Product Name

  • Name

    1,2-Dibromoethane

  • EINECS 203-444-5
  • CAS No. 106-93-4
  • Article Data109
  • CAS DataBase
  • Density 2.173 g/cm3
  • Solubility 4 g/L (20 °C) in water
  • Melting Point 9 °C
  • Formula C2H4Br2
  • Boiling Point 130.2 °C at 760 mmHg
  • Molecular Weight 187.862
  • Flash Point 12.6 °C
  • Transport Information UN 1605 6.1/PG 1
  • Appearance Colorless to light yellow liquid
  • Safety 53-45-61-36/37/39-26-36/37-16-7
  • Risk Codes 45-23/24/25-36/37/38-51/53-34-39/23/24/25-11
  • Molecular Structure Molecular Structure of 106-93-4 (1,2-Dibromoethane)
  • Hazard Symbols ToxicT,DangerousN,FlammableF
  • Synonyms Soilfume;alpha,omega-dibromoethane;Iscobrome D;Soil-borne wheat mosaic virusSoilbrom;DBE;Aadibroom;EDB;Dowfume W 85;1,2-Dibromoethane(Ethylene bromide);Nefis;sym-Dibromoethane;ethylene bromide;alpha,beta-dibromoethane;Sanhyuum;1,2-dibromo- Ethane;1,2- Dibromoethane;Ethylene Dibromide;Ethane,1,2-dibromo-;Edabrom;
  • PSA 0.00000
  • LogP 1.77620

Synthetic route

ethane
74-84-0

ethane

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With 2AlBr3*CBr4; bromine at 55 - 65℃; for 18h;100%
With 2AlBr3*CBr4; bromine at 55 - 65℃; for 18h; Product distribution; Mechanism; different times;100%
ethene
74-85-1

ethene

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With bromine; iodobis(N,N-diisopropyldithiocarbamato)iron(III) In dichloromethane at 20℃; under 760 Torr;98%
With bromine at -5℃;91%
With bromine
ethene
74-85-1

ethene

di(neopentyloxy)thioxophosphoranesulphenyl bromide
81373-35-5

di(neopentyloxy)thioxophosphoranesulphenyl bromide

A

bis-(O,O-2,2-dimethylpropylthiophosphoryl)disulfide
74895-06-0

bis-(O,O-2,2-dimethylpropylthiophosphoryl)disulfide

B

ethylene dibromide
106-93-4

ethylene dibromide

C

Dithiophosphoric acid S-(2-bromo-ethyl) ester O,O'-bis-(2,2-dimethyl-propyl) ester

Dithiophosphoric acid S-(2-bromo-ethyl) ester O,O'-bis-(2,2-dimethyl-propyl) ester

Conditions
ConditionsYield
In toluene at 0 - 15℃;A 97%
B n/a
C 3%
ethylene glycol
107-21-1

ethylene glycol

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With 1,2-dibromo-1,1,2,2-tetrachloroethane; triphenylphosphine In dichloromethane at 20℃; for 0.15h; Appel Halogenation;96%
With phosphorus; phosphorous; bromine
With sulfuric acid; hydrogen bromide
bromination;
With tetrabutylammomium bromide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃;78 % Chromat.
N-bromo-1,8-naphthalenedicarboximide
105089-47-2

N-bromo-1,8-naphthalenedicarboximide

benzene
71-43-2

benzene

A

2-phenylbenzo[de]isoquinoline-1,3-dione
6914-98-3

2-phenylbenzo[de]isoquinoline-1,3-dione

B

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With ethene In dichloromethane at 70℃; Irradiation;A 79%
B 89%
1-Indanol
6351-10-6

1-Indanol

A

inden-1-one
83-33-0

inden-1-one

B

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With air; bromine; sodium carbonate; adogen 464; palladium dichloride Product distribution; multistep reaction: 1.) 1,2-dichloroethane, reflux, 15 h, 2.) CCl4; reactions under var. conditions, reactions of derivatives;A 88%
B n/a
methanol
67-56-1

methanol

Tetracarbonyleisenkomplexe des Ethylens

Tetracarbonyleisenkomplexe des Ethylens

A

Methyl 3-bromopropionate
3395-91-3

Methyl 3-bromopropionate

B

methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

C

ethylene dibromide
106-93-4

ethylene dibromide

D

2-Bromoethyl methyl ether
6482-24-2

2-Bromoethyl methyl ether

Conditions
ConditionsYield
With bromine at -80℃; temperature up to 30 deg C;A 67%
B n/a
C n/a
D n/a
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

