3042-81-7 Usage
Description
Methyl α-bromophenylacetate is an ester with a light yellow to yellow liquid appearance. It is known for its involvement in various chemical reactions, such as the palladium-catalyzed homocoupling reaction with 3,5-dimethyl phenyl boronic acid.
Uses
Used in Polymer Science:
Methyl α-bromophenylacetate is used as an initiator for the atom transfer radical polymerization (ATRP) of methyl methacrylate (MMA) and ethylene glycol dimethacrylate (EGDMA). This application is significant in the study of ESR (Electron Spin Resonance) techniques, which are crucial for understanding the polymerization process and the properties of the resulting polymers.
Used in Supercritical Fluid Polymerization:
Methyl α-bromophenylacetate is also used as a reagent in the homopolymerization of MMA in supercritical carbon dioxide. This process allows for the production of polymers with unique properties and characteristics, making it an important application in the field of materials science and engineering.
Synthesis Reference(s)
Tetrahedron, 42, p. 2275, 1986 DOI: 10.1016/S0040-4020(01)90607-6
Check Digit Verification of cas no
The CAS Registry Mumber 3042-81-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,4 and 2 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 3042-81:
(6*3)+(5*0)+(4*4)+(3*2)+(2*8)+(1*1)=57
57 % 10 = 7
So 3042-81-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H9BrO2/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6,8H,1H3/t8-/m1/s1
3042-81-7Relevant articles and documents
Dynamic kinetic resolution in the hydrolysis of an α-bromo ester
Jones, Matthew M.,Williams, Jonathan M. J.
, p. 2519 - 2520 (1998)
Bromide can be employed to racemise an α-bromo ester more rapidly than the corresponding acid (carboxylate), and this rate difference has been employed as the basis of a dynamic kinetic resolution reaction.
Manganese/bipyridine-catalyzed non-directed C(sp3)–H bromination using NBS and TMSN3
Sneh, Kumar,Torigoe, Takeru,Kuninobu, Yoichiro
supporting information, p. 885 - 890 (2021/05/05)
A Mn(II)/bipyridine-catalyzed bromination reaction of unactivated aliphatic C(sp3)?H bonds has been developed using N-bromosuccinimide (NBS) as the brominating reagent. The reaction proceeded in moderate-to-good yield, even on a gram scale. The introduced bromine atom can be converted into fluorine and allyl groups.
Bromination of α-Diazo Phenylacetate Derivatives Using Cobalt(II) Bromide
Wang, Haifeng,Sun, Xiangli,Hu, Manman,Zhang, Xiaoyi,Xie, Lele,Gu, Shuangxi
supporting information, p. 3347 - 3351 (2020/07/04)
A method for the bromination of α-diazo phenylacetate derivatives using cobalt(II) bromide is described. This bromination reaction features a short reaction time, broad substrate scope, operational simplicity, acid-free conditions, and gram-scalability. (Figure presented.).