| Identification | More | [Name]
Diethyl 2,5-dibromohexanedioate | [CAS]
869-10-3 | [Synonyms]
AKOS 2004
DIETHYL 2,5-DIBROMOHEXANEDIOATE
DIETHYL A,A'-DIBROMOADIPATE
DIETHYL-ALPHA,ALPHA'-DIBROMOADIPATE
DIETHYL MESO-2,5-DIBROMOADIPATE
Diethylmeso-dibromoadipate
Diethyl a'd-dibromoadipate
2,5-Dibromohexanedioic acid diethyl ester
Diethyl 2,5-dibromoadipate | [EINECS(EC#)]
200-059-4 | [Molecular Formula]
C10H16Br2O4 | [MDL Number]
MFCD00276565 | [Molecular Weight]
360.04 | [MOL File]
869-10-3.mol |
| Chemical Properties | Back Directory | [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. ]
Keep in dark place,Inert atmosphere,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) |
| Questions And Answer | Back Directory | [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. |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS05,GHS07 | [Signal word ]
Danger | [Hazard statements ]
H314-H335 | [Precautionary statements ]
P260-P271-P280-P301+P330+P331-P303+P361+P353-P305+P351+P338 | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns.
R36/37:Irritating to eyes and respiratory system . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
3
| [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29171900 |
| Hazard Information | Back Directory | [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. |
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