1,3-diethyl 2-bromopropanedioate

• ChemBase ID: 93022
• Molecular Formular: C7H11BrO4
• Molecular Mass: 239.06384
• Monoisotopic Mass: 237.98407083
• SMILES: O=C(C(C(=O)OCC)Br)OCC
• Canonical SMILES: CCOC(=O)C(C(=O)OCC)Br
• InChI: InChI=1S/C7H11BrO4/c1-3-11-6(9)5(8)7(10)12-4-2/h5H,3-4H2,1-2H3
• InChIKey: FNJVDWXUKLTFFL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-diethyl 2-bromopropanedioate
• IUPAC Traditional name: 1,3-diethyl 2-bromopropanedioate
• Synonyms: Diethyl 2-bromopropane-1,3-dioate; Diethyl 2-bromomalonate; Diethyl bromomalonate; Bromomalonic acid diethyl ester; DIETHYL BROMOMALONATE; 溴代丙二酸二乙酯

Database IDs

• CAS Number: 685-87-0
• EC Number: 211-683-1
• MDL Number: MFCD00009138
• Beilstein Number: 509768
• PubChem SID: 162079720; 24894253
• PubChem CID: 69637

CALCULATED PROPERTIES

• Acid pKa: 9.997968
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.4992017
• LogD (pH = 7.4): 1.4981217
• Log P: 1.4992154
• Molar Refractivity: 45.3959 cm^3
• Polarizability: 18.216722 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 140-141°C/30mm; 233-235 °C(lit.); 233-235°C
• Flash Point: 111 °C; 111°C; 111°C(231°F); 231.8 °F
• Density: 1.402; 1.402 g/mL at 25 °C(lit.)
• Refractive Index: 1.4550; n20/D 1.451(lit.)

Safety Information

• Storage Warning: Corrosive/Harmful/Lachrymatory/Light Sensitive
• European Hazard Symbols: Corrosive (C); Irritant (Xi)
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34; R:36/37/38
• Safety Statements: 26-36/37/39-45; S:20-25-26-37/39
• TSCA Listed: 是
• 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: 90+%; 92%; 95+%
• Linear Formula: BrCH(CO2CH2CH3)2

DETAILS

MP Biomedicals - 05207787

MP Biomedicals Rare Chemical collection

Sigma Aldrich - D91209

Other Notes
Contains diethyl dibromomalonate, and varying amounts of diethyl malonate
Packaging
25, 100 g in glass bottle

REFERENCES

• In the presence of 1,8-Diazabicyclo[5.4.0]undec-7-ene, A12449, and CuBr₂, reacts with styrenes or alkenes with electron-withdrawing groups to give 2-substituted cyclopropane-1,1-dicarboxylate esters: Bull. Chem. Soc. Jpn., 55, 2687 (1982).
• Condenses with substituted o-hydroxyacetophenones in a convenient synthesis of 2-aryl-3(2H)-benzofuranones: Synth. Commun., 23, 961 (1993):