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3785-34-0

Basic Information
CAS No.: 3785-34-0
Name: 1,2-Bis(bromoacetoxy)ethane
Article Data: 11
Molecular Structure:
Molecular Structure of 3785-34-0 (1,2-Bis(bromoacetoxy)ethane)
Formula: C6H8Br2O4
Molecular Weight: 303.935
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;
EINECS: 223-250-4
Density: 1.888 g/cm3
Boiling Point: 310.7 °C at 760 mmHg
Flash Point: 141.7 °C
Appearance: Light yellow clear liquid
PSA: 52.60000
LogP: 0.86260
Synthetic route
56521-72-3

2-methoxyethyl 2-bromoacetate

598-21-0

2-Bromoacetyl bromide

3785-34-0

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

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

ethylene glycol

79-08-3

bromoacetic acid

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;
107-21-1

ethylene glycol

598-21-0

2-Bromoacetyl bromide

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;
13094-51-4

bromoacetic anhydride

107-21-1

ethylene glycol

3785-34-0

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

Conditions
ConditionsYield
at 80 - 85℃;
598-21-0

2-Bromoacetyl bromide

monosodium salt of glycol

monosodium salt of glycol

3785-34-0

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

Conditions
ConditionsYield
With xylene
107-21-1

ethylene glycol

598-21-0

2-Bromoacetyl bromide

A

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℃;
3785-34-0

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

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)

Conditions
ConditionsYield
With potassium hydrogencarbonate In ethanol at 50 - 55℃; Inert atmosphere;94%

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

3785-34-0

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

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%
52594-52-2

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

3785-34-0

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

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%
3785-34-0

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

149647-23-4

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

C86H90O24

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran Heating;
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Chemistry

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

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.

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.

 

Safety Profile

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