Conditions | Yield |
---|---|
With bromine for 2h; Irradiation; | 94% |
With bromine In dichloromethane for 72h; Heating; | 85% |
With bromine photochemische Bildung; | |
With bromine Geschwindigkeit der Bildung; |
Conditions | Yield |
---|---|
With aluminium trichloride; bromine at 70℃; |
1,2-dibromo-1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With bromine im Sonnenlicht; |
dibromodichloromethane
A
tetrachloromethane
B
1,1,2,2-tetrachloroethylene
C
1,2-dibromo-1,1,2,2-tetrachloroethane
D
Bromotrichloromethane
E
bromine
Conditions | Yield |
---|---|
In neat (no solvent) Kinetics; other Radiation; γ-radiolysis at -196 and 131°C;; |
[(bis(1-methylethyl)amino)carbonyl]ferrocene
1,2-dibromo-1,1,2,2-tetrachloroethane
(pR)-2-bromo-(N,N-diisopropyl)ferrocenecarboxamide
Conditions | Yield |
---|---|
With (-)-sparteine; n-butyllithium In diethyl ether under Ar atm. to soln. (-)-sparteine in Et2O at -78°C n-BuLi was added over 30 min, stirred for 1.5 h, soln. BrCCl2CCl2Br in Et2O was added over 20 min, stirred for 1 h and allowed to warm to room temp.; react. mixt. was quenched with aq. NH4Cl, extd. with Et2O, washed with water and brine, dried, filtered, and evapd., chromy. on silica (hexane-EtOAc 9:1); elem. anal.; | 99% |
1,2-dibromo-1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 0.5h; Inert atmosphere; | 98% |
1,2-dibromo-1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
Stage #1: 4,4',5,5'-tetrahydro-7,7'-spirobi[thieno[2,3-c]pyran] With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Schlenk technique; Inert atmosphere; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran; hexane at -78 - 20℃; Schlenk technique; Inert atmosphere; | 96% |
N-(2-fluoro-5-pyridyl)cyclopropane carboxamide
1,2-dibromo-1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With triethylamine; triphenylphosphine In 1,2-dichloro-ethane | 95% |
Conditions | Yield |
---|---|
With potassium tert-butoxide; t-butyl lithium In tetrahydrofuran; hexane Schlenk techniques used under N2 or Ar, THF soln. of FcH (10.8 mmol) andtBuOK(1.34 mmol) cooled to -78°C, after >15 min tBuLi soln.(21.6 mmol) dropwise added, stirred for 1.5 h at <-70°C, C2Cl4Br2 adde d, stirred for 30 min at -78°C; allowed to warm to room temp., quenched with H2O, extracted with CH2Cl2,organic layer washed with H2O, dried over MgSO4, solvent removed under vac., chromd. (neutral alumina, hexane); NMR; | 95% |
Stage #1: ferrocene With potassium tert-butylate; tert.-butyl lithium In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; | 88% |
Stage #1: ferrocene With potassium tert-butylate; tert.-butyl lithium In tetrahydrofuran; hexane at -78℃; for 1.5h; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran; hexane at -78℃; for 0.5h; | 80% |
1,2-dibromo-1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
Stage #1: 4,4',5,5'-tetrahydro-7,7'-spirobi[thieno[2,3-c]pyran] With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Schlenk technique; Inert atmosphere; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran; hexane at -78 - 20℃; Schlenk technique; Inert atmosphere; | 95% |
1,2-dibromo-1,1,2,2-tetrachloroethane
4,5-dibromonicotinic acid
Conditions | Yield |
---|---|
Stage #1: 5-bromo-3-pyridinecarboxylic acid With lithium diisopropyl amide In tetrahydrofuran at -70 - -55℃; for 3.5h; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran at -70 - -20℃; for 2.5h; | 93% |
1,2-dibromo-1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With tBuLi In diethyl ether tBuLi, Et2O, 0°C; Cl2BrC2BrCl2, Et2O, -78°C; | 93% |
Conditions | Yield |
---|---|
Stage #1: C14H20O3 With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran at -55 - 20℃; for 0.75h; Inert atmosphere; | A 90% B 1.7% |
1,2-dibromo-1,1,2,2-tetrachloroethane
4,5-Diiodo-1-ethoxymethyl-2-methylimidazole
5-bromo-1-(ethoxymethyl)-4-iodo-2-methyl-1H-imidazole
Conditions | Yield |
---|---|
Stage #1: 4,5-Diiodo-1-ethoxymethyl-2-methylimidazole With isopropylmagnesium bromide In tetrahydrofuran at -40℃; for 1.5h; Grignard reaction; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran at -40 - 20℃; Substitution; Further stages.; | 85% |
