Product Name

  • Name

    1,2-Bis(bromoacetoxy)ethane

  • EINECS 223-250-4
  • CAS No. 3785-34-0
  • Article Data11
  • CAS DataBase
  • Density 1.888 g/cm3
  • Solubility
  • Melting Point
  • Formula C6H8Br2O4
  • Boiling Point 310.7 °C at 760 mmHg
  • Molecular Weight 303.935
  • Flash Point 141.7 °C
  • Transport Information
  • Appearance Light yellow clear liquid
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 3785-34-0 (1,2-Bis(bromoacetoxy)ethane)
  • Hazard Symbols
  • Synonyms Aceticacid, bromo-, 1,2-ethanediyl ester (9CI);Acetic acid, bromo-, ethylene ester(6CI,7CI,8CI);Ethylene glycol, bis(bromoacetate) (8CI);Bromoacetic acid 1,2-ethanediyl ester;Ethylene bromoacetate;NSC 25854;NSC 406054;Pandurol;
  • PSA 52.60000
  • LogP 0.86260

Synthetic route

2-methoxyethyl 2-bromoacetate
56521-72-3

2-methoxyethyl 2-bromoacetate

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

Conditions
ConditionsYield
at 70℃; for 24h;88%
ethylene glycol
107-21-1

ethylene glycol

bromoacetic acid
79-08-3

bromoacetic acid

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

Conditions
ConditionsYield
In neat (no solvent) at 80℃; for 48h; Inert atmosphere;68%
With sulfuric acid at 125℃; for 12h;
ethylene glycol
107-21-1

ethylene glycol

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

Conditions
ConditionsYield
With pyridine In diethyl ether; toluene at 20℃; Esterification;62%
With triethylamine In toluene at 23℃; for 18h;
With pyridine; dmap In dichloromethane at -0.01℃; for 12h; Inert atmosphere;
bromoacetic anhydride
13094-51-4

bromoacetic anhydride

ethylene glycol
107-21-1

ethylene glycol

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

Conditions
ConditionsYield
at 80 - 85℃;
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

monosodium salt of glycol

monosodium salt of glycol

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

Conditions
ConditionsYield
With xylene
ethylene glycol
107-21-1

ethylene glycol

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

A

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

B

bromoacetic acid β-bromoethyl ester

bromoacetic acid β-bromoethyl ester

Conditions
ConditionsYield
at 50 - 60℃;
ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

4-(4-cyclopropylnaphthalen-1-yl)-4Η-1,2,4-triazole-3-thiol
1533519-84-4

4-(4-cyclopropylnaphthalen-1-yl)-4Η-1,2,4-triazole-3-thiol

ethane-1,2-diyl bis({[4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetate)

ethane-1,2-diyl bis({[4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetate)

Conditions
ConditionsYield
With potassium hydrogencarbonate In ethanol at 50 - 55℃; Inert atmosphere;94%
(4,4'-di-tert-butyl-2,2'-bipyridine)dimethylplatinum(II)

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

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

trans,trans-{(4,4'-di-tert-butyl-2,2'-bipyridine)bromodimethylplatinum(IV)}(μ-CH2COOC2H4OCOCH2)

trans,trans-{(4,4'-di-tert-butyl-2,2'-bipyridine)bromodimethylplatinum(IV)}(μ-CH2COOC2H4OCOCH2)

Conditions
ConditionsYield
In acetone the bromo-compd. is added to a soln. of the starting complex in acetone; ppt. is filtd., washed with ether, dried under vac., elem. anal.;61%
dimethyl(2,2'-bipyridine)platinum(II)
52594-52-2

dimethyl(2,2'-bipyridine)platinum(II)

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

trans,trans-{(2,2'-bipyridine)bromodimethylplatinum(IV)}(μ-CH2COOC2H4OCOCH2)

trans,trans-{(2,2'-bipyridine)bromodimethylplatinum(IV)}(μ-CH2COOC2H4OCOCH2)

Conditions
ConditionsYield
In acetone the bromo-compd. is added to a soln. of the starting complex in acetone; ppt. is filtd., washed with ether, dried under vac., elem. anal.;53%
ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

5-(4'-pyridylazo)-25,26,27-tris(ethoxycarbonylmethoxy)-28-hydroxycalix[4]arene
149647-23-4

5-(4'-pyridylazo)-25,26,27-tris(ethoxycarbonylmethoxy)-28-hydroxycalix[4]arene

C86H90O24

C86H90O24

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran Heating;
ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

C46H54O10
149647-22-3

C46H54O10

C98H114O24

C98H114O24

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran Heating;
ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

1,4,7,8-dioxadithiecane-5,10-dione

1,4,7,8-dioxadithiecane-5,10-dione

Conditions
ConditionsYield
With sodium disulfide In tetrahydrofuran for 20h; cyclocondensation; Heating;16 % Spectr.
ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

4-(Diethylamino)salicylaldehyde
17754-90-4

4-(Diethylamino)salicylaldehyde

C28H36N2O8
877178-48-8

C28H36N2O8

Conditions
ConditionsYield
With potassium iodide; potassium bromide In butanone for 24h; Heating / reflux;
diethyllaurylamine
4271-27-6

diethyllaurylamine

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

2,2'-[ethane-1,2-diylbis(oxy)]bis(N-dodecyl-N,N-diethyl-2-oxoethanaminium) dibromide

2,2'-[ethane-1,2-diylbis(oxy)]bis(N-dodecyl-N,N-diethyl-2-oxoethanaminium) dibromide

Conditions
ConditionsYield
In chloroform at 60℃; for 5h;
1-dodecylpiperidine
5917-47-5

1-dodecylpiperidine

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

1,1'-(ethane-1,2-diylbis(oxy))bis(2-oxoethane-1,2-diyl)bis(1-dodecylpiperidin-1-ium)dibromide

