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630-25-1 Usage

Chemical Properties

colourless solid

Uses

Different sources of media describe the Uses of 630-25-1 differently. You can refer to the following data:
1. 1,2-dibromotetrachloroethane is used as a fire-proofing agent. It is actively involved in the conversion of sulfones to alkenes by Ramberg-Backlund rearrangement. It is an effective replacement for ozone depleting solvents like dibromodifluoromethane and tetrabromodifluoroethane. It is also utilized as a brominating reagent. In analytical chemistry, it is used in quantitative determination of perhalogenated compounds by high-performance liquid chromatography (HPLC).
2. 1,2-Dibromotetrachloroethane is used as halogenating reagent for the one-pot conversion of sulfones to alkenes by Ramberg-B?cklund rearrangement. It is a useful brominating reagent for diaryl TeII species.
3. 1,2-Dibromotetrachloroethane was used in quantitative determination of perhalogenated compounds by HPLC.

General Description

1,2-Dibromotetrachloroethane acts as halogenating reagent for the one-pot conversion of sulfones to alkenes by Ramberg-B?cklund rearrangement. It is a useful brominating reagent for diaryl TeII species.

Check Digit Verification of cas no

The CAS Registry Mumber 630-25-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,3 and 0 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 630-25:
(5*6)+(4*3)+(3*0)+(2*2)+(1*5)=51
51 % 10 = 1
So 630-25-1 is a valid CAS Registry Number.
InChI:InChI=1/C2Br2Cl4/c3-1(5,6)2(4,7)8

630-25-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (D1987)  1,2-Dibromo-1,1,2,2-tetrachloroethane  >97.0%(GC)

  • 630-25-1

  • 25g

  • 510.00CNY

  • Detail
  • Alfa Aesar

  • (B20276)  1,2-Dibromotetrachloroethane, 97%   

  • 630-25-1

  • 25g

  • 241.0CNY

  • Detail
  • Alfa Aesar

  • (B20276)  1,2-Dibromotetrachloroethane, 97%   

  • 630-25-1

  • 100g

  • 735.0CNY

  • Detail
  • Aldrich

  • (133396)  1,2-Dibromotetrachloroethane  97%

  • 630-25-1

  • 133396-25G

  • 230.49CNY

  • Detail
  • Aldrich

  • (133396)  1,2-Dibromotetrachloroethane  97%

  • 630-25-1

  • 133396-100G

  • 699.66CNY

  • Detail

630-25-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2-DIBROMOTETRACHLOROETHANE

1.2 Other means of identification

Product number -
Other names 1,2-dibromo-1,1,2,2-tetrachloroethane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:630-25-1 SDS

630-25-1Synthetic route

1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
With bromine for 2h; Irradiation;94%
With bromine In dichloromethane for 72h; Heating;85%
With bromine photochemische Bildung;
With bromine Geschwindigkeit der Bildung;
pentachloroethane
76-01-7

pentachloroethane

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
With aluminium trichloride; bromine at 70℃;
C2Cl4

C2Cl4

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
With bromine im Sonnenlicht;
dibromodichloromethane
594-18-3

dibromodichloromethane

A

tetrachloromethane
56-23-5

tetrachloromethane

B

1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

C

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

D

Bromotrichloromethane
75-62-7

Bromotrichloromethane

E

bromine
7726-95-6

bromine

Conditions
ConditionsYield
In neat (no solvent) Kinetics; other Radiation; γ-radiolysis at -196 and 131°C;;
[(bis(1-methylethyl)amino)carbonyl]ferrocene
169830-46-0

