2,2-dimethylpropane
A
3,3-dimethylpyrrolidine-2,5-dione
B
bromodichloromethane
C
2,2-dimethylpropyl bromide
D
3-bromo-3-methylbutanoyl isocyanate
Conditions | Yield |
---|---|
With ethene; dichloromethane; 22DMNBS; bromine at 12℃; for 30h; Irradiation; Further byproducts given. Yields of byproduct given; | A 67.7% B 32.3% C 45.2% D n/a |
Conditions | Yield |
---|---|
With potassium hydroxide; sodium bromide; 18-crown-6 ether In water at 0℃; for 48h; | 38% |
With aluminium trichloride; hydrogen bromide | |
With aluminum tri-bromide; hydrogen bromide | |
With hydrogen bromide; aluminium |
Conditions | Yield |
---|---|
With aluminium trichloride at 20 - 25℃; |
methane
bromodichloromethane
Conditions | Yield |
---|---|
With sulfur trioxide; sodium bromide; sodium chloride at 600 - 700℃; |
Conditions | Yield |
---|---|
With bromine at 220℃; | |
With N-Bromosuccinimide; bromine at 14 - 15℃; | 0.50 mmol |
With N-Bromosuccinimide at 15℃; Irradiation; competitive brominaton reactions with neopentane; further brominating systems (NBS-Br2; NBS-DCE); |
Conditions | Yield |
---|---|
With aluminium trichloride | |
at 135℃; | |
With sodium hydroxide In various solvent(s) Mechanism; Ambient temperature; effects of additives: p-dinitrobenzene and di-tert-butyl nitroxide; | |
With aluminium trichloride beim Erhitzen auf Siedetemperatur; | |
at 135℃; unter CO2-Druck; |
2-bromo-2,2-dichloro-ethane-1,1-diol
bromodichloromethane
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
With hypobromite |
2,2-dimethylpropane
2,2-dimethyl-N-bromosuccinimide
A
3,3-dimethylpyrrolidine-2,5-dione
B
bromodichloromethane
C
2,2-dimethylpropyl bromide
D
3-bromo-3-methylbutanoyl isocyanate
Conditions | Yield |
---|---|
With ethene; dichloromethane; bromine at 12℃; for 0.333333h; Irradiation; various molar ratios of educts; neopentane/methylene chloride competition with 2,2-dimethylsuccinimidyl radical; mechanism; |
Conditions | Yield |
---|---|
With N-Bromosuccinimide at 15℃; Irradiation; competition reaction with neopentane; relative rate constants for mediated brominations; additives - Br2, BrCCl3, CH2CCl2; |
Conditions | Yield |
---|---|
With acetyl hypobromite; bromine In dichloromethane at -78℃; for 3h; Product distribution; Mechanism; Irradiation; other substrates; | |
With acetyl hypobromite; bromine In dichloromethane at -78℃; for 3h; Irradiation; |
ethene
dichloromethane
methylcyclopropane
2,2-dimethyl-N-bromoglutarimide
A
1-bromo-4-butene
B
2,2-dimethylglutarimide
C
bromodichloromethane
E
ethylene dibromide
F
cyclopropylcarbinyl bromide
Conditions | Yield |
---|---|
at 15℃; for 1h; Product distribution; Kinetics; Mechanism; Irradiation; | A 1.7 % Chromat. B 50.4 % Chromat. C 12.8 % Chromat. D 50.1 % Chromat. E 2.0 % Chromat. F 18.0 % Chromat. |
dichloromethane
methylcyclopropane
2,2-dimethyl-N-bromoglutarimide
A
1-bromo-4-butene
B
2,2-dimethylglutarimide
C
bromodichloromethane
D
1,3-dibromobutane
E
cyclopropylcarbinyl bromide
Conditions | Yield |
---|---|
at 15℃; for 1h; Product distribution; Mechanism; Kinetics; Irradiation; | A 3.2 % Chromat. B 95.9 % Chromat. C 24.1 % Chromat. D 8.5 % Chromat. E 34.5 % Chromat. |
Conditions | Yield |
---|---|
With bromine; chlorine In trichlorofluoromethane at 10℃; for 0.0166667h; Irradiation; Yield given; |
Conditions | Yield |
---|---|
With ethyl bromide; aluminum oxide; tetrabutyl phosphonium bromide at 170℃; | A 9.5 % Spectr. B 0.5 % Spectr. |
chloroform
A
bromodichloromethane
B
chlorodibromomethane
C
Bromoform
Conditions | Yield |
---|---|
With carbon tetrabromide; tetranormalbutyl ammonium fluoride for 0.166667h; Product distribution; Mechanism; Ambient temperature; var. reag.: CBrCl3; equilibrium; products determined by GC-MS; |
Bromoform
A
bromodichloromethane
B
chloroform
C
chlorodibromomethane
Conditions | Yield |
---|---|
With dichloromethane; aluminum oxide; tetrabutyl phosphonium bromide at 170℃; | A 7 % Spectr. B 1 % Spectr. C 28 % Spectr. |
With tetrachloromethane; tetranormalbutyl ammonium fluoride for 0.166667h; Product distribution; Mechanism; Ambient temperature; var.reag.: fluorotrichloromethane; equilibrium; products determined by GC-MS; |
Conditions | Yield |
---|---|
With sodium hydroxide; sodium chloride; N-benzyl-N,N,N-triethylammonium chloride In water Heating; Yield given. Yields of byproduct given; |
