| Identification | More | [Name]
Methyl 3-bromopropionate | [CAS]
3395-91-3 | [Synonyms]
3-BROMOPROPIONIC ACID METHYL ESTER
BETA-BROMOPROPIONIC ACID METHYL ESTER
METHYL 3-BROMOPROPIONATE
METHYL BETA-BROMOPROPIONATE
3-bromopropanoicacidmethylester
3-bromo-propanoicacimethylester
3-bromo-propionicacimethylester
Methyl 3-bromopropanoate
methyl3-bromopropanoate
Propionic acid, 3-bromo-, methyl ester
Methyl3-bromopropionate,97%
Propanoic acid, 3-bromo-, methyl ester
Methyl Bromopropionate | [EINECS(EC#)]
222-247-5 | [Molecular Formula]
C4H7BrO2 | [MDL Number]
MFCD00000250 | [Molecular Weight]
167 | [MOL File]
3395-91-3.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
UA2451790
| [TSCA ]
Yes | [HS Code ]
29159080 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Very slightly yellow liquid | [Uses]
Methyl 3-bromopropionate was used in the synthesis of spiroanellated γ-lactones, pinacols and unprecedented 3-(1-hydroxycycloalkyl)-l-oxaspiro[n,m]alkan-2-ones. | [Synthesis]
Methyl propiolate (52 mL, 0.583 mol) was mixed with recrystallized N-bromosuccinimide (120 g, 0.674 mol) in 1,700 mL of acetone under nitrogen protection. Pure silver nitrate (9.9 g, 0.0583 mol) was added to the solution in a single addition and the reaction mixture was stirred at room temperature for 6 hours. Upon completion of the reaction, the acetone was evaporated under reduced pressure (25 °C bath temperature) to give a gray slurry. The slurry was washed with hexane (2 x 200 mL), filtered to remove the gray solid, and the filtrate was concentrated under vacuum to give 95 g of a pale yellow oily crude product. The crude product was passed through a short distillation under reduced pressure (65 °C, ca. 25 mmHg) and the fractions were collected with a receiver cooled with dry ice/acetone to give 83.7 g (88% yield) of methyl 3-bromopropynoate as a pale yellow oil. Calculated values for elemental analysis of [C4H3BrO2]: C, 29.48; H, 1.86. Measured values: C, 29.09; H, 1.97. | [References]
[1] Patent: WO2004/13137, 2004, A1. Location in patent: Page 76
[2] Tetrahedron Letters, 2010, vol. 51, # 13, p. 1793 - 1796 |
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