1-Bromo-2-chloroethane
107-04-0

1-Bromo-2-chloroethane

B

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With calcium bromide; tetrahexylammonium bromide at 110℃; for 24h;A 38%
B 53%
ethylene glycol
107-21-1

ethylene glycol

A

ethylene dibromide
106-93-4

ethylene dibromide

B

2-bromoethanol
540-51-2

2-bromoethanol

Conditions
ConditionsYield
With 1,2-dibromo-1,1,2,2-tetrachloroethane; triphenylphosphine In dichloromethane at 20℃; for 0.15h; Appel Halogenation;A 50%
B 45%
ethene
74-85-1

ethene

tetrabutylammonium p-toluenesulfonate
7182-86-7

tetrabutylammonium p-toluenesulfonate

A

2-bromoethyl p-toluenesulfonate
19263-21-9

2-bromoethyl p-toluenesulfonate

B

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With bromine In dichloromethane at 20℃; Product distribution; Mechanism;A 34%
B 51 % Spectr.
With bromine In dichloromethane at 20℃;A 34%
B 51 % Spectr.
With bromine In dichloromethane Ambient temperature;
ethene
74-85-1

ethene

A

2-bromoethyl p-toluenesulfonate
19263-21-9

2-bromoethyl p-toluenesulfonate

B

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With bromine; tetrabutylammonium p-toluenesulfonate In dichloromethane at 20℃;A 34%
B 51 % Spectr.
ethene
74-85-1

ethene

A

ethylene dibromide
106-93-4

ethylene dibromide

B

Dithiophosphoric acid S-(2-bromo-ethyl) ester O,O'-bis-(2,2-dimethyl-propyl) ester

Dithiophosphoric acid S-(2-bromo-ethyl) ester O,O'-bis-(2,2-dimethyl-propyl) ester

Conditions
ConditionsYield
With (tBuCH2O)2P(S)SBr In toluene at 0 - 15℃;A n/a
B 3%
ethyl bromide
74-96-4

ethyl bromide

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With aluminum tri-bromide; bromine at 65 - 70℃;
With bromine at 180℃;
With bromine; iron at 100℃;
Vinyl bromide
593-60-2

Vinyl bromide

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With hydrogen bromide
With hydrogen bromide at 100 - 200℃;
With hydrogen bromide
Vinyl bromide
593-60-2

Vinyl bromide

A

1,1-Dibromoethane
557-91-5

1,1-Dibromoethane

B

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With magnesium hydrosilicate; hydrogen bromide
1,1-Dibromoethane
557-91-5

1,1-Dibromoethane

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
at 300 - 320℃;
at 300 - 315℃;
Acetyl bromide
506-96-7

Acetyl bromide

1,2-dibenzyloxyethane
622-22-0

1,2-dibenzyloxyethane

A

Benzyl acetate
140-11-4

Benzyl acetate

B

ethylene dibromide
106-93-4

ethylene dibromide

ethene
74-85-1

ethene

potassium benzenesulfonate
934-55-4

potassium benzenesulfonate

A

benzenesulfonic acid-(2-bromo-ethyl ester)
61855-70-7

benzenesulfonic acid-(2-bromo-ethyl ester)

B

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With water; bromine
chloroethane
75-00-3

chloroethane

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With water; bromine; iron at 100℃;
Acetyl bromide
506-96-7

Acetyl bromide

phenoxyethyl bromide
589-10-6

phenoxyethyl bromide

A

ethylene dibromide
106-93-4

ethylene dibromide

B

Phenyl acetate
122-79-2

Phenyl acetate

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With aluminum tri-bromide unterhalb des Siedepunkts;
With aluminum tri-bromide
1-Bromo-2-chloroethane
107-04-0