Bromotrichloromethane
A
bromodichloromethane
B
chloroform
C
hexachloroethane
Conditions | Yield |
---|---|
With perchloric acid; CoW7-; sodium perchlorate In water; acetonitrile at 20℃; Rate constant; Product distribution; pH 7; reaction with Co(II)sepuchrate2- at 50 deg C; electron transfer reactions of polyhaloalkanes with Co(II)W12O407- and Co(II)sepulchrate2+, order of reactivity toward Co(II)W12O407-, trapping experiments with N-t-butyl-α-phenylnitrone; | A n/a B 72 % Spectr. C 2 % Spectr. |
ethene
dichloromethane
2,2-dimethyl-N-bromoglutarimide
cyclopropane
A
2,2-dimethylglutarimide
B
bromodichloromethane
C
cyclopropyl bromide
Conditions | Yield |
---|---|
Product distribution; Mechanism; Kinetics; Irradiation; | A n/a B 24 % Chromat. C 22 % Chromat. D 40 % Chromat. |
dichloromethane
cyclopropane
A
bromodichloromethane
B
cyclopropyl bromide
Conditions | Yield |
---|---|
With 2,2-dimethyl-N-bromoglutarimide Product distribution; Mechanism; Irradiation; | A 42 % Chromat. B 53 % Chromat. |
DL-methionine sulfone
chloride
A
bromodichloromethane
B
chloroform
C
chlorodibromomethane
D
dichloroacetonitrile
Conditions | Yield |
---|---|
With dihydrogen peroxide; potassium carbonate In phosphate buffer sulfo-haloform reaction; Enzymatic reaction; |
chloride
A
bromodichloromethane
B
chloroform
C
chlorodibromomethane
D
1,1-Dichloroacetone
Conditions | Yield |
---|---|
With dihydrogen peroxide; potassium carbonate In phosphate buffer haloform reaction; Enzymatic reaction; Further byproducts given; |
chloro bromomethyl
bromodichloromethane
Conditions | Yield |
---|---|
With chlorine at 74.85 - 554.85℃; Rate constant; Kinetics; |
orcinol
A
bromodichloromethane
B
chloroform
C
chlorodibromomethane
D
Bromoform
Conditions | Yield |
---|---|
With sodium hypochlorite; sodium hypobromide for 1h; pH=8; Product distribution; Oxidation; halogenation; |
p-cresol
A
bromodichloromethane
B
chloroform
C
chlorodibromomethane
D
Bromoform
Conditions | Yield |
---|---|
With sodium hypochlorite; sodium hypobromide for 1h; pH=8; Product distribution; Oxidation; halogenation; |
3,4-Dihydroxybenzoic acid
A
bromodichloromethane
B
chloroform
C
chlorodibromomethane
D
Bromoform
Conditions | Yield |
---|---|
With sodium hypochlorite; sodium hypobromide for 1h; pH=8; Product distribution; Oxidation; halogenation; |
4-methyl resorcinol
A
bromodichloromethane
B
chloroform
C
chlorodibromomethane
D
Bromoform
Conditions | Yield |
---|---|
With sodium hypochlorite; sodium hypobromide for 1h; pH=8; Product distribution; Oxidation; halogenation; |
4-hydroxysalicylic acid
A
bromodichloromethane
B
chloroform
C
chlorodibromomethane
D
Bromoform
Conditions | Yield |
---|---|
With sodium hypochlorite; sodium hypobromide for 1h; pH=8; Product distribution; Oxidation; halogenation; |
2-methylbenzene-1,4-diol
A
bromodichloromethane
B
chloroform
C
chlorodibromomethane
D
Bromoform
Conditions | Yield |
---|---|
With sodium hypochlorite; sodium hypobromide for 1h; pH=8; Product distribution; Oxidation; halogenation; |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 98% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Time; Schlenk technique; Inert atmosphere; Sealed tube; Large scale; | 96% |
N-methyl-3-phenylindole
bromodichloromethane
1-methyl-3-phenyl-1H-indole-2-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: N-methyl-3-phenylindole; bromodichloromethane With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; palladium diacetate; acetic anhydride; silver carbonate In acetonitrile at 60℃; for 24h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride In dichloromethane at 30℃; | 95% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 94% |
Conditions | Yield |
---|---|
Stage #1: bromodichloromethane; 1-ethyl-3-phenyl-1H-indole With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; palladium diacetate; acetic anhydride; silver carbonate In acetonitrile at 60℃; for 24h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride In dichloromethane at 30℃; | 93% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 93% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 93% |
bromodichloromethane
(8R,9S,13S,14S)-13-methyl-3-vinyl-6,7,8,9,11,12,13,14,15,16-decahydro-17H-cyclopenta[α]phenanthren-17-one
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 92% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 91% |
