| Identification | More | [Name]
Ethyl 4-bromobutyrate | [CAS]
2969-81-5 | [Synonyms]
4-BROMOBUTYRIC ACID ETHYL ESTER
4-BROMO-N-BUTYRIC ACID ETHYL ESTER
ETHYL 4-BROMOBUTYRATE
ETHYL 4-BROMO-N-BUTYRATE
ETHYL GAMMA-BROMO-N-BUTYRATE
ETHYL G-BROMOBUTYRATE
GAMMA-BROMOBUTYRIC ACID ETHYL ESTER
4-Bromobutanoic acid, ethyl ester
BrCH2CH2CH2C(O)OC2H5
Butanoic acid, 4-bromo-, ethyl ester
Ethyl 4-bromobutanoate
Ethyl gamma-bromobutyrate
Ethyl 4-bromobutanoic acid
1-Bromo-3-(carboethoxy)propane
3-(Ethoxycarbonyl)propyl bromide
Butyric acid, 4-bromo-, ethyl ester
4-Bromobutanoic acid ethyl
4-Bromobutyric acid ethyl | [EINECS(EC#)]
221-005-6 | [Molecular Formula]
C6H11BrO2 | [MDL Number]
MFCD00000259 | [Molecular Weight]
195.05 | [MOL File]
2969-81-5.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to yellow liquid | [Melting point ]
98-100 °C | [Boiling point ]
80-82 °C/10 mmHg (lit.) | [density ]
1.363 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.456(lit.)
| [Fp ]
195 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Sparingly) | [form ]
Liquid | [color ]
Clear colorless to yellow | [Specific Gravity]
1.363 | [Water Solubility ]
immiscible | [BRN ]
1749700 | [InChIKey]
XBPOBCXHALHJFP-UHFFFAOYSA-N | [CAS DataBase Reference]
2969-81-5(CAS DataBase Reference) | [NIST Chemistry Reference]
Ethyl 4-bromobutyrate(2969-81-5) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
2929 | [WGK Germany ]
3
| [F ]
8-19 | [HS Code ]
29159080 |
| Hazard Information | Back Directory | [Description]
Ethyl 4-bromobutyrate is a colourless volatile liquid organic or biological reagent. It is used in organic synthesis to prepare 4-bromobutyl ester, 4-bromobutyl amide and 4-bromobutyl ether. It is also used in the synthesis of poly(2,6-dimethyl-1,4-epoxyphenyl ether) and isotopic thieno[2,3-b]azepin-4-one thieno[2,3-b]-azepin-4-one with antitumour activity. In the biological field, it has been used in enzyme-linked immunosorbent assays for zilpaterol. | [Chemical Properties]
clear colorless to yellow liquid | [Uses]
A versatile building block and synthesis reagent | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 56, p. 2264, 1991 DOI: 10.1021/jo00006a061 | [Hazard]
Strongly irritating to skin and eyes | [Synthesis]
Part A: Synthesis of ethyl 4-bromobutyrate
To a solution of 4-bromobutyric acid (3 g, 18 mmol) in ethanol (30 mL) was added 5 mL of a dioxane solution of 4N HCl. The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the volatile components were removed under vacuum. The concentrated residue was dissolved in 150 mL of dichloromethane. The organic phase was washed sequentially with saturated aqueous NaHCO3 (1 x 150 mL) and brine (1 x 150 mL), dried over anhydrous MgSO4, filtered, and the filtrate was concentrated under reduced pressure. The concentrated residue was dried under vacuum to give 3 g (85.5% yield) of ethyl 4-bromobutyrate as a yellow oil.1H NMR (300 MHz, CDCl3): δ1.22 (t, 3H, J = 7.15 Hz), 2.13 (m, 2H, J = 6.80 Hz), 2.45 (t, 2H, J = 7.15 Hz), 3.43 (t , 2H, J = 6.44Hz), 4.10 (q, 2H, J = 7.25Hz). | [References]
[1] Patent: US5753660, 1998, A |
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