Methyl 2-bromoacetate explained
Methyl 2-bromoacetate (methyl bromoactate) is a chemical compound with the molecular formula C3H5BrO2.
Properties
Methyl 2-bromoacetate is colorless or straw-colored liquid. The smell is sharp and penetrating. It is soluble in water and also has a higher density than water.[1] It is incompatible with acids, bases, oxidizing agents, and reducing agents.
Application
Methyl bromoacetate is an alkylating agent. It has been used to alkylate phenol and amino groups.[2] [3] Moreover, it can be used to make vitamins and pharmaceutical drugs. It is commonly used as a reagent in chemical modification of histidine.[1] In addition, methyl bromoacetate also use in synthesize of coumarins and cis-cyclopropane. It reacts with conjugated base and produce alkylated carbene complexes.[4]
Safety
Methyl bromoacetate can be toxic by ingestion and inhalation. It can also irritate the skin and eyes.[1]
See also
References
- Web site: Methyl Bromoacetate - Compound Summary for CID 60984 . PubChem Compound Database. National Center for Biotechnology Information. 9 July 2017. USA. Identification.
- Piątek. Piotr. Jurczak. Janusz. A selective colorimetric anion sensor based on an amide group containing macrocycle†. The Royal Society of Chemistry. 25 September 2002. 12430485 .
- Raju. B.. Murphy. E.. Levy. L.A.. Hall. R.D.. London. R.E.. A fluorescent indicator for measuring cytosolic free magnesium. The American Journal of Physiology. 256. 3 Pt 1. C540-8. 1 March 1989 . 2923192. 10.1152/ajpcell.1989.256.3.C540.
- Web site: A10605 Methyl bromoacetate, 98+%. Alfa Aesar. 9 July 2017.
Extra reading
- Raju . B. . Murphy . E. . Levy . L. A. . Hall . R. D. . London . R. E. . A fluorescent indicator for measuring cytosolic free magnesium . American Journal of Physiology. Cell Physiology . 1 March 1989 . 256 . 3 . C540–C548 . 10.1152/ajpcell.1989.256.3.C540. 2923192 .
- Upper . Christen D. . West . Charles A. . Biosynthesis of Gibberellins . Journal of Biological Chemistry . July 1967 . 242 . 14 . 3285–3292 . 10.1016/S0021-9258(18)95908-9. free .
- Davis . Franklin A. . Zhou . Ping . Reddy . G. Venkat . Asymmetric Synthesis and Reactions of cis-N-(p-Toluenesulfinyl)aziridine-2-carboxylic Acids . The Journal of Organic Chemistry . June 1994 . 59 . 12 . 3243–3245 . 10.1021/jo00091a001.
- Henderson . Jaclyn L. . Edwards . Andrew S. . Greaney . Michael F. . Three-Component Coupling of Benzyne: Domino Intermolecular Carbopalladation . Journal of the American Chemical Society . June 2006 . 128 . 23 . 7426–7427 . 10.1021/ja0615526. 16756281 .
- Hannick . Steven M. . Kishi . Yoshito . An improved procedure for the Blaise reaction: a short, practical route to the key intermediates of the saxitoxin synthesis . The Journal of Organic Chemistry . October 1983 . 48 . 21 . 3833–3835 . 10.1021/jo00169a053.