1-Bromo-2-chloroethane

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With aluminum tri-bromide unterhalb des Siedepunkts;
acetylene
74-86-2

acetylene

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With hydrogen bromide; pyrographite at 220℃;
With metal bromide-contact; hydrogen bromide at 100 - 200℃;
With air; hydrogen bromide; chlorine
dioxane*BBr3=Dioxan*BBr3

dioxane*BBr3=Dioxan*BBr3

A

2-Bromaethyl-metaborat

2-Bromaethyl-metaborat

B

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
at 30℃;
octanol
111-87-5

octanol

A

1-bromo-octane
111-83-1

1-bromo-octane

B

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With Bis-(2-bromoethyl)selenium dibromide at 80℃; for 7h; Product distribution; Mechanism; other dialkylselenium dihalides; other alcohols;A 98 % Chromat.
B 75 % Chromat.
ethene
74-85-1

ethene

dichloromethane
75-09-2

dichloromethane

methylcyclopropane
594-11-6

methylcyclopropane

2,2-dimethyl-N-bromoglutarimide
82621-80-5

2,2-dimethyl-N-bromoglutarimide

A

1-bromo-4-butene
5162-44-7

1-bromo-4-butene

B

2,2-dimethylglutarimide
1194-33-8

2,2-dimethylglutarimide

C

bromodichloromethane
75-27-4

bromodichloromethane

D

N-(2-bromoethyl)-3,3-dimethylglutarimide

N-(2-bromoethyl)-3,3-dimethylglutarimide

E

ethylene dibromide
106-93-4

ethylene dibromide

F

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

Conditions
ConditionsYield
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.
ethene
74-85-1

ethene

tetrabutylammonium methanesulfonate
65411-49-6

tetrabutylammonium methanesulfonate

A

2-bromoethyl methanesulfonate
4239-10-5

2-bromoethyl methanesulfonate

B

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With bromine In dichloromethane Ambient temperature;
ethene
74-85-1

ethene

tetrabutylammonium trifluoromethylsulfonate
35895-70-6

tetrabutylammonium trifluoromethylsulfonate

A

2-bromoethyl triflate
103935-47-3

2-bromoethyl triflate

B

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With bromine at -78 - 20℃; various solvents; Yield given. Yields of byproduct given;
ethene
74-85-1

ethene

lithium trifluoromethanesulfonate
33454-82-9

lithium trifluoromethanesulfonate

A

2-bromoethyl triflate
103935-47-3

2-bromoethyl triflate

B

ethylene dibromide
106-93-4

ethylene dibromide

Conditions
ConditionsYield
With bromine at -78 - 20℃; various solvents; Yield given. Yields of byproduct given;
dimethyl amine
124-40-3

dimethyl amine

ethylene dibromide
106-93-4

ethylene dibromide

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 24h;100%
In chloroform at 20℃; for 24h;100%
L-Cysteine
52-90-4

L-Cysteine

ethylene dibromide
106-93-4

ethylene dibromide

S,S'-ethanediyl-bis-L-cysteine
14344-49-1

S,S'-ethanediyl-bis-L-cysteine

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol; water at 70 - 90℃; for 1h;100%
With sodium hydrogencarbonate88%
2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

ethylene dibromide
106-93-4

ethylene dibromide

1-(2-bromoethoxy)-2-bromobenzene
18800-28-7

1-(2-bromoethoxy)-2-bromobenzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 80℃;100%
With caesium carbonate In acetonitrile at 80℃; for 11h; Inert atmosphere; Schlenk technique;88%
With sodium hydroxide for 6.5h; Etherification; Heating;72%
carbon disulfide
75-15-0

carbon disulfide

ethylene dibromide
106-93-4

ethylene dibromide

acetylacetone
123-54-6

acetylacetone

3-(1,3-dithiolan-2-ylidene)pentane-2,4-dione
2183-30-4

3-(1,3-dithiolan-2-ylidene)pentane-2,4-dione

Conditions
ConditionsYield
With potassium carbonate100%
Stage #1: carbon disulfide; acetylacetone With tetrabutylammomium bromide; potassium carbonate In water at 20℃;
Stage #2: ethylene dibromide In water at 20℃; for 8h;
97%
Stage #1: carbon disulfide; acetylacetone With tetrabutylammomium bromide; potassium carbonate In water at 20℃; for 1h;
Stage #2: ethylene dibromide In water at 20℃; for 8.25h; Further stages.;
97%
ethylene dibromide
106-93-4

ethylene dibromide

ethanethiol
75-08-1

ethanethiol

2,2'-ethane-1,2-diylbissulfanyl-bis-ethanol
5244-34-8

2,2'-ethane-1,2-diylbissulfanyl-bis-ethanol

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 1h; Heating;100%
ethylene dibromide
106-93-4

ethylene dibromide

(1R,2R)-1-(4-Methoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol
205366-80-9

