2,2'-Dibromodiethyl ether supplier

Name
2,2'-Dibromodiethyl ether
EINECS 226-504-2
CAS No. 5414-19-7
Article Data30
CAS DataBase
Density 1.821 g/cm³
Solubility immiscible in water
Melting Point
Formula C₄H₈Br₂O
Boiling Point 216.3 °C at 760 mmHg
Molecular Weight 231.915
Flash Point 85 °C
Transport Information
Appearance colourless liquid
Safety 53-26-36/37/39-45
Risk Codes 61-37/38-41
Molecular Structure
Hazard Symbols T,Xi
Synonyms Ether,bis(2-bromoethyl) (6CI,7CI,8CI);1,1'-Oxybis[2-bromoethane];1,5-Dibromo-3-oxapentane;1-(2-Bromoethoxy)-2-bromoethane;1-Bromo-2-(2-bromoethoxy)ethane;2-(2-Bromoethoxy)ethyl bromide;2-Bromoethyl ether;3-Oxa-1,5-dibromopentane;Bis(2-bromoethyl) ether;Bis(b-bromoethyl) ether;Di(2-bromoethyl) ether;NSC 8025;b,b'-Dibromodiethyl ether;
PSA 9.23000
LogP 1.79280

Synthetic route

1,4-oxathiane-4,4-dioxide: 1,4-oxathiane-4,4-dioxide

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

Conditions

Conditions	Yield
With hydrogen bromide at 20℃; for 12h; Temperature;	82.1%

: 111-46-6
diethylene glycol

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

Conditions

Conditions	Yield
With phosphorus tribromide at 0 - 60℃; for 13h;	80%
With phosphorus tribromide at 50 - 60℃; for 12h;	80%
With phosphorus tribromide for 9.5h;	33%

: 799296-23-4
ethyl (2S)-2-[(diisopropylsilyl)oxy]propanoate

: 540-51-2
2-bromoethanol

A: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

B: 1202570-30-6
ethyl (2S)-2-{[(2-bromoethoxy)(diisopropyl)silyl]oxy}propanoate

Conditions

Conditions	Yield
With bromopentacarbonylmanganese(I) In dichloromethane at 20℃; for 2h;	A n/a B 68%

...Expand

: 111-44-4
3-oxa-1,5-dichloropentane

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

Conditions

Conditions	Yield
With potassium bromide In ethylene dibromide; N,N-dimethyl-formamide for 24h; Reflux;	65%

: 34604-52-9
diethylene glycol dimesylate

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

Conditions

Conditions	Yield
With lithium bromide In acetone for 20h; Heating / reflux;	50%
With lithium bromide In acetone for 20h; Heating;

: 75-21-8
oxirane

: 74-85-1
ethene

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

Conditions

Conditions	Yield
With bromine
With bromine In tetrachloromethane

: 616-47-7
1-methyl-1H-imidazole

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 3,3′-(oxidi-2,1-ethanediyl)bis[1-methyl-imidazolium] dibromide

Conditions

Conditions	Yield
In toluene Reflux; Inert atmosphere;	100%
In toluene at 90℃; for 48h;	99%
In acetonitrile for 48h; Reflux;	95%
at 80℃; for 16h;
In 1,1,1-trichloroethane at 80℃; for 24h;

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: cis-(+/-)-4-(3,4-dimethoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

: cis-2-[2-(2-bromoethoxy)ethyl]-4-(3,4-dimethoxyphenyl)-4a,5,8,8a-tetrahydrophthalazin-1(2H)-one

Conditions

Conditions	Yield
Stage #1: cis-(+/-)-4-(3,4-dimethoxyphenyl)-4a,5,8,8a-tetrahydrophthalazin-1(2H)-one With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; Stage #2: 1,1'-oxybis(2-bromo-ethane) In N,N-dimethyl-formamide; mineral oil for 0.25h;	100%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: trans-4-(tert-butoxycarbonylamino)cyclohexylamine

: tert-butyl ((1,4-trans)-4-morpholinocyclohexyl)carbamate

Conditions

Conditions	Yield
With sodium carbonate In acetonitrile at 75℃; for 48h;	100%
With triethylamine In N,N-dimethyl-formamide at 70℃; for 16h;

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: (3S)-4-[2-chloro-6-(methanesulfonylmethyl)pyrimidin-4-yl]-3-ethylmorpholine