[(bis(1-methylethyl)amino)carbonyl]ferrocene

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

(pR)-2-bromo-(N,N-diisopropyl)ferrocenecarboxamide
937184-52-6

(pR)-2-bromo-(N,N-diisopropyl)ferrocenecarboxamide

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

bis[μ-[(η5-(S,Rp)-2-(4′-isopropyl-4′,5′-dihydro-2′-oxazolyl-κN)-3-methyl-cyclopentadienyl-κC)(η5-cyclopentadienyl)ferrocene]]digold(I)

bis[μ-[(η5-(S,Rp)-2-(4′-isopropyl-4′,5′-dihydro-2′-oxazolyl-κN)-3-methyl-cyclopentadienyl-κC)(η5-cyclopentadienyl)ferrocene]]digold(I)

dibromobis[μ-[(η5-(S,Rp)-2-(4′-isopropyl-4′,5′-dihydro-2′-oxazolyl-κN)-3-methyl-cyclopentadienyl-κC)(η5-cyclopentadienyl)ferrocene]]digold(II)

dibromobis[μ-[(η5-(S,Rp)-2-(4′-isopropyl-4′,5′-dihydro-2′-oxazolyl-κN)-3-methyl-cyclopentadienyl-κC)(η5-cyclopentadienyl)ferrocene]]digold(II)

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.5h; Inert atmosphere;98%
1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

4,4',5,5'-tetrahydro-7,7'-spirobi[thieno[2,3-c]pyran]

4,4',5,5'-tetrahydro-7,7'-spirobi[thieno[2,3-c]pyran]

2-bromo-4,4',5,5'-tetrahydro-7,7'-spirobi[thieno[2,3-c]pyran]

2-bromo-4,4',5,5'-tetrahydro-7,7'-spirobi[thieno[2,3-c]pyran]

Conditions
ConditionsYield
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
112959-64-5

N-(2-fluoro-5-pyridyl)cyclopropane carboxamide

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

N-(2-fluoro-5-pyridyl)-cyclopropylmethanimidoyl bromide

N-(2-fluoro-5-pyridyl)-cyclopropylmethanimidoyl bromide

Conditions
ConditionsYield
With triethylamine; triphenylphosphine In 1,2-dichloro-ethane95%
ferrocene
102-54-5

ferrocene

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

bromoferrocene
1273-73-0

bromoferrocene

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

4,4',5,5'-tetrahydro-7,7'-spirobi[thieno[2,3-c]pyran]

4,4',5,5'-tetrahydro-7,7'-spirobi[thieno[2,3-c]pyran]

2,2'-dibromo-4,4',5,5'-tetrahydro-7,7'-spirobi[thieno[2,3-c]pyran]

2,2'-dibromo-4,4',5,5'-tetrahydro-7,7'-spirobi[thieno[2,3-c]pyran]

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

4,5-dibromonicotinic acid
1009334-28-4

4,5-dibromonicotinic acid

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

trans-[FeC5H4CH(CH3)CH2CHN(CH3)2C5H4]

trans-[FeC5H4CH(CH3)CH2CHN(CH3)2C5H4]

Br(C5H3)Fe(C5H4)CH(CH3)CH2CH(N(CH3)2)

Br(C5H3)Fe(C5H4)CH(CH3)CH2CH(N(CH3)2)

Conditions
ConditionsYield
With tBuLi In diethyl ether tBuLi, Et2O, 0°C; Cl2BrC2BrCl2, Et2O, -78°C;93%
1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

C14H20O3

C14H20O3

A

C14H19BrO3

C14H19BrO3

B

C14H18Br2O3

C14H18Br2O3

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

4,5-Diiodo-1-ethoxymethyl-2-methylimidazole
273408-63-2

4,5-Diiodo-1-ethoxymethyl-2-methylimidazole

5-bromo-1-(ethoxymethyl)-4-iodo-2-methyl-1H-imidazole
273408-64-3

5-bromo-1-(ethoxymethyl)-4-iodo-2-methyl-1H-imidazole

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

3-(4-tert-butylphenyl)propan-1-ol
78574-08-0

3-(4-tert-butylphenyl)propan-1-ol

4-(3-bromopropyl)-1-(1,1-dimethylethyl)benzene
141499-24-3

4-(3-bromopropyl)-1-(1,1-dimethylethyl)benzene

Conditions
ConditionsYield
With triethylamine; triphenylphosphine In dichloromethane; 1,2-dichloro-ethane85%
6-chlorobenzo[b]thiophene
66490-20-8

