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

Name
Ethane, 1,2-bis(2-bromoethoxy)-
EINECS
CAS No. 31255-10-4
Article Data44
CAS DataBase
Density 1.655 g/cm³
Solubility
Melting Point
Formula C₆H₁₂Br₂O₂
Boiling Point 285.1 °C at 760 mmHg
Molecular Weight 275.968
Flash Point 113.8 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-Bromo-2-[2-(2-bromoethoxy)ethoxy]ethane;
PSA 18.46000
LogP 1.80940

Synthetic route

: 112-27-6
2,2'-[1,2-ethanediylbis(oxy)]bisethanol

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With bromine

...Expand

: 123-91-1
1,4-dioxane

: 74-85-1
ethene

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

Conditions

Conditions	Yield
With bromine

: 1462-35-7
1-bromo-2-(chloromethoxy)ethane

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

Conditions

Conditions	Yield
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

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

...Expand

: 80322-82-3
triethyleneglycol dimesylate

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 70-55-3
toluene-4-sulfonamide

: 59945-35-6
N,N'-((ethane-1,2-diylbis(oxy))bis(ethane-2,1-diyl))bis(4-methylbenzenesulfonamide)

Conditions

Conditions	Yield
With sodium carbonate In water for 4h; Heating;	96%
With sodium carbonate 1.) 2 h, heated, 2.) 4 h, reflux; Yield given. Multistep reaction;

: 13297-35-3
3-ethyl-3,4-dihydroquinoxalin-2(1H)-one

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 827324-66-3
1,8-bis(3-ethyl-1,2-dihydro-2-oxoquinoxalin-1-yl)-3,6-dioxaethane

Conditions

Conditions	Yield
With potassium hydroxide In 1,4-dioxane for 5h; Heating;	96%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 109-89-7
diethylamine

: 42070-24-6
1,8-bis(diethylamino)-3,6-dioxaoctane

Conditions

Conditions	Yield
at 21℃; for 48h;	94%
With benzene

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 59559-06-7
1,8-diazido-3,6-dioxaoctane

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide at 60℃; for 12h;	93%
With sodium azide In N,N-dimethyl-formamide at 60℃; for 6h;	82%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 119-36-8
methyl salicylate

: 201596-36-3
1,10-bis(2'-methyl benzoate)-1,4,7,10-tetraoxadecane

Conditions

Conditions	Yield
With potassium carbonate In acetone for 168h; Heating;	92%
With potassium carbonate In acetone Heating;

: 56187-04-3
1,4,7-tritosyl-1,4,7-triazaheptane

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 60147-29-7
7,10,13-tris(p-tolylsulphonyl)-1,4-dioxa-7,10,13-triazacyclopentadecane

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 10h; Heating;	90%
With lithium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 10h; Heating;	80%

: 35980-64-4
1,5,9-Tritosyl-1,5,9-triazanonane

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 60147-29-7
7,10,13-tris(p-tolylsulphonyl)-1,4-dioxa-7,10,13-triazacyclopentadecane

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In water; toluene for 9h; Heating;	90%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 87668-43-7
(15)N-2-nitro-4-methylphenol

: (15)N-1,8-di-2-nitro-4-methylphenoxy-3,6-dioxaoctane

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 100℃;	90%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 1117-97-1
N,0-dimethylhydroxylamine

: N-(2-{2-[2-(Methoxy-methyl-amino)-ethoxy]-ethoxy}-ethyl)-O,N-dimethyl-hydroxylamine

Conditions

Conditions	Yield
at 50℃; for 42h;	90%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 7650-89-7
tribenzylphosphine

: 143251-93-8
[ethane-1,2-diylbis(oxyethane-2,1-diyl)]bis[tribenzylphosphonium] dibromide

Conditions

Conditions	Yield
In acetonitrile for 48h; Heating;	89%
In acetonitrile Heating;

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 25676-62-4
3,7-dithianonane-1,9-dithiol

: 79028-44-7
1,4,8,11-Tetrathia-14,17-dioxacyclononadecane

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 45 - 50℃;	88%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 74676-47-4
N,N',N'',N'''-tetratosyl-1,10-diamino-4,7-diazadecane

: 120808-62-0
7,11,14,18-tetrakis(p-tolylsulphonyl)-1,4-dioxa-7,11,14,18-tetra-azacycloicosane