: (3S)-4-[2-chloro-6-(4-methanesulfonyloxan-4-yl)pyrimidin-4-yl]-3-ethylmorpholine

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydroxide In toluene at 90℃; for 2.25h; Sealed tube;	100%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 14044-65-6
borane-THF

: 6372-48-1
methylphenylphosphine

: 1147564-62-2, 1147564-78-0
2,2'-oxybis(ethane-2,1-diyl)bis(methylphenylphosphine-borane)

Conditions

Conditions	Yield
With NaOCH(CH3)2CH2CH2; [RuH(1,2-bis(dimethylphosphino)ethane)((R)-DIFLUORPHOS)][tetraphenylborate] In tetrahydrofuran (N2); addn. of phosphine deriv. and benzyl chloride to THF soln. of sodium alcoholate deriv. and ruthenium compd., stirring at room temp. for 90min, addn. of THF soln. of borane deriv., stirring at room temp. for 30 min; addn. of water, extn. (ethyl acetate), washing with brine, drying over Na2SO4, filtration, concg., chromy. (silica gel, 75:25 hexanes/ethyl acetate), NMR and MS;	99%

Yield

With NaOCH(CH3)2CH2CH2; [RuH(1,2-bis(dimethylphosphino)ethane)((R)-DIFLUORPHOS)][tetraphenylborate] In tetrahydrofuran (N2); addn. of phosphine deriv. and benzyl chloride to THF soln. of sodium alcoholate deriv. and ruthenium compd., stirring at room temp. for 90min, addn. of THF soln. of borane deriv., stirring at room temp. for 30 min; addn. of water, extn. (ethyl acetate), washing with brine, drying over Na2SO4, filtration, concg., chromy. (silica gel, 75:25 hexanes/ethyl acetate), NMR and MS;

99%

...Expand

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 75-50-3
trimethylamine

: (5-bromo-3-oxapentyl)trimethylammonium bromide

Conditions

Conditions	Yield
In tetrahydrofuran for 24h; Ambient temperature;	98%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 105-53-3
diethyl malonate

: 91368-89-7
(1-ethoxy-ethyl)-malonic acid diethyl ester

Conditions

Conditions	Yield
With sodium In ethanol; hexane	98%
With sodium In ethanol; hexane	98%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 2-[3,5-bis(1-ethoxyethoxy)phenyl]acetonitrile

: 4-[3,5-bis(1-ethoxyethoxy)phenyl]tetrahydro-2H-pyran-4-carbonitrile

Conditions

Conditions	Yield
Stage #1: 2-[3,5-bis(1-ethoxyethoxy)phenyl]acetonitrile With potassium hexamethylsilazane In tetrahydrofuran at -16℃; for 0.0833333h; Inert atmosphere; Stage #2: 1,1'-oxybis(2-bromo-ethane) In tetrahydrofuran at -16℃; for 1h; Inert atmosphere;	98%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 77421-68-2
1-(5-O-acetyl-2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)-thymine

: 514213-69-5
5'-O-acetyl-3-N-[2-(2-bromoethoxy)ethyl]-2',3'-didehydro-2',3'-dideoxythymidine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1.5h;	97%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 24345-74-2
1,5-diazido-3-oxapentane

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide at 60℃; for 10h;	97%
With sodium azide In N,N-dimethyl-formamide at 60℃; Inert atmosphere;	95%
With sodium azide In N,N-dimethyl-formamide at 55℃; for 3h;

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 2-(((1R,3R)-3-(benzyloxy)cyclohexyl)oxy)-5-bromopyridin-3-amine

: 4-(2-(((1R,3R)-3-(benzyloxy)cyclohexyl)oxy)-5-bromopyridin-3-yl)morpholine

Conditions

Conditions	Yield
Stage #1: 2-(((1R,3R)-3-(benzyloxy)cyclohexyl)oxy)-5-bromopyridin-3-amine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 25℃; for 0.5h; Stage #2: 1,1'-oxybis(2-bromo-ethane) In N,N-dimethyl-formamide; mineral oil at 80℃; for 11.5h;	97%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 119-36-8
methyl salicylate

: 161724-78-3
1,7-bis(2-(methoxycarbonyl)phenyl)-1,4,7-trioxaheptane

Conditions

Conditions	Yield
With potassium carbonate In acetone for 168h; Heating;	96%
With potassium carbonate In acetone for 168h; Heating;	90%
With potassium carbonate In acetone for 168h; Reflux;	55%
With potassium carbonate In acetone Heating;

