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CAS No.: | 105-36-2 |
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Name: | Ethyl bromoacetate |
Article Data: | 92 |
Molecular Structure: | |
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: | T+ |
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 |
Conditions | Yield |
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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; |
Conditions | Yield |
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With thionyl chloride In diethyl ether at 0 - 20℃; | 95% |
With sulfuric acid for 24h; Reflux; | 85% |
at 100℃; |
C10H25N3O2PS(1+)
ethyl bromoacetate
Conditions | Yield |
---|---|
With bromide In N,N-dimethyl-formamide | 95% |
Conditions | Yield |
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With 1-bromo-butane; [HB(3,5-(CF3)2Pz)3]Ag(THF) | 78% |
With chloroform; hydrogen bromide |
Conditions | Yield |
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With tetraethylammonium bromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dichloromethane at 20℃; for 0.166667h; regioselective reaction; | 65% |
Conditions | Yield |
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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% |
diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium
B
ethyl bromoacetate
Conditions | Yield |
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A 24% B n/a |
bromoacetic acid tert-butyl ester
(+)-(S)-isopropyl-p-toluenesulphinamide
A
ethyl bromoacetate
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
bei der Einwirkung von UV-Licht; |
Reported in EPA TSCA Inventory.
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%.
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