(1R,2R)-1-(4-Methoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol

(2R,3R)-2-(4-Methoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-[1,4]dioxane

(2R,3R)-2-(4-Methoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-[1,4]dioxane

Conditions
ConditionsYield
With sodium hydroxide; cetyltrimethylammonium chloride100%
sodium ethanolate
141-52-6

sodium ethanolate

ethylene dibromide
106-93-4

ethylene dibromide

para-thiocresol
106-45-6

para-thiocresol

(2-ethoxyethyl)-para-thiocresol
57023-03-7

(2-ethoxyethyl)-para-thiocresol

Conditions
ConditionsYield
Stage #1: para-thiocresol With sodium ethanolate In ethanol at 20℃; Metallation;
Stage #2: ethylene dibromide In ethanol at 20℃; Alkylation;
Stage #3: sodium ethanolate In ethanol Substitution; Heating;
100%
di(pyridin-2-yl)amine
1202-34-2

di(pyridin-2-yl)amine

ethylene dibromide
106-93-4

ethylene dibromide

1-(pyridin-2-yl)-2,3-dihydro-1H-imidazo[1,2-a]pyridinium bromide

1-(pyridin-2-yl)-2,3-dihydro-1H-imidazo[1,2-a]pyridinium bromide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine for 18h; Heating;100%
ethylene dibromide
106-93-4

ethylene dibromide

tert-butyl 4-hydroxy-5-methoxy-11-azatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-11-carboxylate

tert-butyl 4-hydroxy-5-methoxy-11-azatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-11-carboxylate

tert-butyl 4-(2-bromoethoxy)-5-methoxy-11-azatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-11-carboxylate

tert-butyl 4-(2-bromoethoxy)-5-methoxy-11-azatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-11-carboxylate

Conditions
ConditionsYield
With potassium hydroxide; tetra(n-butyl)ammonium hydroxide In water at 50℃; for 15h;100%
ethylene dibromide
106-93-4

ethylene dibromide

tert-butyl 4-hydroxy-5-[(naphthalen-1-yl)methoxy]-11-azatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-11-carboxylate

tert-butyl 4-hydroxy-5-[(naphthalen-1-yl)methoxy]-11-azatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-11-carboxylate

tert-butyl 4-(2-bromoethoxy)-5-[(naphthalen-1-yl)methoxy]-11-azatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-11-carboxylate

tert-butyl 4-(2-bromoethoxy)-5-[(naphthalen-1-yl)methoxy]-11-azatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-11-carboxylate

Conditions
ConditionsYield
With potassium hydroxide; tetra(n-butyl)ammonium hydroxide In water at 50℃; for 15h;100%
ethylene dibromide
106-93-4

ethylene dibromide

tert-butyl 4-hydroxy-5-[(naphthalen-2-yl)methoxy]-11-azatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-11-carboxylate

tert-butyl 4-hydroxy-5-[(naphthalen-2-yl)methoxy]-11-azatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-11-carboxylate

tert-butyl 4-(2-bromoethoxy)-5-[(naphthalen-2-yl)methoxy]-11-azatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-11-carboxylate

tert-butyl 4-(2-bromoethoxy)-5-[(naphthalen-2-yl)methoxy]-11-azatricyclo[6.2.1.02,7]undeca-2(7),3,5-triene-11-carboxylate

Conditions
ConditionsYield
With potassium hydroxide; tetra(n-butyl)ammonium hydroxide In water at 50℃; for 15h;100%
3-Iodophenol
626-02-8