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 63365-92-4
3-(2-imidazolin-1-yl)propyltriethoxysilane

: 3-[3-(triethoxysilyl)propyl]-1-[2-(2-{1-[3-(triethoxysilyl)propyl]-1H-imidazol-3-ium-3-yl}ethoxy)ethyl]-1H-imidazol-3-ium dibromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 120℃; for 4h;	96%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 582313-57-3
4-chloro-7-fluoro-7-deazapurine

: 7-(2-[2-bromoethoxy]ethyl)-4-chloro-5-fluoro-7H-pyrrolo-[2,3-d]pyrimidine

Conditions

Conditions	Yield
Stage #1: 4-chloro-7-fluoro-7-deazapurine With sodium hydride In mineral oil at 0 - 22℃; for 0.166667h; Stage #2: 1,1'-oxybis(2-bromo-ethane) In N,N-dimethyl-formamide; mineral oil at 60℃; for 2h;	96%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 577967-89-6
6-hydroxy-2-chloroquinoline

: C22H18Cl2N2O3

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 4h;	95.8%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 197376-47-9
ethyl (6-chloro-pyridin-3-yl)acetate

: ethyl 4-(6-chloropyridin-3-yl)tetrahydro-2H-pyran-4-carboxylate

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	95%
Stage #1: ethyl (6-chloro-pyridin-3-yl)acetate With sodium hydride In N,N-dimethyl-formamide; mineral oil for 0.666667h; Cooling with ice; Stage #2: 1,1'-oxybis(2-bromo-ethane) In N,N-dimethyl-formamide; mineral oil at 0℃; for 3h;	0.82 g

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 2-(2-(difluoro(trifluoromethoxy)methoxy)-1,1,2,2-tetrafluoroethoxy)-N-(3-(dimethylamino)propyl)-2,3,3,3-tetrafluoropropanamide

: N,N'-(oxybis(ethane-2,1-diyl))bis(1,1,1,3,3,5,5,6,6,8-decafluoro-N,N-dimethyl-9-oxo-8-(trifluoromethyl)-2,4,7-trioxa-10-azatridecan-13-aminium) bromide

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 12h; Schlenk technique;	95%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

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

: 120808-61-9
4,8,11,15-tetrakis(p-tolylsulphonyl)-1-oxa-4,8,11,15-tetraazacycloheptadecane

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 10h; Heating;	94%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In water; toluene for 9h; Heating;	94%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 69363-09-3
(1S,2S,3R,5S)-3-amino-2,6,6-trimethylbicyclo[3.1.1]heptan-2-ol

: (1S,2S,3R,5S)-2,6,6-trimethyl-3-morpholinobicyclo[3.1.1]heptan-2-ol

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 18h; Reflux;	94%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 2-bromo-5-((4-(3-hydroxyphenyl)pyrimidin-2-yl)amino)phenol

: C20H18BrN3O3

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 20h;	94%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 693-21-0
diethylene glycol dinitrate

Conditions

Conditions	Yield
With silver nitrate In acetonitrile at 70℃; for 16h; Darkness;	93.4%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 37577-28-9
(1S,2R)-(+)-norphedrine

: (1S,2R)-2-(morpholin-4-yl)-1-phenylpropanol

Conditions

Conditions	Yield
With sodium hydrogencarbonate In toluene for 22.5h; Heating;	93%
Stage #1: 1,1'-oxybis(2-bromo-ethane); (1S,2R)-(+)-norphedrine With sodium hydrogencarbonate In toluene at 115℃; for 22.5h; Stage #2: With sodium hydroxide In water pH=13;	93%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 1-(6-chloropyridin-3-yl)cyclohexanamine

: 4-(1-(6-chloropyridin-3-yl)cyclohexyl)morpholine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 120℃; Sealed tube;	93%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 31938-07-5
(3-bromophenyl)acetonitrile

: 245439-36-5
4-(3-Bromo-phenyl)-tetrahydro-pyran-4-carbonitrile

Conditions

Conditions	Yield
Stage #1: (3-bromophenyl)acetonitrile With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: 1,1'-oxybis(2-bromo-ethane) In N,N-dimethyl-formamide at 0 - 20℃; for 4h;	93%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 485-72-3
7-Hydroxy-3-(4-methoxy-phenyl)-chromen-4-on