1,1'-(ethane-1,2-diylbis(oxy))bis(2-oxoethane-1,2-diyl)bis(1-dodecylpiperidin-1-ium)dibromide

Conditions
ConditionsYield
In chloroform at 60℃; for 5h;
1-dodecyl-pyrrolidine
2915-94-8

1-dodecyl-pyrrolidine

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

1,1'-(ethane-1,2-diylbis(oxy))bis(2-oxoethane-1,2-diyl)bis(1-dodecylpyrrolidin-1-ium)-dibromide

1,1'-(ethane-1,2-diylbis(oxy))bis(2-oxoethane-1,2-diyl)bis(1-dodecylpyrrolidin-1-ium)-dibromide

Conditions
ConditionsYield
In chloroform at 60℃; for 5h;
4-dodecyl-morpholine
1541-81-7

4-dodecyl-morpholine

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

4,4'-((ethane-1,2-diylbis(oxy))bis(2-oxoethane-2,1-diyl))bis(4-dodecylmorpholin-4-ium) dibromide

4,4'-((ethane-1,2-diylbis(oxy))bis(2-oxoethane-2,1-diyl))bis(4-dodecylmorpholin-4-ium) dibromide

Conditions
ConditionsYield
In chloroform at 60℃; for 5h;
ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

1-tetradecylimidazole
54004-47-6

1-tetradecylimidazole

C38H68N4O4(2+)

C38H68N4O4(2+)

Conditions
ConditionsYield
In N,N-dimethyl-formamide; acetonitrile at 80℃; for 24h; Temperature; Concentration;
ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

C14H24O4S2(2+)*2C13H17F2O6S(1-)

C14H24O4S2(2+)*2C13H17F2O6S(1-)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetonitrile / 20 h / 23 °C
2: water; chloroform / 15 h / 23 °C
View Scheme
thiophene
110-01-0

thiophene

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

C14H24O4S2(2+)*2Br(1-)

C14H24O4S2(2+)*2Br(1-)

Conditions
ConditionsYield
In acetonitrile at 23℃; for 20h;
ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

4-(4-cyclopropylnaphthalen-1-yl)-4Η-1,2,4-triazole-3-thiol
1533519-84-4

4-(4-cyclopropylnaphthalen-1-yl)-4Η-1,2,4-triazole-3-thiol

C36H30Br2N6O4S2

C36H30Br2N6O4S2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium hydrogencarbonate / ethanol / 50 - 55 °C / Inert atmosphere
2: N-Bromosuccinimide / dichloromethane; water; dimethyl sulfoxide / 0 - 5 °C
View Scheme
tributylphosphine
998-40-3

tributylphosphine

ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

1,2-ethanediol bis[(tri-n-butylphosphonium)acetyrate] dibromide

1,2-ethanediol bis[(tri-n-butylphosphonium)acetyrate] dibromide

Conditions
ConditionsYield
In acetone at 40℃; for 48h;1 g
ethane-1,2-diyl bis(2-bromoacetate)
3785-34-0

ethane-1,2-diyl bis(2-bromoacetate)

N-[3-(1H-imidazol-1-yl)propyl] dodecanamide

N-[3-(1H-imidazol-1-yl)propyl] dodecanamide

3,3′-{ethane-1,2-diylbis[oxy(2-oxoethane-2,1-diyl)]}bis{1-[3(dodecanoylamino)propyl]-1H-imidazol-3-ium} dibromide

3,3′-{ethane-1,2-diylbis[oxy(2-oxoethane-2,1-diyl)]}bis{1-[3(dodecanoylamino)propyl]-1H-imidazol-3-ium} dibromide

Conditions
ConditionsYield
at 59.99℃; for 6h; Inert atmosphere;

1,2-Bis(bromoacetoxy)ethane Chemical Properties

Chemical Name: 1,2-Bis(bromoacetoxy)ethane
IUPAC NAME: 2-(2-Bromoacetyl)oxyethyl 2-bromoacetate
CAS No.: 3785-34-0
EINECS: 223-250-4
Molecular Formula: C6H8Br2O4
Molecular Weight: 303.93 g/mol
Density: 1.888 g/cm3 
Flash Point: 141.7 °C
Boiling Point: 310.7 °C at 760 mmHg
Following is the structure of 1,2-Bis(bromoacetoxy)ethane (3785-34-0):


The chemical synonymous of 1,2-Bis(bromoacetoxy)ethane (3785-34-0) are BBAE ; Ethylene glycol bis(bromoacetate) ; 1,2-Bis(bromoacetoxy)ethane ; 1,2-Ethanediylbromoacetate ; Aceticacid,bromo-,1,2-ethanediylester ; Bromoaceticacidethyleneester ; Bromo-aceticacidiesterwithethyleneglycol ; Bromo-aceticaciethyleneester

1,2-Bis(bromoacetoxy)ethane Uses

 1,2-Bis(bromoacetoxy)ethane (3785-34-0) is a highly effective antiseptic fungicide, widely used as industrial circulating water, industrial cooling water, water treatment agents, sterilizing agents algae.

1,2-Bis(bromoacetoxy)ethane Toxicity Data With Reference

1.    

ipr-mus LD50:39 mg/kg

    JNCIAM    Journal of the National Cancer Institute. 31 (1963),297.
2.    

ivn-mus LD50:56 mg/kg

    CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#03918 .
3.    

ivn-dog LD50:15 mg/kg

    JNCIAM    Journal of the National Cancer Institute. 31 (1963),297.

 

1,2-Bis(bromoacetoxy)ethane Safety Profile

Poison by intraperitoneal and intravenous routes. When heated to decomposition it emits toxic fumes of Br. See also BROMIDES and ESTERS.

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