3-Iodophenol

ethylene dibromide
106-93-4

ethylene dibromide

1-(2-bromoethoxy)-3-iodobenzene
626250-32-6

1-(2-bromoethoxy)-3-iodobenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 48h; Heating;100%
With potassium carbonate In acetone at 55℃;92%
With potassium carbonate In acetone at 0 - 55℃; Inert atmosphere;85%
With potassium carbonate; potassium iodide In acetone at 60℃;69%
Stage #1: 3-Iodophenol With potassium carbonate In N,N-dimethyl-formamide for 0.5h; Inert atmosphere;
Stage #2: ethylene dibromide In N,N-dimethyl-formamide at 20 - 55℃; Inert atmosphere;
38%
1,2-bis(4,5-dihydro-1H-imidazol-1-yl)ethane
55403-02-6

1,2-bis(4,5-dihydro-1H-imidazol-1-yl)ethane

ethylene dibromide
106-93-4

ethylene dibromide

2,3,4,5,6,7,8,8c-octahydro-1H-4a,6a,8a-triaza-2a-azoniacyclopent[fg]acenaphthylene bromide salt

2,3,4,5,6,7,8,8c-octahydro-1H-4a,6a,8a-triaza-2a-azoniacyclopent[fg]acenaphthylene bromide salt

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 3h; Heating;100%
With potassium carbonate In acetonitrile for 3h; Heating;70%
5-acetyl-7-(3-(4-fluorophenyl)butoxy)-6-hydroxy-4-methylbenzofuran
1017961-91-9

5-acetyl-7-(3-(4-fluorophenyl)butoxy)-6-hydroxy-4-methylbenzofuran

ethylene dibromide
106-93-4

ethylene dibromide

5-acetyl-6-(2-bromoethoxy)-7-(3-(4-fluorophenyl)butoxy)-4-methylbenzofuran

5-acetyl-6-(2-bromoethoxy)-7-(3-(4-fluorophenyl)butoxy)-4-methylbenzofuran

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 60℃; for 1.5h;100%
6-bromo-naphthalen-2-ol
15231-91-1

6-bromo-naphthalen-2-ol

ethylene dibromide
106-93-4

ethylene dibromide

2-bromo-6-(2-bromoethoxy)naphthalene
205112-20-5

2-bromo-6-(2-bromoethoxy)naphthalene

Conditions
ConditionsYield
With potassium hydroxide; tetrabutylammomium bromide In water at 100℃; for 3h;100%
With potassium carbonate In acetonitrile at 95℃; for 8h;50%
With potassium carbonate In acetonitrile at 95℃; for 8h;50%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;37.54%
C54H44N2S2
404866-70-2

C54H44N2S2

ethylene dibromide
106-93-4

ethylene dibromide

C56H46N2S2

C56H46N2S2

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In water for 0.25h;100%
(2,6-difluorophenyl)acetonitrile
654-01-3

(2,6-difluorophenyl)acetonitrile

ethylene dibromide
106-93-4

ethylene dibromide

1-(2,6-difluorophenyl)cyclopropane-1-carbonitrile
124276-65-9

1-(2,6-difluorophenyl)cyclopropane-1-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In water Product distribution / selectivity;100%
With sodium hydroxide52%
With sodium hydroxide; tetrabutylammomium bromide In water at 35 - 47℃; for 3.5h;
With N-benzyl-N,N,N-triethylammonium chloride; potassium hydroxide In water at 60 - 65℃; for 6h;
ammonium hexafluorophosphate

ammonium hexafluorophosphate

nitromethane
75-52-5

nitromethane

[(η6-C6Me6)Ru(η3-NH(CH2CH2S)2)]
823807-71-2

[(η6-C6Me6)Ru(η3-NH(CH2CH2S)2)]

ethylene dibromide
106-93-4

ethylene dibromide

[(η6-C6Me6)Ru(η3-S(CH2)2NH(CH2)2S(CH2)2)](PF6)2*MeNO2

[(η6-C6Me6)Ru(η3-S(CH2)2NH(CH2)2S(CH2)2)](PF6)2*MeNO2

Conditions
ConditionsYield
In methanol to soln. Ru complex in MeOH Br(CH2)2Br was added and stirred for 2 h, NH4PF6 was added and stirred for 1 h; react. mixt. was evacuated to dryness, residue was extd. with MeCN, filtered through Celite, evacuated to dryness, residue was dissolved in MeNO2, layered with ether andkept at -30°C for 3 days; elem. anal.;100%
C5(CH3)5Ru(C5H4CH2C4H7NCH2OCH3)