: 7-(2-(2-bromoethoxy)-ethoxy)-3-(4-methoxyphenyl)-4H-chromen-4-one

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60℃; for 10h;	93%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 30516-87-1
3'-azido-2',3'-deoxythymidine

: 3'-azido-3-N-(5-bromoethyl ether)-3'-deoxythymidine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide; acetone for 24h; Alkylation; Heating;	92%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 486395-57-7
4,4'-bis(hydroxy)-3,3'-oxybis(ethyleneoxy)dibenzaldehyde

: 90265-03-5
6,7,9,10,17,18,20,21-octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecin-2,14-dicarbaldehyde

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 43.5h; Williamson macrocyclization;	92%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 3544-25-0
p-aminophenylacetonitrile

: 1000512-72-0
2-[4-(morpholin-4-yl)phenyl]acetonitrile

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In toluene for 20h; Reflux;	92%
With N-ethyl-N,N-diisopropylamine In toluene for 20h; Reflux;	92%
With N-ethyl-N,N-diisopropylamine In toluene for 20h; Reflux;

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 56613-80-0
(R)-Phenylglycinol

: (R)-2-morpholino-2-phenylethan-1-ol

Conditions

Conditions	Yield
With potassium carbonate In ethanol at 80℃; for 24h;	92%

: 5414-19-7
1,1'-oxybis(2-bromo-ethane)

: 701270-40-8
tert-butyl {[5-(4-butoxyphenyl)thien-2-yl]sulfonyl}acetate

: 701270-41-9
tert-butyl 4-{[5-(4-butoxyphenyl)thien-2-yl]sulfonyl}tetrahydro-2H-pyran-4-carboxylate

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In DMF (N,N-dimethyl-formamide) at 65℃; for 15h;	91%

2,2'-Dibromodiethyl ether Specification

The Ethane,1,1'-oxybis[2-bromo-, with the cas registry number 5414-19-7, has the IUPAC name of 1-bromo-2-(2-bromoethoxy)ethane. Being a kind of colourless liquid, it is combustible and incompatible with oxidizing agents, acid chlorides, chloroformates, reducing agents, halogens. And its product categories are various, including Aliphatics; Halides; Ethers; Organic Building Blocks; Oxygen Compounds.

The characteristics of this chemical are as follows: (1)ACD/LogP: 1.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.87; (4)ACD/LogD (pH 7.4): 1.87; (5)ACD/BCF (pH 5.5): 15.64; (6)ACD/BCF (pH 7.4): 15.64; (7)ACD/KOC (pH 5.5): 249.2; (8)ACD/KOC (pH 7.4): 249.2; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 9.23; (13)Index of Refraction: 1.505; (14)Molar Refractivity: 37.78 cm³; (15)Molar Volume: 127.2 cm³; (16)Polarizability: 14.98 ×10^-24 cm³; (17)Surface Tension: 37.6 dyne/cm; (18)Density: 1.821 g/cm³; (19)Flash Point: 85 °C; (20)Enthalpy of Vaporization: 43.42 kJ/mol; (21)Boiling Point: 216.3 °C at 760 mmHg; (22)Vapour Pressure: 0.207 mmHg at 25°C; (23)Exact Mass: 231.892143; (24)MonoIsotopic Mass: 229.89419; (25)Topological Polar Surface Area: 9.2; (26)Heavy Atom Count: 7; (27)Formal Charge: 0; (28)Complexity: 28.9.

When you are dealing with this chemical, you should be much more careful. For being a kind of irritant chemical to respiratory system and skin, it may cause inflammation to the skin or other mucous membranes. If inadequately used, it may have risk of serious damage to eyes and may cause harm to the unborn child. Then it is toxic which may at low levels cause damage to health. Therefore, you should take the following instructions to protect yourself. Wear suitable protective clothing, gloves and eye/face protection. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice, and if in case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). Then remember to avoid exposure - obtain special instructions before use.

Additionally, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C(CBr)OCCBr
(2)InChI: InChI=1S/C4H8Br2O/c5-1-3-7-4-2-6/h1-4H2
(3)InChIKey: FOZVXADQAHVUSV-UHFFFAOYSA-N

Product Name

2,2'-Dibromodiethyl ether

Synthetic route

2,2'-Dibromodiethyl ether Specification

Related Products

Hot Products