Conditions | Yield |
---|---|
With tetraethylammonium chloride In acetonitrile Ambient temperature; electrochemical conditions (Fe cathode); | A 55.9% B n/a |
Conditions | Yield |
---|---|
With chloroethane; bromine at 40 - 100℃; under 37 Torr; Irradiation; temperature dependence of the relative rate constants; | |
With bromine at 170℃; | |
With bromine at 198℃; unter Belichtung bei Abwesenheit von Eisen; |
Conditions | Yield |
---|---|
With hydrogen bromide | |
With water; hydrogen bromide | |
With hydrogen bromide; acetic acid |
Conditions | Yield |
---|---|
With magnesium hydrosilicate; hydrogen bromide |
Conditions | Yield |
---|---|
With aluminum tri-bromide |
Conditions | Yield |
---|---|
With sodium hypobromide |
Conditions | Yield |
---|---|
With phosphorus trichloride dibromide |
Conditions | Yield |
---|---|
at 300 - 315℃; | |
at 300℃; |
Conditions | Yield |
---|---|
With potassium hydroxide; platinum Electrolysis; |
Conditions | Yield |
---|---|
With phosphorus trichloride dibromide |
Conditions | Yield |
---|---|
With mercury bromide; hydrogen bromide at 200℃; |
Conditions | Yield |
---|---|
With hydrogen bromide |
ethyl bromide
A
Vinyl bromide
B
1,1-Dibromoethane
C
ethane
D
ethene
E
n-butane
Conditions | Yield |
---|---|
at 24.9℃; Quantum yield; Irradiation; dependence of the product quantum yields on ethyl bromide pressure, photolysios time and additives (as N2, CF4, NO).; |
ethyl bromide
A
1,1-Dibromoethane
B
2,3-dibromobutane
C
ethane
D
ethene
E
n-butane
Conditions | Yield |
---|---|
With nitrogen(II) oxide under 1.1 Torr; Quantum yield; Product distribution; Ambient temperature; Irradiation; var. pressure; effect of inert gas, radical scavenger; |
Conditions | Yield |
---|---|
copper and nickel chlorides at 170℃; Equilibrium constant; Thermodynamic data; 200 - 250 deg C, ΔH(excit.), ΔS(excit).; |
Conditions | Yield |
---|---|
des Kalium-Salzes.Electrolysis; |
water
hydrogen bromide
acetylene
A
Vinyl bromide
B
1,1-Dibromoethane
Conditions | Yield |
---|---|
at 100℃; under 80 - 240 Torr; Kinetics; |
3-bromo-3-methyldiazirine
A
Vinyl bromide
B
1,1-Dibromoethane
C
ethene
D
ethylene dibromide
E
acetylene
F
1,2-dibromomethane
Conditions | Yield |
---|---|
With (Z)-2-Butene Product distribution; Mechanism; Ambient temperature; Irradiation; gas phase photolysis; further additives, different conditions; |
Vinyl bromide
water
hydrogen bromide
1,1-Dibromoethane
Conditions | Yield |
---|---|
at 198℃; unter Belichtung; | |
at 230℃; unter Belichtung; |
Vinyl bromide
hydrogen bromide
acetic acid
1,1-Dibromoethane
Conditions | Yield |
---|---|
at 100℃; | |
at 50℃; |
Vinyl bromide
hydrogen bromide
aluminium bromide
acetic acid
1,1-Dibromoethane
Conditions | Yield |
---|---|
at 50℃; | |
at 100℃; |
Vinyl bromide
hydrogen bromide
acetic acid
1,1-Dibromoethane
Conditions | Yield |
---|---|
at 50℃; | |
at 100℃; |
Conditions | Yield |
---|---|
at 100 - 200℃; |
Vinyl bromide
hydrogen bromide
acetic acid
1,1-Dibromoethane
Conditions | Yield |
---|---|
at 50℃; | |
at 100℃; |
Vinyl bromide
hydrogen bromide
acetic acid
1,1-Dibromoethane
Conditions | Yield |
---|---|
at 50℃; | |
at 100℃; |
Conditions | Yield |
---|---|
at 100 - 200℃; |
Conditions | Yield |
---|---|
at 100 - 200℃; |
Vinyl bromide
hydrogen bromide
A
1,1-Dibromoethane
B
ethylene dibromide
Conditions | Yield |
---|---|
Produkt 2. entsteht nur bei Gegenwart von Diphenylamin; | |
Produkt 2. entsteht nur bei Gegenwart von Dimethylanilin; | |
Produkt 2. entsteht nur bei Gegenwart von Thiophenol+MgCl2; |
Conditions | Yield |
---|---|
With nitrogen In N-methyl-acetamide; water; mineral oil | 100% |
Conditions | Yield |
---|---|