6-chlorobenzo[b]thiophene

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

2-bromo-6-chlorobenzo[b]thiophene
1322718-91-1

2-bromo-6-chlorobenzo[b]thiophene

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

(R,R)-1,1'-bis(α-N,N-dimethylaminopropyl)ferrocene

(R,R)-1,1'-bis(α-N,N-dimethylaminopropyl)ferrocene

(R,R,pS,pS)-2,2'-bis(α-N,N-dimethylaminopropyl)-1,1'-dibromoferrocene

(R,R,pS,pS)-2,2'-bis(α-N,N-dimethylaminopropyl)-1,1'-dibromoferrocene

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

phenyl(thiophen-2-yl)(2,4,6-tri-tert-butylphenyl)borane

phenyl(thiophen-2-yl)(2,4,6-tri-tert-butylphenyl)borane

(5-bromothiophen-2-yl)(phenyl)(2,4,6-tri-tert-butylphenyl)-borane

(5-bromothiophen-2-yl)(phenyl)(2,4,6-tri-tert-butylphenyl)-borane

Conditions
ConditionsYield
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
5909-26-2

2,4-Bis(methylthio)pyrimidine

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

4-bromo-2,6-bis(methylthio)pyrimidine
1080662-17-4

4-bromo-2,6-bis(methylthio)pyrimidine

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

C14H11NOS
1450818-55-9

C14H11NOS

3-bromo-2-phenyl-2,1-benzothiazine 2-oxide
1450818-65-1

3-bromo-2-phenyl-2,1-benzothiazine 2-oxide

Conditions
ConditionsYield
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%
1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

CFC-112a
76-12-0

CFC-112a

Conditions
ConditionsYield
With chlorine monofluoride In 1,1,2-Trichloro-1,2,2-trifluoroethane80%
ethyl 3-(N,N,N',N'-tetramethyldiamidophosphoryloxy)benzoate
501649-30-5

ethyl 3-(N,N,N',N'-tetramethyldiamidophosphoryloxy)benzoate

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

ethyl 3-{[bis(dimethylamino)phosphoryl]oxy}-4-bromobenzoate
1019334-15-6

ethyl 3-{[bis(dimethylamino)phosphoryl]oxy}-4-bromobenzoate

Conditions
ConditionsYield
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%
1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

naphtho[1,2-b:5,6-b′]dithiophene
217-19-6

naphtho[1,2-b:5,6-b′]dithiophene

2-bromonaphtho[1,2-b:5,6-b']dithiophene

2-bromonaphtho[1,2-b:5,6-b']dithiophene

Conditions
ConditionsYield
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
109-72-8, 29786-93-4

n-butyllithium

(pyridine-2-yl)-1H-ferrocene

(pyridine-2-yl)-1H-ferrocene

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

A

1-bromo-2-(2-pyridyl)ferrocene
32913-77-2

1-bromo-2-(2-pyridyl)ferrocene

B

(C5H4Br)Fe(C5H3BrC5H4N)

(C5H4Br)Fe(C5H3BrC5H4N)

C

(C5H5)Fe(C5H3BrC5H3N(C4H9))

(C5H5)Fe(C5H3BrC5H3N(C4H9))

D

(C5H4Br)Fe(C5H3BrC5H3N(C4H9))

(C5H4Br)Fe(C5H3BrC5H3N(C4H9))

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

3-iodophenyl N,N,N',N'-tetramethyldiamidophosphate
1019334-05-4

3-iodophenyl N,N,N',N'-tetramethyldiamidophosphate

2-bromo-5-iodophenyl N,N,N',N'-tetramethyldiamidophosphate
1019334-19-0

2-bromo-5-iodophenyl N,N,N',N'-tetramethyldiamidophosphate

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

(R,R)-1,1’-bis(α-N,N-dimethylaminoethyl)ferrocene

(R,R)-1,1’-bis(α-N,N-dimethylaminoethyl)ferrocene

(R,R,Sp,Sp)-2,2’-bis(α-N,N-dimethylaminoethyl)-1,1’-dibromoferrocene

(R,R,Sp,Sp)-2,2’-bis(α-N,N-dimethylaminoethyl)-1,1’-dibromoferrocene

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

Ethyl 2-bromopropionate
535-11-5, 41978-69-2

Ethyl 2-bromopropionate

ethyl 2,2-dibromopropanoate
34757-17-0

ethyl 2,2-dibromopropanoate

Conditions
ConditionsYield
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
1287-13-4

bis(η5-cyclopentadienyl)ruthenium

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

1,1’‑dibromoruthencene
101178-14-7

1,1’‑dibromoruthencene

Conditions
ConditionsYield
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%
(4,4'-di-tert-butyl-2,2'-bipyridine)dimethylplatinum(II)

