347191

Diethyl meso-2,5-dibromoadipate

98%

• Linear Formula: [-CH₂CH(Br)CO₂C₂H₅]₂
• CAS Number: 869-10-3
• Molecular Weight: 360.04
• MDL number: MFCD00075379
• UNSPSC Code: 12352100
• PubChem Substance ID: 24861319
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 98%
• mp: 65-67 °C (lit.)
• functional group: bromo; ester
• SMILES string: CCOC(=O)[C@@H](Br)CC[C@@H](Br)C(=O)OCC
• InChI: 1S/C10H16Br2O4/c1-3-15-9(13)7(11)5-6-8(12)10(14)16-4-2/h7-8H,3-6H2,1-2H3/t7-,8+
• InChI key: UBCNJHBDCUBIPB-OCAPTIKFSA-N

Description

General description

Diethyl meso-2,5-dibromoadipate reacts with N-methylallylamine in the presence of potassium carbonate to yield two diastereomers of diethyl 2-allyl-N-methylpyrrolidine-2,5-dicarboxylate.

Application

Diethyl meso-2,5-dibromoadipate may be employed as difunctional initiator during n-butyl acrylate (n-BuA) polymerization, leading to α,ω-bromo-poly(n-BuA) having narrow molecular weight distribution. It was also used:

• as bifunctional atom transfer radical polymerization (ATRP) initiator
• as initiator during the solution polymerization of octadecyl ester ether dimer by ATRP
• in the synthesis of diethyl 2,5-diazidoadipate

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H314,H335
• pcodes: P260 - P271 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges