
3-Oxa-1,5-dibromopentane | [EINECS(EC#)]
226-504-2 | [Molecular Formula]
C4H8Br2O | [MDL Number]
MFCD00039196 | [Molecular Weight]
231.91 | [MOL File]
5414-19-7.mol |
| Chemical Properties | Back Directory | [Appearance]
colourless liquid | [Boiling point ]
92-93 °C12 mm Hg(lit.)
| [density ]
1.845 g/mL at 25 °C(lit.)
| [refractive index ]
1.513 | [Fp ]
185 °F
| [storage temp. ]
2-8°C | [solubility ]
Chloroform (Soluble), Methanol (Slightly) | [form ]
clear liquid | [color ]
Colorless to Light yellow to Light orange | [Specific Gravity]
1.845 | [Stability:]
This product may also contain 2-chloroethyl ether (CAS 111-44-4) or N,N-dimethylformamide (CAS 68-12-2) MSDS data for these materials should be consulted before use. Combustible. Incompatible with oxidizing agents, acid chlorides, chloroformates, reducing agents, halogens. | [Water Solubility ]
Not miscible or difficult to mix with water. | [BRN ]
1098335 | [CAS DataBase Reference]
5414-19-7(CAS DataBase Reference) | [NIST Chemistry Reference]
1-Bromo-2-(2-bromoethoxy)ethane(5414-19-7) | [EPA Substance Registry System]
5414-19-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T,Xi | [Risk Statements ]
R61:May cause harm to the unborn child.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes. | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
2810 | [WGK Germany ]
3
| [TSCA ]
Y | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29091990 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Ethane,1,1'-Oxybis〔2-(2-bromoethoxy)--->Ethane, 1,2-bis(2-bromoethoxy)--->2,2'-Dichlorodiethyl ether-->ETHYLENE OXIDE-->1,4-Thioxane-1,1-dioxide-->Diethylene glycol-->Ethylene-->Diethylene Glycol Dimethanesulfonate-->1,4-Dioxane-->Phosphorus tribromide | [Preparation Products]
4-(3-BROMOPHENYL)MORPHOLINE-->DEGN-->4-(4,6-Dichloropyrimidin-2-yl)morpholine-->2H-Pyran-4-carboxylic acid, 4-(4-bromophenyl)tetrahydro-, methyl ester-->4-(1-bromoisoquinolin-3-yl)morpholine-->4-(3-Methoxyphenyl)oxane-4-carbonitrile-->Ethene, (2-bromoethoxy)--->4-(2-Bromophenyl)oxane-4-carbonitrile |
| Hazard Information | Back Directory | [Description]
Bis(2-bromoethyl) ether is an either compound with two terminal bromine atoms. Bis(2-bromoethyl) ether can be used as a building block for variety of pharmaceutical compounds and mateials. | [Chemical Properties]
colourless liquid | [General Description]
2-Bromoethyl ether (2,2′-Dibromodiethyl ether) is a halogen containing ether. 2,2′-Dibromodiethyl ether has been prepared by reacting dioxane with anhydrous, bromine free hydrogen bromide. | [Synthesis]
General procedure for the synthesis of 2,2'-dibromodiethyl ether from diethylene glycol: 21.2 g (0.2 mol) of diethylene glycol was added to a dry 1 L three-necked flask, followed by the addition of 500 mL of carbon tetrachloride as a solvent, and a magnetic stirrer was turned on to dissolve the ingredients completely. The reaction system was cooled in an ice-water bath to 0 °C. Under stirring conditions, 60 g (0.22 mol) of phosphorus tribromide was slowly added dropwise using a constant-pressure dropping funnel, with the rate of dropwise acceleration being controlled to avoid intense exotherm. After the dropwise addition, the reaction was continued in an ice-water bath with stirring for 1 hour. Subsequently, the ice-water bath was withdrawn and the reaction mixture was allowed to warm up naturally to room temperature with continuous stirring for 15 h to ensure complete reaction. Upon completion of the reaction, the carbon tetrachloride solvent was removed by concentration under reduced pressure by rotary evaporator. To the residue, 500 mL of ethyl acetate was added for dissolution, followed by four washes with 5% aqueous sodium carbonate to neutralize the residual acid. The organic layer was separated and dried with anhydrous sodium sulfate. Finally, the ethyl acetate was removed by distillation under reduced pressure to give 41.4 g of the target product 2,2'-dibromodiethyl ether as a colorless oil. | [IC 50]
Alkyl-Chain | [References]
[1] Journal of Materials Chemistry B, 2014, vol. 2, # 29, p. 4640 - 4652
[2] Journal of Materials Chemistry B, 2015, vol. 3, # 8, p. 1495 - 1506
[3] Journal of Organic Chemistry, 1983, vol. 48, # 20, p. 3412 - 3422
[4] Journal of the American Chemical Society, 1937, vol. 59, p. 213
[5] Justus Liebigs Annalen der Chemie, 1937, vol. 528, p. 150 |
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