Conditions | Yield |
---|---|
Stage #1: 4-Methoxystyrene; bromodichloromethane With N,N,N',N'',N'''-pentamethyldiethylenetriamine; water; copper hydroxide; sodium iodide In acetonitrile at 40℃; for 24h; Inert atmosphere; Stage #2: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate Catalytic behavior; Solvent; Reagent/catalyst; | A 9 %Spectr. B 90% |
With N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper hydroxide; potassium iodide In acetonitrile at 40℃; for 24h; Reagent/catalyst; Inert atmosphere; | A 31 %Spectr. B 2 %Spectr. |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 90% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 88% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 80℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 88% |
1-ethenyl-4-methylbenzene
bromodichloromethane
3-(4-methylphenyl)acrylaldehyde
Conditions | Yield |
---|---|
Stage #1: 1-ethenyl-4-methylbenzene; bromodichloromethane With N,N,N',N'',N'''-pentamethyldiethylenetriamine; water; copper hydroxide; sodium iodide In acetonitrile at 80℃; for 24h; Stage #2: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 100℃; Inert atmosphere; | 87% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 87% |
bromodichloromethane
lithium hexamethyldisilazane
(bromodichloromethyl)trimethylsilane
Conditions | Yield |
---|---|
With chloro-trimethyl-silane at -78 - 20℃; Inert atmosphere; | 86% |
bromodichloromethane
3-phenyl-1-(phenylmethyl)-1H-indole
Conditions | Yield |
---|---|
Stage #1: bromodichloromethane; 3-phenyl-1-(phenylmethyl)-1H-indole With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; palladium diacetate; acetic anhydride; silver carbonate In acetonitrile at 60℃; for 24h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride In dichloromethane at 30℃; | 86% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 86% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 80℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 86% |
Conditions | Yield |
---|---|
Stage #1: 1,5-dimethyl-3-phenyl-1H-indole; bromodichloromethane With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; palladium diacetate; acetic anhydride; silver carbonate In acetonitrile at 60℃; for 24h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride In dichloromethane at 30℃; | 85% |
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; palladium diacetate; silver carbonate In acetonitrile at 60℃; for 24h; Schlenk technique; Inert atmosphere; | 85% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 84% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 84% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 80℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 84% |
1,1-diphenyl-1-propene
bromodichloromethane
2-methyl-3,3-diphenylpropenal
Conditions | Yield |
---|---|
Stage #1: 1,1-diphenyl-1-propene; bromodichloromethane With N,N,N',N'',N'''-pentamethyldiethylenetriamine; water; copper hydroxide; sodium iodide In acetonitrile at 80℃; for 24h; Stage #2: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 100℃; Inert atmosphere; | 83% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 83% |
Conditions | Yield |
---|---|
Stage #1: bromodichloromethane; C16H15N With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; palladium diacetate; acetic anhydride; silver carbonate In acetonitrile at 60℃; for 24h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride In dichloromethane at 30℃; | 82% |
Conditions | Yield |
---|---|
With tris[2-(dimethylamino)ethyl]amine; trimethylsilylazide; copper hydroxide; potassium carbonate In methanol at 50℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; | 82% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In acetone at 20℃; for 24h; Alkaline conditions; Inert atmosphere; | 82% |
bromodichloromethane
sodium phenylselenide
1,1-dichloro-1-phenylseleno methane
Conditions | Yield |
---|---|
In ethanol | 81% |
Bromodichloromethane ,its CAS register number is 75-27-4,it's called for Bdcm ; Bromdichlormethan ; Bromodichloro-methan ; Bromodichoromethane ; CHBrCl2 ; Dichloromonobromomethane ; Methane,bromodichloro- ; Monobromodichloromethane ; Bromo(dichloro)methane ,and so on. Bromodichloromethane (CAS No.75-27-4) is commonly clear colorless to yellowish liquid.
