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347191

Sigma-Aldrich

Diethyl meso-2,5-dibromoadipate

98%

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About This Item

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

Quality Level

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

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

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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