C5(CH3)5Ru(C5H4CH2C4H7NCH2OCH3)

ethylene dibromide
106-93-4

ethylene dibromide

(Sp)-Cp*Ru[1-Br-2-(CH2NC4H7CH2OCH3)C5H3]

(Sp)-Cp*Ru[1-Br-2-(CH2NC4H7CH2OCH3)C5H3]

Conditions
ConditionsYield
With LisBu In diethyl ether; cyclohexane (inert atm.); Ru complex in Et2O cooled to -78°C, treated with LisBu in cyclohexane (1:1.70) at -78°C within 20-30 s, stirred at -78°C for 3.5 h, treated with suspn. of ligand in Et2O, warmed to room temp. within 2.5 h, stirred for; evapd.(vac.), extd.(pentane), filtered (kieselghur), freed of volatiles,elem. anal.;100%
1-methyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine
918524-63-7

1-methyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine

ethylene dibromide
106-93-4

ethylene dibromide

1-methyl-4-(5-vinylpyridin-2-yl)piperazine
1168722-41-5

1-methyl-4-(5-vinylpyridin-2-yl)piperazine

Conditions
ConditionsYield
Stage #1: ethylene dibromide With potassium hydroxide In tetrahydrofuran at 95℃; for 1.16667h; Inert atmosphere; Microwave irradiation;
Stage #2: 1-methyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine With triphenylphosphine; palladium diacetate In tetrahydrofuran; methanol at 95℃; for 1h; Microwave irradiation;
100%
Stage #1: ethylene dibromide With potassium hydroxide In tetrahydrofuran at 95℃; for 1.16667h; Microwave irradiation; Inert atmosphere;
Stage #2: 1-methyl-4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine With palladium diacetate; triphenylphosphine In tetrahydrofuran at 95℃; for 1h; Microwave irradiation; Inert atmosphere;
93%
5-chloro-3-bromo-2-hydroxyacetophenone
59443-15-1

5-chloro-3-bromo-2-hydroxyacetophenone

ethylene dibromide
106-93-4

ethylene dibromide

3'-bromo-2'-(2-bromoethoxy)-5'-chloroacetophenone
1210038-73-5

3'-bromo-2'-(2-bromoethoxy)-5'-chloroacetophenone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃;100%
1,1,2,5,6,6-hexamethyl-1,6-dihydronaphtho<2,1-b:3,4-b'>dipyrrole
81903-37-9

1,1,2,5,6,6-hexamethyl-1,6-dihydronaphtho<2,1-b:3,4-b'>dipyrrole

ethylene dibromide
106-93-4

ethylene dibromide

2Br(1-)*C22H26N2(2+)

2Br(1-)*C22H26N2(2+)

Conditions
ConditionsYield
at 160℃; for 8h; sealed tube;100%
ethylene dibromide
106-93-4

ethylene dibromide

5-nitro-2H-pyrazole-3-carboxylic acid methyl ester
181585-93-3

5-nitro-2H-pyrazole-3-carboxylic acid methyl ester

methyl 1-(2-bromoethyl)-3-nitro-1H-pyrazole-5-carboxylate
1360057-00-6

methyl 1-(2-bromoethyl)-3-nitro-1H-pyrazole-5-carboxylate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 0 - 100℃; for 4h;100%
Stage #1: 5-nitro-2H-pyrazole-3-carboxylic acid methyl ester With caesium carbonate In N,N-dimethyl-formamide at 98℃; for 0.0833333h;
Stage #2: ethylene dibromide at 0 - 20℃; for 5h;
92%
With potassium carbonate In acetone for 2h; Reflux;77%
With potassium carbonate In acetone for 2h; Product distribution / selectivity; Reflux;63%
With potassium carbonate In acetone at 60℃; for 1h;41.1 mmol
ethyl methyl 2-(3-methylisoxazol-5-yl)acetate

ethyl methyl 2-(3-methylisoxazol-5-yl)acetate

ethylene dibromide
106-93-4

ethylene dibromide

ethyl 1-(3-methylisoxazol-5-yl)cyclopropanecarboxylate
1380090-06-1

ethyl 1-(3-methylisoxazol-5-yl)cyclopropanecarboxylate

Conditions
ConditionsYield
With sodium hydroxide; tetrabutyl ammonium fluoride In toluene at 20℃; for 1h;100%
ethylene dibromide
106-93-4

ethylene dibromide

3-trifluoromethylphenylacetonitrile
2338-76-3

3-trifluoromethylphenylacetonitrile

1-(3-(trifluoromethyl)phenyl)cyclopropane-1-carbonitrile

1-(3-(trifluoromethyl)phenyl)cyclopropane-1-carbonitrile

Conditions
ConditionsYield
Stage #1: 3-trifluoromethylphenylacetonitrile With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: ethylene dibromide In N,N-dimethyl-formamide at 20℃; for 3h;
100%
Estrone
53-16-7

Estrone

ethylene dibromide
106-93-4

ethylene dibromide

3-(2’-bromoethoxy)estra-1,3,5(10)-trien-17-one
191155-58-5

3-(2’-bromoethoxy)estra-1,3,5(10)-trien-17-one

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water Reflux;100%
With sodium hydroxide In tetrahydrofuran; water Reflux;84%
diethyl ether
60-29-7

diethyl ether

ethylene dibromide
106-93-4

ethylene dibromide

magnesium bromide diethyl etherate
29858-07-9

magnesium bromide diethyl etherate

Conditions
ConditionsYield
With magnesium Heating;100%
(1,4-diazepan-1-yl)(phenyl)methanone
59939-75-2

(1,4-diazepan-1-yl)(phenyl)methanone

ethylene dibromide
106-93-4

ethylene dibromide

1,1'-ethane-1,2-diylbis(4-benzoyl-1,4-diazepane)

1,1'-ethane-1,2-diylbis(4-benzoyl-1,4-diazepane)

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol for 16h; Heating;100%
ethylene dibromide
106-93-4

ethylene dibromide

bis-(2-bromoethyl) disulfide
1002-40-0

bis-(2-bromoethyl) disulfide

Conditions
ConditionsYield
With sodium hydrogensulfide; oxygen In ethanol; water at 76℃; for 8h; Temperature; Reflux;100%

1,2-Dibromoethane Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2A IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 204.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 15 , 1977,p. 195.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay (gavage); Clear Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-86 ,1978. ; NTP Carcinogenesis Bioassay (inhalation); Clear Evidence: mouse, rat NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-210 ,1982. . EPA Genetic Toxicology Program. Community Right-To-Know List. Reported in EPA TSCA Inventory.

1,2-Dibromoethane Standards and Recommendations

OSHA PEL: TWA 20 ppm; CL 30 ppm; Pk 50 ppm/5M/8H
ACGIH TLV: Animal Carcinogen
DFG MAK: DFG TRK: Animal Carcinogen, Suspected Human Carcinogen
NIOSH REL: (EDB) 0.045 ppm; CL 1 mg/m3/15M
DOT Classification:  6.1; Label: Poison

1,2-Dibromoethane Analytical Methods

For occupational chemical analysis use OSHA: #02 or NIOSH: Ethylene Dibromide, 1008.

1,2-Dibromoethane Specification

The IUPAC name of 1,2-Dibromoethane is 1,2-dibromoethane. With the CAS registry number 106-93-4, it is also named as Aadibroom; Celmide. The product's categories are organics and bromine chemicals. It is colorless to light yellow liquid with a sweetish odor. And it is slightly soluble in water, and soluble in most organic solvents and thinners. In addition, this chemical slowly decomposes in the presence of light and heat, so it may turn brown upon exposure to light. It is corrosive to iron and other metals and may decompose upon contact with alkalis. Furthermore, it is incompatible with oxidizing agents. Reacts with sodium, potassium, calcium, powdered aluminum, zinc, magnesium and liquid ammonia.