With lanthanum; iodine In tetrahydrofuran at 67℃; for 5h; | 98% |
magnesium dihydride
7-Bromo-1-[(S)-2-(tert-butyldimethyl-silanyloxy)-propyl]-6-oxiranylmethoxy-1H-indazole
1,1-Dibromoethane
1-Bromo-3-[7-bromo-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-1H-indazol-6-yloxy]-propan-2-ol
Conditions | Yield |
---|---|
With ammonium chloride In tetrahydrofuran | 95% |
Conditions | Yield |
---|---|
Stage #1: With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride In tetrahydrofuran; dichloromethane at 0 - 25℃; for 0.666667h; Inert atmosphere; Stage #2: With lead(II) chloride; zinc In tetrahydrofuran; dichloromethane at 25℃; for 0.333333h; Inert atmosphere; Stage #3: 1,1-Dibromoethane; C64H88O12Si In tetrahydrofuran; dichloromethane for 1h; Inert atmosphere; Reflux; | 93% |
1,1-Dibromoethane
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; zinc; titanium tetrachloride In tetrahydrofuran; dichloromethane | 91% |
1,1-Dibromoethane
2-Methyl-4,5-diphenyl-cyclopent-4-ene-1,3-dione
Conditions | Yield |
---|---|
In toluene at 50℃; for 5h; | 90% |
1,1-Dibromoethane
isopropyl benzoate
((Z)-1-Isopropoxy-propenyl)-benzene
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc In tetrahydrofuran at 25℃; for 2h; | 88% |
1,1-Dibromoethane
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc; lead(II) chloride In tetrahydrofuran at 20℃; for 5h; | 88% |
3-thiophene carboxaldehyde
1,1-Dibromoethane
isopropylmagnesium chloride
1-chloro-3-hydroxypropane
1-(3-Thienyl)-1,4-butanediol
Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran | 88% |
1,1-Dibromoethane
Conditions | Yield |
---|---|
With carbon disulfide In N-methyl-acetamide | 88% |
1,1-Dibromoethane
ethyl cysteinate hydrochloride
thiomorpholinecarboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran | 87% |
benzoic acid methyl ester
1,1-Dibromoethane
(1-methoxyprop-1-en-1-yl)benzene
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc In tetrahydrofuran at 25℃; for 2h; | 86% |
magnesium dihydride
7-Bromo-1-[2-(tert-butyldimethyl-silanyloxy)-propyl]-6-oxiranylmethoxy-1H-indazole
1,1-Dibromoethane
1-Bromo-3-[7-bromo-1-[2-(tert-butyl-dimethyl-silanyloxy)-propyl]-1H-indazol-6-yloxy]-propan-2-ol
Conditions | Yield |
---|---|
With ammonium chloride In tetrahydrofuran | 86% |
1,1-Dibromoethane
cyclopent-3-enol
exo-6-Methyl-cis-bicyclo<3.1.0>hexan-3-ol
Conditions | Yield |
---|---|
With diethylzinc; copper; zinc In diethyl ether for 12h; Ambient temperature; | 85% |
3-(4-chlorophenyl)-4-(4-hydroxybenzyl)-7-methoxychromen-2-one
1,1-Dibromoethane
3-(4-chlorophenyl)-4-(4-(2-bromoethoxy)benzyl)-7-methoxychromen-2-one
Conditions | Yield |
---|---|
With potassium carbonate In acetone | 83% |
With potassium carbonate In acetone | 83% |
N-(cyclohexanecarbonyl)piperidine
1,1-Dibromoethane
1-((E)-1-Cyclohexyl-propenyl)-piperidine
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc In tetrahydrofuran at 25℃; for 18h; | 82% |
1,1-Dibromoethane
bis(pinacol)diborane
Conditions | Yield |
---|---|
With copper(l) iodide; lithium methanolate In N,N-dimethyl-formamide at 40℃; for 24h; Schlenk technique; Inert atmosphere; | 82% |
With lithium tert-butoxide In N,N-dimethyl-formamide at 30℃; under 760.051 Torr; for 6h; Irradiation; | 74% |
With copper(l) iodide; lithium tert-butoxide In N,N-dimethyl-formamide at 40℃; for 24h; Inert atmosphere; | 71% |
1,1-Dibromoethane
(E)-(5R,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate
(((E)-4-((S)-2-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-3,4-dihydro-2H-pyran-6-yl)-4-methylpent-2-en-1-yl)oxy)(tert-butyl)dimethylsilane
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; lead(II) chloride; zinc In dichloromethane for 2h; Reflux; | 82% |
