2882-19-1

Basic information

• Product Name: ETHYL ALPHA-BROMOPHENYLACETATE
• Synonyms: Phenylbromoacetic acid ethyl ester;α-Bromobenzeneacetic acid ethyl ester;α-Bromophenylacetic acid ethyl ester;Einecs 220-735-2;2-BroMo-2-phenylacetic Acid Ethyl Ester;DL-α-BroMophenylacetic Acid Ethyl Ester;Ethyl (±)-α-BroMobenzeneacetate;Bromo(phenyl)acetic acid ethyl ester, Ethyl 2-bromo-2-phenylethanoate
• CAS NO: 2882-19-1
• Molecular Formula: C₁₀H₁₁BrO₂
• Molecular Weight: 243.1
• EINECS: 220-735-2
• Product Categories: Pharmaceutical Intermediates;Esters;Phenyls & Phenyl-Het;C10 to C11;Carbonyl Compounds
• Mol File: 2882-19-1.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 89-92 °C0.9 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.389 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00368mmHg at 25°C
• Refractive Index: n20/D >1.5390(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: Not miscible or difficult to mix in water.
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: ETHYL ALPHA-BROMOPHENYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL ALPHA-BROMOPHENYLACETATE(2882-19-1)
• EPA Substance Registry System: ETHYL ALPHA-BROMOPHENYLACETATE(2882-19-1)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 2882-19-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 2882-19-1 differently. You can refer to the following data:
1. ETHYL ALPHA-BROMOPHENYLACETATE is used as an alkyl halide initiator in controlled/living radical polymerization of styrene and methyl methacrylate.
2. α-Bromobenzeneacetic acid ethyl ester is used as an alkyl halide initiator in controlled/living radical polymerization of styrene and methyl methacrylate.

Application

Ethyl α-bromophenylacetate (EBPA) may be used to synthesize α-ethoxycarbonyl-N,α-diphenylnitrone.EBPA may be used as an initiator for the following:polymerization of dimethyl(methacryloyloxymethyl) phosphonatepolymerization of methyl methacrylate (MMA)polymerization of trimethylolpropane triacrylate(TMPTA)

Synthesis Reference(s)

Tetrahedron Letters, 13, p. 4067, 1972 DOI: 10.1016/S0040-4039(01)94239-X

Precautions

Moisture sensitive. Store away from oxidizing agents, air and water/moisture. Keep the container tightly closed and place it in a cool, dry and well ventilated condition. Store under inert gas.

InChI:InChI=1/C10H11BrO2/c1-2-13-10(12)7-8-5-3-4-6-9(8)11/h3-6H,2,7H2,1H3

Upstream product

• 103-82-2 phenylacetic acid 
• 4870-65-9 2-bromophenylacetic acid 
• 64-17-5 ethanol 
• 19078-72-9 bromo(phenyl)acetyl chloride 
• 13049-42-8 phenylketene diethylacetal 
• 611-71-2 MANDELIC ACID 
• 101-97-3 Ethyl 2-phenylethanoate 
• 103-80-0 phenylacetyl chloride 
• 59176-55-5 ethyl α,α-dibromobenzeneacetate 
• 78-94-4 methyl vinyl ketone 
• 774-40-3 hydroxy-phenyl-acetic acid ethyl ester 
• 75-15-0 carbon disulfide 
• 7726-95-6 bromine 
• 110-86-1 pyridine 

Downstream Products

• 7550-06-3 ethyl 2-phenyl-2-(piperidin-1-yl)acetate 
• 22083-23-4 α-morpholine ethyl phenylacetate 
• 92699-30-4 (+/-)-α-<4-Methyl-piperazyl-(1)>-phenylessigsaeure-aethylester 
• 33973-14-7 6-methoxy-2-phenyl-1-benzofuran 
• 101112-87-2 (3-methyl-6-oxo-6H-pyridazin-1-yl)-phenyl-acetic acid ethyl ester 
• 50543-55-0 7-methyl-2-phenylbenzofuran 
• 529-64-6 Tropic acid 
• 127745-68-0 6-methoxy-3-methyl-2-phenylbenzofuran 
• 857798-18-6 phenyl-(3,1',3'-trioxo-2,3,1',3'-tetrahydro-[1,2']biindenyliden-2-yl)-acetic acid ethyl ester 
• 51580-78-0 2-(N-methyl-anilino)-5-phenyl-thiazol-4-one 
• 102167-19-1 [N-(2-dimethylamino-ethyl)-anilino]-phenyl-acetic acid ethyl ester 
• 7182-29-8 5-hydroxy-2-phenylbenzofuran 
• 79309-63-0 ethyl α-ethoxy-α-phenylacetate 
• 256399-59-4 ethyl 2-phenoxy-2-phenylethanoate 

Relevant articles and documents

PYRROLIDINE-PYRAZOLES AS PYRUVATE KINASE ACTIVATORS

The subject matter described herein is directed to pyruvate kinase activating compounds of Formula I and pharmaceutical salts thereof, methods of preparing the compounds, pharmaceutical compositions comprising the compounds and methods of administering the compounds for the treatment of diseases associated with PKR and/or PKM2, such as pyruvate kinase deficiency, sickle cell disease, and beta-thalassemia.

Halogenation through Deoxygenation of Alcohols and Aldehydes

An efficient reagent system, Ph3P/XCH2CH2X (X = Cl, Br, or I), was very effective for the deoxygenative halogenation (including fluorination) of alcohols (including tertiary alcohols) and aldehydes. The easily available 1,2-dihaloethanes were used as key reagents and halogen sources. The use of (EtO)3P instead of Ph3P could also realize deoxy-halogenation, allowing for a convenient purification process, as the byproduct (EtO)3Pa?O could be removed by aqueous washing. The mild reaction conditions, wide substrate scope, and wide availability of 1,2-dihaloethanes make this protocol attractive for the synthesis of halogenated compounds.

Mandelic acid derived ionic liquids: synthesis, toxicity and biodegradability

A series of ten ionic liquids (ILs) was synthesised from the renewable resource mandelic acid. The ILs showed low antimicrobial activity towards the thirteen bacterial and twelve fungal strains they were screened against. A general trend of increasing bacterial toxicity in the order methyl ester 60% in 28 days), a series of biodegradation transformation products has been proposed based on the degradation of the ester/amide alkyl chain. This data has allowed for an assessment of the effect of IL structural features on toxicity and biodegradation, particularly allowing for a comparison to earlier work where additional oxygen atoms were present to facilitate biodegradation and attenuate toxicity. The mandelic acid derived ILs did not pass the Closed Bottle test (OECD 301D) and can be included in the rules of thumb for the design of biodegradable ILs.