(4,4'-di-tert-butyl-2,2'-bipyridine)dimethylplatinum(II)

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

dichloro(4,4'-di-tert-butyl-2,2'-bipyridine)platinum(II)
138736-35-3

dichloro(4,4'-di-tert-butyl-2,2'-bipyridine)platinum(II)

[PtClBrMe2(4,4'-di-tert-butyl-2,2'-bipyridine)]
1209486-48-5

[PtClBrMe2(4,4'-di-tert-butyl-2,2'-bipyridine)]

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

naphtho[1,2-b:5,6-b′]dithiophene
217-19-6

naphtho[1,2-b:5,6-b′]dithiophene

2,7-dibromonaphtho[1,2-b:5,6-b']dithiophene
1227743-73-8

2,7-dibromonaphtho[1,2-b:5,6-b']dithiophene

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

tert-butyl 3,3-dimethyl-3,4-dihydrobenzo[e][1,3]azasiline-1(2H)-carboxylate
1370735-26-4

tert-butyl 3,3-dimethyl-3,4-dihydrobenzo[e][1,3]azasiline-1(2H)-carboxylate

tert-butyl 2-hydroxy-3,3-dimethyl-3,4-dihydrobenzo[e][1,3]azasiline-1(2H)-carboxylate

tert-butyl 2-hydroxy-3,3-dimethyl-3,4-dihydrobenzo[e][1,3]azasiline-1(2H)-carboxylate

Conditions
ConditionsYield
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
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

Phenylselenyl bromide
34837-55-3

Phenylselenyl bromide

tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxopyrrolidine-1-carboxylate
185303-76-8

tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxopyrrolidine-1-carboxylate

(5R)-3-Bromo-5-(tert-butyl-dimethylsilanyloxymethyl)-2-oxo-2,5-dihydropyrrole-1-carboxylic acid tert-butyl ester

(5R)-3-Bromo-5-(tert-butyl-dimethylsilanyloxymethyl)-2-oxo-2,5-dihydropyrrole-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With ammonium chloride; dihydrogen peroxide; lithium hexamethyldisilazane In tetrahydrofuran; diethyl ether; dichloromethane; water59%
2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

1,2-dibromo-1,1,2,2-tetrachloroethane
630-25-1

1,2-dibromo-1,1,2,2-tetrachloroethane

Phenylselenyl bromide
34837-55-3

Phenylselenyl bromide

(5R)-3-Bromo-5-(tert-butyl-dimethylsilanyloxymethyl)-2-oxo-2,5-dihydropyrrole-1-carboxylic acid tert-butyl ester

(5R)-3-Bromo-5-(tert-butyl-dimethylsilanyloxymethyl)-2-oxo-2,5-dihydropyrrole-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With ammonium chloride; dihydrogen peroxide; lithium hexamethyldisilazane In tetrahydrofuran; diethyl ether; dichloromethane; water59%

630-25-1Relevant articles and documents

1,2-Dibromotetrachloroethane: An efficient reagent for many transformations by modified Appel reaction

Essiz, Sel?uk,Da?tan, Arif

, p. 150 - 156 (2019/05/16)

An efficient and facile method has been developed for the synthesis of alkyl bromides from various alcohols under mild conditions using a triphenylphosphine (PPh 3) /1,2-dibromotetrachloroethane (DBTCE) complex in excellent yields and very short time (5 min). This method can also be applied for the transformation of chiral alcohols to their corresponding bromides in very high enantiomeric excess. The PPh 3 /DBTCE complex is also successfully applied to ring-opening reactions of cyclic ethers in mild conditions. Esterification, amidation, and formation of acid anhydrides under very mild experimental conditions are also successfully accomplished by following a modification of the Appel reaction protocol in this work.

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