| Identification | More | [Name]
DIETHYL BROMOMALONATE | [CAS]
685-87-0 | [Synonyms]
2-BROMO-MALONIC ACID DIETHYL ESTER
BROMO DIETHYL MALONATE
BROMOMALONIC ACID DIETHYL ESTER
DIETHYL BROMOMALONATE
ETHYL BROMOMALONATE
RARECHEM AL BI 0815
alpha-Bromomalonic ester
bromo-propanedioicacidiethylester
Diethyl 2-bromomalonate
Diethyl alpha-bromomalonate
Malonic acid, bromo-, diethyl ester
DIETHYL BROMOMALONATE, ~85-95%
Diethyl bromomalonate, 95+%
Diethyl bromomalonate, 90-95%
Propanedioic acid, bromo-, diethyl ester
Diethyl bromomalonate, 90+% | [EINECS(EC#)]
211-683-1 | [Molecular Formula]
C7H11BrO4 | [MDL Number]
MFCD00009138 | [Molecular Weight]
239.06 | [MOL File]
685-87-0.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID | [Melting point ]
-54°C | [Boiling point ]
233-235 °C (lit.) | [density ]
1.402 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.451(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
Chloroform, Hexanes | [form ]
Liquid | [pka]
9.29±0.46(Predicted) | [color ]
Clear colorless to slightly yellow | [Specific Gravity]
1.402 | [Water Solubility ]
Does not mix well with water. | [Sensitive ]
Lachrymatory | [Detection Methods]
GC,NMR,MS | [BRN ]
509768 | [InChI]
1S/C7H11BrO4/c1-3-11-6(9)5(8)7(10)12-4-2/h5H,3-4H2,1-2H3 | [InChIKey]
FNJVDWXUKLTFFL-UHFFFAOYSA-N | [SMILES]
CCOC(=O)C(Br)C(=O)OCC | [CAS DataBase Reference]
685-87-0(CAS DataBase Reference) | [EPA Substance Registry System]
Propanedioic acid, 2-bromo-, 1,3-diethyl ester (685-87-0) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
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 3265 8/PG 2
| [WGK Germany ]
3
| [F ]
19 | [Hazard Note ]
Corrosive/Lachrymator | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29171900 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Skin Corr. 1B |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID | [Uses]
Diethyl Bromomalonate is a chemical constituent of the asymmetric cyclopropanation of chalcones. Also used in the preparation of nanaplatforms for NIR imaging-guided photodynamic therapy of cancer cel
ls. | [Uses]
Diethyl bromomalonate is used in perfumes. It is also used to synthesize other compounds such as barbiturates, artificial flavorings, vitamin B1, and vitamin B6. | [Synthesis]
The Preparative Method of Diethyl Bromomalonate: by light-induced bromination of Diethyl Malonate with bromine in carbon tetrachloride; by treatment of diethyl malonate with bromotrichloromethane and 1,8-Diazabicyclo[5.4.0]undec-7-ene in benzene at 0 °C.
| [Purification Methods]
Purify the ester by fractional distillation in a vacuum. IR: max 1800 and 1700cm-1 [Abramovitch Can J Chem 37 1146 1959, Bretschneider & Karpitschka Monatsh Chem 84 1091 1053]. [Beilstein 2 IV 1904.] | [References]
[1] Tetrahedron, 1983, vol. 39, # 21, p. 3493 - 3505
[2] RSC Advances, 2017, vol. 7, # 87, p. 55434 - 55440
[3] Bulletin de la Societe Chimique de France, 1986, # 6, p. 881 - 884
[4] Synthesis, 1980, # 2, p. 143 - 146
[5] Journal of Fluorine Chemistry, 2005, vol. 126, # 11-12, p. 1487 - 1492 |
|
|