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In toluene at 25℃; for 24h; | 81.7% |
With sodium hexamethyldisilazane In toluene at 0 - 25℃; for 24h; Inert atmosphere; | 37% |
1,1-Dibromoethane
benzoic acid tert-butyl ester
(1-tert-butoxypropenyl)-benzene
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc In tetrahydrofuran at 25℃; for 2h; | 81% |
1,1-Dibromoethane
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc; lead(II) chloride In tetrahydrofuran at 20℃; for 14h; alkylidenation; | 81% |
1,1-Dibromoethane
trimethylsilyl cyclohexanecarboxylate
(Z)-1-cyclohexyl-1-(trimethylsilyloxy)-1-propene
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc In tetrahydrofuran at 25℃; for 2h; | 80% |
1,1-Dibromoethane
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc; lead(II) chloride In tetrahydrofuran at 20℃; for 5h; | 79% |
1,1-Dibromoethane
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; zinc; titanium tetrachloride In tetrahydrofuran; dichloromethane | 78% |
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc In tetrahydrofuran at 25℃; for 3h; | 76% |
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc In tetrahydrofuran at 25℃; for 2h; | 75% |
1,1-Dibromoethane
Methyl-2 phenyl-4 cyclopenten-4 dion-1.3
Conditions | Yield |
---|---|
In toluene at 70℃; for 8h; | 75% |
Conditions | Yield |
---|---|
With potassium carbonate In hexane; ethyl acetate; N,N-dimethyl-formamide | 75% |
1,1-Dibromoethane
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; zinc; titanium tetrachloride In tetrahydrofuran; dichloromethane | 74% |
1-(p-chlorophenyl)-2-cyclopropyl-2-methylethan-1-one
1,1-Dibromoethane
2-(4-chlorophenyl)-2-(1-cyclopropylethyl)-3-methyloxirane
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; | 73% |
Product Name: 1,1-Dibromoethane
CAS Registry Number: 557-91-5
Synonyms: 1,1-Dibromoethane ; CCRIS 8552 ; EINECS 209-184-9 ; Ethylidene bromide ; Ethylidene dibromide ; HSDB 7382
Systematic Name: 1,1-Dibromoethane ; Ethane, 1,1-dibromo-
IUPAC Name: 1,1-dibromoethane
Molecular Weight: 187.86116 [g/mol]
Molecular Formula: C2H4Br2
XLogP3-AA: 2.3
EINECS: 209-184-9
Surface Tension: 34.1 dyne/cm
Density: 2.127 g/cm3
Enthalpy of Vaporization: 32.95 kJ/mol
Boiling Point: 104.7 °C at 760 mmHg
Vapour Pressure: 35.4 mmHg at 25°C
Refractive Index: 1.509-1.512
Following is the molecular structure of 1,1-Dibromoethane (CAS NO.557-91-5) is:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rabbit | LDLo | rectal | 1250mg/kg (1250mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 34, Pg. 223, 1928. |
Reported in EPA TSCA Inventory.
Moderately toxic by rectal route. Mutation data reported. Violent reaction with magnesium. When heated to decomposition it emits toxic fumes of Br−. See also BROMIDES.
Safty information about 1,1-Dibromoethane (CAS NO.557-91-5) is:
Hazard Codes:
Xn
Risk Statements:
R40:Limited evidence of a carcinogenic effect.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements:
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37:Wear suitable protective clothing and gloves.
RIDADR: 2810
RTECS: KH9000000
HazardClass: 6.1(b)
PackingGroup: III
1,1-Dibromoethane (CAS NO.557-91-5) is a clear colourless to brownish liquid.
First Aid Measures about it:
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Get medical aid. Wash mouth out with water.
Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Handling and Storage about it:
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use only in a chemical fume hood.
Storage: Store in a cool, dry place. Store in a tightly closed container.
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