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Ethane, 1,2-bis(2-bromoethoxy)-
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Name

Ethane, 1,2-bis(2-bromoethoxy)-

 EINECS N/A
CAS No. 31255-10-4 Density 1.655 g/cm3
PSA 18.46000 LogP 1.80940
Solubility N/A Melting Point N/A
Formula C6H12Br2O2 Boiling Point 285.1 °C at 760 mmHg
Molecular Weight 275.968 Flash Point 113.8 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 31255-10-4 (Ethane, 1,2-bis(2-bromoethoxy)-) Hazard Symbols N/A
Synonyms

1-Bromo-2-[2-(2-bromoethoxy)ethoxy]ethane;

Article Data 44

Ethane, 1,2-bis(2-bromoethoxy)- Synthetic route

112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

31255-10-4

1,2-bis-(2-bromo-ethoxy)-ethane

Conditions
ConditionsYield
Stage #1: 2,2'-[1,2-ethanediylbis(oxy)]bisethanol With carbon tetrabromide In dichloromethane for 0.25h; Appel reaction;
Stage #2: With triphenylphosphine In dichloromethane at 20℃; Appel reaction;		90%
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran at 20℃; for 1h;90%
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran at 20℃; for 12h;87%
19249-03-7

triethylene glycol di-(p-toluenesulfonate)

31255-10-4

1,2-bis-(2-bromo-ethoxy)-ethane

Conditions
ConditionsYield
With ammonium bromide In N,N-dimethyl-formamide at 85℃; for 5h; Product distribution; Further Variations:; Solvents;76%
With ammonium bromide In N,N-dimethyl-formamide at 85℃; for 5h; Product distribution / selectivity;76%
With lithium bromide In acetone Reflux;
507-16-4

sulfurous dibromide

112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

31255-10-4

1,2-bis-(2-bromo-ethoxy)-ethane

Conditions
ConditionsYield
With pyridine In benzine at 65℃; for 17h; Reflux;60%
75-21-8

oxirane

74-85-1

ethene

A

5414-19-7

1,1'-oxybis(2-bromo-ethane)

B

31255-10-4

1,2-bis-(2-bromo-ethoxy)-ethane

Conditions
ConditionsYield
With bromine
123-91-1

1,4-dioxane

74-85-1

ethene

31255-10-4

1,2-bis-(2-bromo-ethoxy)-ethane

Conditions
ConditionsYield
With bromine
1462-35-7

1-bromo-2-(chloromethoxy)ethane

31255-10-4

1,2-bis-(2-bromo-ethoxy)-ethane

Conditions
ConditionsYield
With sodium; N,N-dimethyl-aniline In benzene
123-91-1

1,4-dioxane

A

5414-19-7

1,1'-oxybis(2-bromo-ethane)

B

31255-10-4

1,2-bis-(2-bromo-ethoxy)-ethane

C

31255-26-2

1-bromo-2-{2-[2-(2-bromoethoxy)ethoxy]-ethoxy}ethane

Conditions
ConditionsYield
With titanium(IV) bromide 1.) CH2Cl2, room temperature, 2.) CH2Cl2, reflux, 21 d; Yield given. Multistep reaction. Yields of byproduct given;
80322-82-3

triethyleneglycol dimesylate

31255-10-4

1,2-bis-(2-bromo-ethoxy)-ethane

Conditions
ConditionsYield
With lithium bromide In acetone for 20h; Heating;
With tetrabutylammomium bromide In acetonitrile at 50℃; for 16h; Inert atmosphere;2.84 g
143-16-8

dihexylamine

31255-10-4

1,2-bis-(2-bromo-ethoxy)-ethane

{2-[2-(2-Dihexylamino-ethoxy)-ethoxy]-ethyl}-dihexyl-amine

Conditions
ConditionsYield
With sodium carbonate In acetonitrile at 81℃; for 18h;98%
35980-64-4

1,5,9-Tritosyl-1,5,9-triazanonane

31255-10-4

1,2-bis-(2-bromo-ethoxy)-ethane

60147-31-1

7,11,15-tris(p-tolylsulphonyl)-1,4-dioxa-7,11,15-triazacycloheptadecane

Conditions
ConditionsYield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 10h; Heating;96%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In water; toluene for 9h; Heating;96%

Ethane, 1,2-bis(2-bromoethoxy)- Specification

The CAS registry number of Ethane, 1,2-bis(2-bromoethoxy)- is 31255-10-4. This chemical's molecular formula is C6H12Br2O2 and molecular weight is 275.9663. What's more, its systematic name is 1-Bromo-2-[2-(2-bromoethoxy)ethoxy]ethane. 

Physical properties about Ethane, 1,2-bis(2-bromoethoxy)- are: (1)ACD/LogP: 1.52; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.52; (4)ACD/LogD (pH 7.4): 1.52; (5)ACD/BCF (pH 5.5): 8.36; (6)ACD/BCF (pH 7.4): 8.36; (7)ACD/KOC (pH 5.5): 159.11; (8)ACD/KOC (pH 7.4): 159.11; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.497; (14)Molar Refractivity: 48.8 cm3; (15)Molar Volume: 166.6 cm3; (16)Polarizability: 19.34 10-24 cm3; (17)Surface Tension: 38.2 dyne/cm; (18)Density: 1.655 g/cm3; (19)Flash Point: 113.8 °C; (20)Enthalpy of Vaporization: 50.31 kJ/mol; (21)Boiling Point: 285.1 °C at 760 mmHg; (22)Vapour Pressure: 0.00491 mmHg at 25 °C.

Preparation of Ethane, 1,2-bis(2-bromoethoxy)-: this chemical is prepared by 2,2'-Ethane-1,2-diyldioxy-bis-ethanol. This reaction needs reagents pyridine, phosphorus tribromide at temperature of 60 °C. The reaction time is 4 hours. The yield is 53 %. And the reaction equation is as followed:

Ethane, 1,2-bis(2-bromoethoxy)- is prepared by 2,2'-Ethane-1,2-diyldioxy-bis-ethanol

Use of Ethane, 1,2-bis(2-bromoethoxy)-: it is used to produce other chemicals. For example, it is used to produce 1,2-Bis-(2-piperidino-ethoxy)-ethane. The reaction occurs with reagent benzene at temperature of 70 °C. The reaction time is 13 hours. The yield is 81 %. And the reaction equation is as followed:

Ethane, 1,2-bis(2-bromoethoxy)- is used to produce 1,2-Bis-(2-piperidino-ethoxy)-ethane

You can still convert the following datas into molecular structure:
(1) SMILES: BrCCOCCOCCBr
(2) InChI: InChI=1/C6H12Br2O2/c7-1-3-9-5-6-10-4-2-8/h1-6H2
(3) InChIKey: UOWNEWCMPHICQH-UHFFFAOYAL

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