Ethyl 2-bromopropionate Chemical Properties

Melting point:

<25 °C

Boiling point:

156-160 °C (lit.)

Density 

1.394 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.446(lit.)

Flash point:

125 °F

storage temp. 

Store below +30°C.

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Liquid

color 

Clear colorless to very slightly yellow

Water Solubility 

Immiscible

Merck 

14,3772

BRN 

773920

Dielectric constant

9.3000000000000007

Stability:

Corrosive

InChIKey

ARFLASKVLJTEJD-UHFFFAOYSA-N

CAS DataBase Reference

535-11-5(CAS DataBase Reference)

NIST Chemistry Reference

Propanoic acid, 2-bromo-, ethyl ester(535-11-5)

EPA Substance Registry System

Propanoic acid, 2-bromo-, ethyl ester (535-11-5)

Safety Information

Hazard Codes 

C,Xn

Risk Statements 

10-34-36/37/38-20/22

Safety Statements 

16-26-36/37/39-45-37/39

RIDADR 

UN 2920 8/PG 2

WGK Germany 

3

RTECS 

UA2451730

F 

8-19

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29159080

Toxicity

LD50 orally in Rabbit: 281 mg/kg

MSDS

• Language:English Provider:2-Bromopropanoic acid ethyl ester
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Ethyl 2-bromopropionate Usage And Synthesis

Chemical Properties

clear colorless to very slightly yellow liquid

Uses

It?s an important organic intermediate can be used in agrochemical, pharmaceutical synthesis and dyestuff field.

Uses

Ethyl 2-Bromopropionate is an intermediate in the synthesis of organic compounds and pharmaceuticals.

Synthesis

General procedure for the synthesis of ethyl 2-bromopropionate from ethanol and 2-bromopropionic acid: (a) (ii) A solution of Et2O (5 mL) in 1 M HCl was added to a solution of EtOH (200 mL) in 2-bromopropionic acid (25 g). The reaction mixture was heated to reflux overnight. Upon completion of the reaction, the solvent was removed by rotary evaporator to give a yellow oily product, ethyl 2-bromopropionate, in a yield of 20.4 g (about 75% yield). The product was characterized by 1H NMR (500 MHz, CDCl3): δ 4.36 (q, J = 7.00 Hz, 1H), 4.24 (qd, J = 7.00 Hz, 2.69 Hz, 2H), 1.83 (d, J = 7.08 Hz, 3H), 1.31 (t, J = 7.20 Hz, 3H).

Purification Methods

Wash the ester with saturated aqueous Na2CO3 (three times), 50% aqueous CaCl2 (three times) and saturated aqueous NaCl (twice). Dry with MgSO4, CaCl2 or CaCO3, and distil it. [Beils

References

[1] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 3, p. 304 - 309
[2] Patent: WO2010/86613, 2010, A1. Location in patent: Page/Page column 39
[3] Journal of the American Chemical Society, 2014, vol. 136, # 50, p. 17662 - 17668
[4] Justus Liebigs Annalen der Chemie, 1879, vol. 197, p. 13
[5] Monatshefte fuer Chemie, 1881, vol. 2, p. 546

Ethyl 2-bromopropionate(535-11-5)Related Product Information

• ISOXADIFEN-ETHYL
• Tris(trimethylsilyl)phosphate
• DL-Ethyl 2-bromobutyrate
• Methyl acrylate
• Ethylparaben
• Ethyl chloroacetate
• Ethyl cyanoacetate
• Ethanol
• Ethyl propiolate
• Ethyl acrylate
• Ethyl phenylacetate
• Trinexapac-ethyl
• Ethyl acetate
• Diethyl 2-bromo-2-methylmalonate
• Ethyl 2,3-dibromopropionate
• DIETHYL DIBROMOMALONATE
• Ethyl bromodifluoroacetate
• Ethyl 2-bromoisobutyrate