1,3-diethyl 2-bromo-2-methylpropanedioate

• ChemBase ID: 108332
• Molecular Formular: C8H13BrO4
• Molecular Mass: 253.09042
• Monoisotopic Mass: 251.9997209
• SMILES: CCOC(=O)C(C)(Br)C(=O)OCC
• Canonical SMILES: CCOC(=O)C(C(=O)OCC)(Br)C
• InChI: InChI=1S/C8H13BrO4/c1-4-12-6(10)8(3,9)7(11)13-5-2/h4-5H2,1-3H3
• InChIKey: CSLQAXTUGPUBCW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-diethyl 2-bromo-2-methylpropanedioate
• IUPAC Traditional name: 1,3-diethyl 2-bromo-2-methylpropanedioate
• Synonyms: DIETHYL BROMOMETHYLMALONATE; Diethyl 2-bromo-2-methylmalonate; 2-Bromo-2-methylmalonic acid diethyl ester; 2-溴-2-甲基丙二酸二乙酯; 2-溴代-2-甲基丙二酸二乙酯

Database IDs

• CAS Number: 29263-94-3
• EC Number: 249-541-6
• MDL Number: MFCD00009125
• Beilstein Number: 1779673
• PubChem SID: 24848412; 162090142
• PubChem CID: 94944

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.9319813
• LogD (pH = 7.4): 1.9319813
• Log P: 1.9319813
• Molar Refractivity: 50.1092 cm^3
• Polarizability: 20.003342 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 105-106°C/5mm
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F
• Density: 1.323; 1.325 g/mL at 25 °C(lit.)
• Refractive Index: 1.4490; n20/D 1.449(lit.)

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 2

Product Information

• Purity: 98%
• Linear Formula: BrC(CH3)(CO2C2H5)2

DETAILS

MP Biomedicals - 05206947

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 139440

Packaging
25 g in glass bottle

REFERENCES

• Brominating agent, more reproducible than bromine, for ester enolates: Rec. Trav. Chim., 96, 72 (1977).
• Reacts with nucleophiles at bromine with displacement of the malonate anion. Thus it has been used to introduce the ɑ-methylacetic acid unit at a remote position, asin the -alkylation of unsaturated ketones, in which the displaced malonate anion reacts with the initially-formed ɑ-bromo ketone. This process has been termed "transfer alkylation": J. Am. Chem. Soc., 94, 1790 (1972):