The other characteristics of 1,2-Dibromoethanecan be summarized as: 
(1)ACD/LogP: 2.08; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.08; (4)ACD/LogD (pH 7.4): 2.08; (5)ACD/BCF (pH 5.5): 22.42; (6)ACD/BCF (pH 7.4): 22.42; (7)ACD/KOC (pH 5.5): 322.43; (8)ACD/KOC (pH 7.4): 322.43; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.521; (13)Molar Refractivity: 26.77 cm3; (14)Molar Volume: 87.9 cm3; (15)Polarizability: 10.61×10-24 cm3; (16)Surface Tension: 36.4 dyne/cm; (17)Enthalpy of Vaporization: 34.77 kJ/mol; (18)Vapour Pressure: 12 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 187.865929; (21)MonoIsotopic Mass: 185.867975; (22)Heavy Atom Count: 4.

Preparation of 1,2-Dibromoethane:
It can be obtained by ethene petroleum ether and bromine under Geschwindigkeit der Reaktion at -80 - -100°C.


Uses of 1,2-Dibromoethane: 
It can be used as ethyl reagents and solvents.In agriculture, it is used as a nematicide and synthetic plant growth regulator. And it is also used as intermediate in synthesis of diethyl-bromophenyl acetonitrile, and fire retardant of vinyl bromide in medicine. In addition, it is used in gasoline to eliminate lead in seismic liquid agent, metal surface treatment agent and fire-fighting agent. It reacts with 2,4,5-tribromo-1H-imidazole to get 2,4,5-tribromo-1-vinylimidazole. This reaction needs reagent aq. tetrabutylammonium bromide and aq. NaOH by heating. The reaction time is 3 hours. The yield is 90 %.


Safety informationg of 1,2-Dibromoethane:
When you are using this chemical, please be cautious about it as the following:It is highly flammable, so it is toxic by inhalation, in contact with skin and if swallowed. And it is irritating to eyes, respiratory system and skin. In addition, this chemical may cause cancer and is toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 

People can use the following data to convert to the molecule structure. 
(1)SMILES:BrCCBr;
(2)Std. InChI:InChI=1S/C2H4Br2/c3-1-2-4/h1-2H2;
(3)Std. InChIKey:PAAZPARNPHGIKF-UHFFFAOYSA-N.

The following are the toxicity data of 1,2-Dibromoethane:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 oral 79mg/kg (79mg/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 6, Pg. 158, 1952.
guinea pig LCLo inhalation 400ppm/3H (400ppm)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 6, Pg. 158, 1952.
guinea pig LCLo inhalation 400ppm/3H (400ppm) LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"
AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 6, Pg. 158, 1952.
guinea pig LD50 oral 110mg/kg (110mg/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 6, Pg. 158, 1952.
man TDLo oral 43uL/kg (0.043mL/kg) LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
Human & Experimental Toxicology. Vol. 19, Pg. 152, 2000.
 
mouse LD50 intraperitoneal 220mg/kg (220mg/kg)   Journal fuer Praktische Chemie. Vol. 320, Pg. 133, 1978.
mouse LD50 unreported 146mg/kg (146mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 38, 1971.
mouse LDLo oral 250mg/kg (250mg/kg)   Toxicology and Applied Pharmacology. Vol. 23, Pg. 288, 1972.
quail LD50 oral 130mg/kg (130mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
British Poultry Science. Vol. 22, Pg. 355, 1981.
 
rabbit LD50 oral 55mg/kg (55mg/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 6, Pg. 158, 1952.
rabbit LD50 skin 300mg/kg (300mg/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 6, Pg. 158, 1952.
rabbit LD50 skin 300mg/kg (300mg/kg) SKIN AND APPENDAGES (SKIN): CORROSIVE: AFTER TOPICAL EXPOSURE AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 6, Pg. 158, 1952.
rabbit LDLo rectal 2500mg/kg (2500mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE"
Journal of Pharmacology and Experimental Therapeutics. Vol. 34, Pg. 223, 1928.
rat LC50 inhalation 14300mg/m3/30 (14300mg/m3) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Farmakologiya i Toksikologiya Vol. 8, Pg. 140, 1973.
rat LD50 oral 108mg/kg (108mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 17, 1978.
rat LD50 skin 300mg/kg (300mg/kg)   "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.
women LDLo oral 90mg/kg (90mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

GASTROINTESTINAL: NAUSEA OR VOMITING

KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED
"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 257, 1969.

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