IUPAC Name: Bromo(dichloro)methane
CAS: 75-27-4
Molecular Formula: CHBrCl2
Molecular Weight: 163.83
molecular structure:
EINECS: 200-856-7
Melting point: −55 °C(lit.)
Storage temp.: 0-6°C
Merck: 14,1417
BRN: 1697005
ACD/LogD (pH 5.5): 2.02
ACD/LogD (pH 7.4): 2.02
ACD/BCF (pH 5.5): 20.23
ACD/BCF (pH 7.4): 20.23
ACD/KOC (pH 5.5): 299.54
ACD/KOC (pH 7.4): 299.54
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 0
Index of Refraction: 1.503
Molar Refractivity: 24.07 cm3
Molar Volume: 81.3 cm3
Polarizability: 9.54 10-24cm3
Surface Tension: 35.3 dyne/cm
Density: 2.013 g/cm3
Flash Point: 1.3 °C
Enthalpy of Vaporization: 31.61 kJ/mol
Boiling Point: 89.7 °C at 760 mmHg
Vapour Pressure: 65.3 mmHg at 25°C
1. Bromodichloromethane (CAS No.75-27-4) is commonly used as standard reagent for analysis.
2. Bromodichloromethane (CAS No.75-27-4) has been formerly used as a flame retardant, solvent for fats and waxes.
3. Now Bromodichloromethane (CAS No.75-27-4) is used as a reagent or intermediate in organic chemistry.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 450mg/kg (450mg/kg) | BRAIN AND COVERINGS: "CHANGES IN CIRCULATION (HEMORRHAGE, THROMBOSIS, ETC.)" LIVER: FATTY LIVER DEGERATION BLOOD: HEMORRHAGE | Toxicology and Applied Pharmacology. Vol. 44, Pg. 213, 1978. |
rat | LD50 | oral | 430mg/kg (430mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR LIVER: OTHER CHANGES | Science Reports of the Research Institutes, Tohoku University, Series C: Medicine. Vol. 36(1-4), Pg. 10, 1989. |
RTECS: PA5310000
NTP 10th Report on Carcinogens. NTP Carcinogenesis Studies (gavage); Clear Evidence: rat, mouse NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-321 (1987). . EPA Genetic Toxicology Program. Community Right-To-Know List. Reported in EPA TSCA Inventory.
Confirmed carcinogen with experimental carcinogenic data. Moderately toxic by ingestion. Human mutation data reported. When heated to decomposition it emits very toxic fumes of Br− and Cl−.
Hazard Codes: Xn,T,F
Risk Statements: 22-37/38-40-41-39/23/24/25-23/24/25-11 (R22:Harmful if swallowed. R37/38:Irritating to respiratory system and skin. R40:Limited evidence of a carcinogenic effect. R41:Risk of serious damage to the eyes. R39:Danger of very serious irreversible effects. R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. R11:Highly flammable.)
Safety Statements: 26-36/39-45-36/37-16-36/37/39 (S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.S36:Wear suitable protective clothing. 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. S16:Keep away from sources of ignition. S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.)
RIDADR: 2810
WGK Germany: 3
F: 8
HazardClass: 6.1
PackingGroup: III
Removal in wastewater treatment of Bromodichloromethane (CAS No.75-27-4) can be stated as follows:
Total removal:46.99 percent
Total biodegradation:0.06 percent
Total sludge adsorption:1.38 percent
Total to Air:45.55 percent
(using 10000 hr Bio P,A,S)
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