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 10h; Heating;	88%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In water; toluene for 9h; Heating;	88%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 123-08-0
4-hydroxy-benzaldehyde

: C13H17BrO4

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 0.5h;	86%

: 25423-55-6
3,6-dithiaoctan-1,8-dithiol

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 79028-42-5
1,3,6,9-Tetrathia-18-crown-6

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 45 - 50℃;	85%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 1,2-Bis-(2-selenocyanato-ethoxy)-ethane

: 1, 10-diselana-4,7,13,16-tetraoxacyclooctadecane

Conditions

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran; ethanol at 40 - 50℃; for 13h;	85%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 124-40-3
dimethyl amine

: 3065-46-1
1,2-bis-(2-dimethylamino-ethoxy)-ethane

Conditions

Conditions	Yield
at 25℃; for 40h;	85%

: 260417-00-3
4-(hydroxymethyl)-2-methoxy-5-nitrophenol

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: C14H20BrNO7

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃; for 9h;	85%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 76343-82-3
7,16-bis<2-(p-tolylsulphonylamino)ethyl>-1,4,10-tetraoxa-7,16-diazacyclo-octadecane

: 113917-92-3
4,13-bis(p-tolylsulphonyl)-7,10,19,22,27,30-hexaoxa-1,4,13,16-tetra-aza<14.8.8>dotriacontane

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide Heating;	84%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 16h; Heating;	84%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 16h; Heating;	84%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 113917-86-5
7,13-bis<2-(tolylsulphonylamino)ethyl>-1,4,10-trioxa-7,13-diazacyclopentadecane

: 113917-91-2
4,13-bis(p-tolylsulphonyl)-7,10,19,22,27-pentaoxa-1,4,13,16-tetra-azabicyclo<14.8.5>-nonacosane

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide Heating;	83%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 16h; Heating;	83%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 16h; Heating;	83%

: 288-13-1
NH-pyrazole

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 1170671-38-1
1,8-di(pyrazol-1-yl)-3,6-dioxaoctane

Conditions

Conditions	Yield
Stage #1: NH-pyrazole With potassium hydroxide In dimethyl sulfoxide at 80℃; for 0.5h; Stage #2: 1,2-bis-(2-bromo-ethoxy)-ethane In dimethyl sulfoxide at 80℃; for 1h;	83%

: 136918-14-4
phthalimide

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 86927-04-0
2-(2-(2-(2-bromoethoxy)ethoxy)ethyl)-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide for 240h; Ambient temperature;	82.5%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 59945-36-7
1,11-bis(p-tolylsulphonylamino)-3,6,9-trioxaundecane

: 120808-60-8
10,19-bis-(p-tolylsulphonyl)-1,4,7,13,16-pentaoxa-10,19-diazacyclohemicosane

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In water; toluene for 9h; Heating;	82%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 58175-55-6
1-hexadecyl-1H-imidazole

: C44H84N4O2(2+)*2Br(1-)

Conditions

Conditions	Yield
In ethanol at 80℃; for 72h; Sealed tube;	82%

: 110-89-4
piperidine

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 76331-19-6
1,2-bis-(2-piperidino-ethoxy)-ethane

Conditions

Conditions	Yield
at 70℃; for 13h;	81%
With benzene

: 110-91-8
morpholine

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 110422-21-4
4,4'-(3,6-dioxa-octane-1,8-diyl)-bis-morpholine

Conditions

Conditions	Yield
at 26℃; for 10h;	81%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 59945-34-5
N,N'-Bis(p-tolylsulfonyl)-1,5-diamino-3-oxapentane

: 74461-33-9
7,13-bis(p-tolylsulphonyl)-1,4,10-trioxa-7,13-diazacyclopentadecane

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 10h; Heating;	80%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In water; toluene for 9h; Heating;	80%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 10h; Heating;	77%

: 31255-10-4
1,2-bis-(2-bromo-ethoxy)-ethane

: 59945-35-6
N,N'-((ethane-1,2-diylbis(oxy))bis(ethane-2,1-diyl))bis(4-methylbenzenesulfonamide)

: 52601-78-2
7,16-bis(p-tolylsulphonyl)-1,4,10,13-tetraoxa-7,16-diazacyclo-octadecane

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 10h; Heating;	80%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 10h; Heating;	79%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In water; toluene for 9h; Heating;	79%

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^-24cm³; (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

Product Name

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

Synthetic route

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

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