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Diethyl 2,5-dibromohexanedioate

Uses

CAS No.869-10-3
Chemical Name:Diethyl 2,5-dibromohexanedioate
CBNumber:CB0687810
Molecular Formula:C10H16Br2O4
Formula Weight:360.04
MOL File:869-10-3.mol

Diethyl 2,5-dibromohexanedioate Property

Melting point 65-67 °C (lit.)
Boiling point 134°C/0.5mmHg(lit.)
Density 1.7082 (rough estimate)
refractive index 1.5010 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility DCM
form Solid
color Brown
Sensitive Light Sensitive
InChI 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
InChIKey UBCNJHBDCUBIPB-UHFFFAOYSA-N
SMILES C(OCC)(=O)C(Br)CCC(Br)C(OCC)=O
CAS DataBase Reference 869-10-3(CAS DataBase Reference)
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :C
Risk Statements :34-36/37
Safety Statements :26-27-28-36/37/39-45
RIDADR :UN 3261 8/PG 2
WGK Germany :3
HazardClass :8
PackingGroup :III
HS Code :29171900

NFPA 704:

	0
3		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H314-H335
Precautionary statements P260-P271-P280-P301+P330+P331-P303+P361+P353-P305+P351+P338

Diethyl 2,5-dibromohexanedioate Price More Price(6)

Brand: Sigma-Aldrich(India)
Product number: 347191
Product name : Diethyl meso-2,5-dibromoadipate
Purity: 98%
Packaging: 5G
Price: ₹5350
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 347191
Product name : Diethyl meso-2,5-dibromoadipate
Purity: 98%
Packaging: 25G
Price: ₹17850
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: D3965
Product name : Diethyl 2,5-Dibromoadipate
Purity: min. 98.0 %
Packaging: 5G
Price: ₹2400
Updated: 2022/05/26
Buy: Buy

Brand: ALFA India
Product number: ALF-H26347-14
Product name : Diethyl meso-2,5-dibromoadipate, 98%
Purity:
Packaging: 25g
Price: ₹5839
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: D3965
Product name : Diethyl 2,5-Dibromoadipate
Purity: min. 98.0 %
Packaging: 25G
Price: ₹7000
Updated: 2022/05/26
Buy: Buy

Diethyl 2,5-dibromohexanedioate Chemical Properties,Usage,Production

Uses Diethyl α,α'-Dibromoadipate is an intermediate in the synthesis of Muconic Acid, a metabolite found in urine found in workers with prolonged exposure to Benzene.
Uses Diethyl 2,5-dibromohexanedioate can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.
Uses 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
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.
Synthesis
meso-2,5-Dibromo-hexanedioic acid diethyl ester JS-053: Adipic acid (795 g, 3.93 mol) was added in small portions to thionylchloride (980 mL, 5.44 mol) for 2 hours at 65 degC. This suspension was mechanically stirred and heated on an oil bath for an additional 3.5 hours at 70 degC, until the gas evolution was finished. To the UV lamp irradiated (2x 120W) solution was added dropwise bromine (664 mL, 12.48 mol) for 7 hours at 85-95 degC. After finishing of absorption of bromine, the reaction mixture was cooled down, poured into ethanol (4000 mL, 96 %) at -5 degC and mechanically stirred for an additional 1 week at rt. Crystals were filtered off and washed with ethanol (2x 300 mL, 96 %) to afford meso-2,5-dibromo-hexanedioic acid diethyl ester (JS-053, 1343 g, 3.73 mol, yield 95 %, GC 98 %, mp 66 degC/lit.