1,2-dibromo-1,1,2,2-tetrachloroethane
3-(4-tert-butylphenyl)propan-1-ol
4-(3-bromopropyl)-1-(1,1-dimethylethyl)benzene
Conditions | Yield |
---|---|
With triethylamine; triphenylphosphine In dichloromethane; 1,2-dichloro-ethane | 85% |
6-chlorobenzo[b]thiophene
1,2-dibromo-1,1,2,2-tetrachloroethane
2-bromo-6-chlorobenzo[b]thiophene
Conditions | Yield |
---|---|
Stage #1: 6-chlorobenzo[b]thiophene With (2-methylpropyl)lithium In diethyl ether; cyclohexane at -78℃; for 1.25h; Inert atmosphere; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In diethyl ether; cyclohexane at 20℃; for 16h; | 85% |
1,2-dibromo-1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; diethyl ether; hexane N2, to a soln. of Fe compd. (diethyl ether) added dropwise a soln. of Licompd. (hexane) (15 min, room temp.), after overnight cooled (acetone/d ry ice), a soln. of Br compd. (THF) added dropwise (15 min), warmed (room temp., 90 min), stirred for 1 h; quenched (satrd. Na2S2O3) at 0°C, diluted (diethyl ether), phasesseparated, extrd. (diethyl ether), org. phases dried (MgSO4), concd. (v ac.), chromy. (silica gel, ethylacetate/hexane); elem. anal.; | 84% |
1,2-dibromo-1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
Stage #1: phenyl(thiophen-2-yl)(2,4,6-tri-tert-butylphenyl)borane With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.16667h; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran at -78 - 20℃; for 2.08333h; | 83% |
2,4-Bis(methylthio)pyrimidine
1,2-dibromo-1,1,2,2-tetrachloroethane
4-bromo-2,6-bis(methylthio)pyrimidine
Conditions | Yield |
---|---|
Stage #1: 2,4-Bis(methylthio)pyrimidine With bis(2,2,6,6-tetramethylpiperidin-1-yl)magnesium-bis(lithium chloride) complex In tetrahydrofuran at -20℃; for 1h; Inert atmosphere; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran at -20℃; for 1h; Inert atmosphere; regioselective reaction; | 81% |
1,2-dibromo-1,1,2,2-tetrachloroethane
C14H11NOS
3-bromo-2-phenyl-2,1-benzothiazine 2-oxide
Conditions | Yield |
---|---|
Stage #1: C14H11NOS With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran Inert atmosphere; | 81% |
Conditions | Yield |
---|---|
With chlorine monofluoride In 1,1,2-Trichloro-1,2,2-trifluoroethane | 80% |
ethyl 3-(N,N,N',N'-tetramethyldiamidophosphoryloxy)benzoate
1,2-dibromo-1,1,2,2-tetrachloroethane
ethyl 3-{[bis(dimethylamino)phosphoryl]oxy}-4-bromobenzoate
Conditions | Yield |
---|---|
Stage #1: ethyl 3-(N,N,N',N'-tetramethyldiamidophosphoryloxy)benzoate With bis(2,2,6,6-tetramethylpiperidin-1-yl)magnesium-bis(lithium chloride) complex at 0℃; for 1h; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane | 80% |
Conditions | Yield |
---|---|
Stage #1: naphtho[1,2-b:5,6-b′]dithiophene With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 1h; Inert atmosphere; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran; hexane at 25℃; for 18h; | 78% |
n-butyllithium
1,2-dibromo-1,1,2,2-tetrachloroethane
A
1-bromo-2-(2-pyridyl)ferrocene
Conditions | Yield |
---|---|
In diethyl ether Ar; n-BuLi (5.3 mmol) added dropwise to Et2O soln. of Fe compd. (1.9 mmol), mixt. stirred for 1 h, cooled to -78°C, ligand (4.6 mmol) added, warmed, stirred for 3 h at room temp.; evapd., chromd. (Al2O3, hexane, hexane/CHCl3, CHCl3), recrystd. (hexane/Et2O), elem. anal.; | A 77% B n/a C n/a D n/a |
1,2-dibromo-1,1,2,2-tetrachloroethane
3-iodophenyl N,N,N',N'-tetramethyldiamidophosphate
2-bromo-5-iodophenyl N,N,N',N'-tetramethyldiamidophosphate
Conditions | Yield |
---|---|
Stage #1: 3-iodophenyl N,N,N',N'-tetramethyldiamidophosphate With bis(2,2,6,6-tetramethylpiperidin-1-yl)magnesium-bis(lithium chloride) complex at 0℃; for 0.5h; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane | 76% |
1,2-dibromo-1,1,2,2-tetrachloroethane
Conditions | Yield |
---|---|
Stage #1: (R,R)-1,1’-bis(α-N,N-dimethylaminoethyl)ferrocene With n-butyllithium In diethyl ether; hexane at -78 - 20℃; for 16.25h; Glovebox; Schlenk technique; Inert atmosphere; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran; diethyl ether; hexane at 20℃; for 2.75h; Glovebox; Schlenk technique; Inert atmosphere; stereospecific reaction; | 76% |
1,2-dibromo-1,1,2,2-tetrachloroethane
Ethyl 2-bromopropionate
ethyl 2,2-dibromopropanoate
Conditions | Yield |
---|---|
Stage #1: Ethyl 2-bromopropionate With lithium diisopropyl amide In tetrahydrofuran; hexane at -71℃; for 0.866667h; Inert atmosphere; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran; hexane at -71℃; for 0.666667h; Inert atmosphere; | 75% |
bis(η5-cyclopentadienyl)ruthenium
1,2-dibromo-1,1,2,2-tetrachloroethane
1,1’‑dibromoruthencene
Conditions | Yield |
---|---|
Stage #1: bis(η5-cyclopentadienyl)ruthenium With n-butyllithium; N,N,N',N'',N'''-pentamethyldiethylenetriamine In hexane at 20℃; for 24h; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In hexane at -78 - 20℃; | 72% |
1,2-dibromo-1,1,2,2-tetrachloroethane
dichloro(4,4'-di-tert-butyl-2,2'-bipyridine)platinum(II)
[PtClBrMe2(4,4'-di-tert-butyl-2,2'-bipyridine)]
Conditions | Yield |
---|---|
In acetone to soln. of complex PtMe2(4,4'-di-tert-butyl-2,2'-bipyridine) in acetoneadded (CBrCl2)2 (mol ratio 2:1); ppt. filtered off and crystd. from aceton/pentane; compds. sepd. by crystn.; detn. by NMR; | A n/a B 70% |
1,2-dibromo-1,1,2,2-tetrachloroethane
naphtho[1,2-b:5,6-b′]dithiophene
2,7-dibromonaphtho[1,2-b:5,6-b']dithiophene
Conditions | Yield |
---|---|
Stage #1: naphtho[1,2-b:5,6-b′]dithiophene With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 1h; Inert atmosphere; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran; hexane at 25℃; for 18h; | 63% |
1,2-dibromo-1,1,2,2-tetrachloroethane
tert-butyl 3,3-dimethyl-3,4-dihydrobenzo[e][1,3]azasiline-1(2H)-carboxylate
Conditions | Yield |
---|---|
Stage #1: tert-butyl 3,3-dimethyl-3,4-dihydrobenzo[e][1,3]azasiline-1(2H)-carboxylate With sec.-butyllithium In tetrahydrofuran; cyclohexane at -78 - -68℃; for 0.75h; Inert atmosphere; Stage #2: 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran; cyclohexane at -78 - -20℃; for 1h; | 63% |
1,2-dibromo-1,1,2,2-tetrachloroethane
Phenylselenyl bromide
tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxopyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
With ammonium chloride; dihydrogen peroxide; lithium hexamethyldisilazane In tetrahydrofuran; diethyl ether; dichloromethane; water | 59% |
1,2-dibromo-1,1,2,2-tetrachloroethane
Phenylselenyl bromide
Conditions | Yield |
---|---|
With ammonium chloride; dihydrogen peroxide; lithium hexamethyldisilazane In tetrahydrofuran; diethyl ether; dichloromethane; water | 59% |
The Ethane,1,2-dibromo-1,1,2,2-tetrachloro-, belongs to the following product categories: (1)Ethanes/ethenes; (2)Bromination; (3)Halogenation; (4)Synthetic Organic Chemistry; (5)Alkyl; (6)Halogenated Hydrocarbons; (7)Organic Building Blocks. It has the systematic name of 1,2-dibromo-1,1,2,2-tetrachloroethane. And this chemical is a kind of colourless solid.
Physical properties of Ethane,1,2-dibromo-1,1,2,2-tetrachloro-: (1)ACD/LogP: 5.39; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.38; (4)ACD/LogD (pH 7.4): 5.38; (5)ACD/BCF (pH 5.5): 7285.56; (6)ACD/BCF (pH 7.4): 7285.56; (7)ACD/KOC (pH 5.5): 20246.13; (8)ACD/KOC (pH 7.4): 20246.13; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.606; (14)Molar Refractivity: 46.1 cm3; (15)Molar Volume: 133.5 cm3; (16)Polarizability: 18.27×10-24cm3; (17)Surface Tension: 52.7 dyne/cm; (18)Enthalpy of Vaporization: 43.68 kJ/mol; (19)Vapour Pressure: 0.18 mmHg at 25°C.
Uses of Ethane,1,2-dibromo-1,1,2,2-tetrachloro-: it can be used to produce 1,1,2,2-tetrachloro-1,2-difluoro-ethane. This reaction will need reagent ClF and solvent 1,1,2-trichloro-1,2,2-trifluoro-ethane. The yield is about 80%.
You can still convert the following datas into molecular structure:
(1)SMILES: BrC(Cl)(Cl)C(Br)(Cl)Cl
(2)InChI: InChI=1/C2Br2Cl4/c3-1(5,6)2(4,7)8
(3)InChIKey: WJUKOGPNGRUXMG-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C2Br2Cl4/c3-1(5,6)2(4,7)8
(5)Std. InChIKey: WJUKOGPNGRUXMG-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LD | oral | > 500mg/kg (500mg/kg) | National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 18, 1953. |
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