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105-36-2

Basic Information
CAS No.: 105-36-2
Name: Ethyl bromoacetate
Article Data: 92
Cas Database
Molecular Structure:
Molecular Structure of 105-36-2 (Ethyl bromoacetate)
Formula: C4H7BrO2
Molecular Weight: 167.002
Synonyms: Acetic acid, 2-bromo-, ethyl ester;a-Bromoacetic acid ethyl ester;Aceticacid, bromo-, ethyl ester (6CI,8CI,9CI);(Ethoxycarbonyl)methyl bromide;2-Bromoacetic acid ethyl ester;Bromoacetic acid ethyl ester;Ethyl bromacetate;Ethyl bromoethanoate;Ethyl monobromoacetate;Ethyl a-bromoacetate;Aceticacid, 2-bromo-, ethyl ester;
EINECS: 203-290-9
Density: 1.501 g/cm3
Melting Point: -38 °C
Boiling Point: 168.499 °C at 760 mmHg
Flash Point: 47.778 °C
Solubility: Insoluble in water, soluble in ethanol, benzene, diethyl ether
Appearance: colourless to light yellow liquid
Hazard Symbols: VeryT+
Risk Codes: 26/27/28
Safety: 26-45-7/9-1/2
Transport Information: UN 1603 6.1/PG 2
PSA: 26.30000
LogP: 0.94440
Synthetic route
64-17-5

ethanol

64-19-7

acetic acid

105-36-2

ethyl bromoacetate

Conditions
ConditionsYield
With bromine; phosphorus tribromide for 0.5h; Hell-Volhard-Zelinsky reaction; Heating;100%
With phosphorus tribromide 1.) r.t., 5 min; reflux, 3 h, 2.) r.t., overnight; Yield given. Multistep reaction;
64-17-5

ethanol

79-08-3

bromoacetic acid

105-36-2

ethyl bromoacetate

Conditions
ConditionsYield
With thionyl chloride In diethyl ether at 0 - 20℃;95%
With sulfuric acid for 24h; Reflux;85%
at 100℃;
103514-71-2

C10H25N3O2PS(1+)

105-36-2

ethyl bromoacetate

Conditions
ConditionsYield
With bromide In N,N-dimethyl-formamide95%
623-73-4

diazoacetic acid ethyl ester

105-36-2

ethyl bromoacetate

Conditions
ConditionsYield
With 1-bromo-butane; [HB(3,5-(CF3)2Pz)3]Ag(THF)78%
With chloroform; hydrogen bromide
109-92-2

ethyl vinyl ether

105-36-2

ethyl bromoacetate

Conditions
ConditionsYield
With tetraethylammonium bromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dichloromethane at 20℃; for 0.166667h; regioselective reaction;65%
64-17-5

ethanol

598-21-0

2-Bromoacetyl bromide

105-36-2

ethyl bromoacetate

Conditions
ConditionsYield
Stage #1: ethanol With triethylamine In dichloromethane at 0℃; for 0.166667h;
Stage #2: 2-Bromoacetyl bromide In dichloromethane at 0 - 25℃; for 5h;
42%
227945-00-8

diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium

A

diethyl 2-amino-6-[(2-oxo-2-ethoxy-ethoxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate

B

105-36-2

ethyl bromoacetate

Conditions
ConditionsYield
A 24%
B n/a
5292-43-3

bromoacetic acid tert-butyl ester

6873-86-5, 111289-37-3, 116560-14-6

(+)-(S)-isopropyl-p-toluenesulphinamide

A

105-36-2

ethyl bromoacetate

B

/PBBPD039-1840/

/PBBPD039-1840/

Conditions
ConditionsYield
With n-butyllithium Product distribution; 1.) THF, -30 deg C, 15 min, 2.) THF, 0 deg C, 5 h; further temperatures; further alkylating agents; regio and stereochemistry of alkylation;A 3%
B n/a
13094-51-4

bromoacetic anhydride

64-17-5

ethanol

105-36-2

ethyl bromoacetate

623-73-4

diazoacetic acid ethyl ester

74-96-4

ethyl bromide

105-36-2

ethyl bromoacetate

Conditions
ConditionsYield
bei der Einwirkung von UV-Licht;
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Specification

The Ethylbromoacetate, with the CAS registry number 105-36-2, is also known as Bromoacetic acid ethyl ester. It belongs to the product categories of Pharmaceutical Intermediates; Organics; C2 to C5; Carbonyl Compounds; Esters. Its EINECS number is 203-290-9. This chemical's molecular formula is C4H7BrO2 and molecular weight is 167.00. It is the ethyl ester of bromoacetic acid and is prepared in two steps from acetic acid. It is a lachrymator and has a fruity, pungent odor. What's more, its systematic name is Ethyl bromoacetate. Its classification code is Tumor data. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides, heat and fire. It is used in organic synthesis, and it is use to prepare war gas.

Physical properties of Ethylbromoacetate are: (1)ACD/LogP: 1.239; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.24; (4)ACD/LogD (pH 7.4): 1.24; (5)ACD/BCF (pH 5.5): 5.15; (6)ACD/BCF (pH 7.4): 5.15; (7)ACD/KOC (pH 5.5): 112.42; (8)ACD/KOC (pH 7.4): 112.42; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.453; (14)Molar Refractivity: 30.087 cm3; (15)Molar Volume: 111.226 cm3; (16)Polarizability: 11.927×10-24cm3; (17)Surface Tension: 33.8 dyne/cm; (18)Density: 1.501 g/cm3; (19)Flash Point: 47.778 °C; (20)Enthalpy of Vaporization: 40.494 kJ/mol; (21)Boiling Point: 168.499 °C at 760 mmHg; (22)Vapour Pressure: 1.6 mmHg at 25°C.

Uses of Ethylbromoacetate: it can be used to produce (2-methylsulfanyl-ethylamino)-acetic acid ethyl ester at the ambient temperature. It will need solvent tetrahydrofuran with the reaction time of 2.5 hours. The yield is about 88%.

Ethylbromoacetate can be used to produce (2-methylsulfanyl-ethylamino)-acetic acid ethyl ester at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemical is very toxic by inhalation, in contact with skin and if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You must keep the container tightly closed and in a well-ventilated place, and you should keep it locked up and out of the reach of children. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: BrCC(=O)OCC
(2)Std. InChI: InChI=1S/C4H7BrO2/c1-2-7-4(6)3-5/h2-3H2,1H3
(3)Std. InChIKey: PQJJJMRNHATNKG-UHFFFAOYSA-N