TERT-BUTYL ETHYL MALONATE
- CAS NO.:32864-38-3
- Empirical Formula: C9H16O4
- Molecular Weight: 188.22
- MDL number: MFCD00009193
- EINECS: 251-269-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-18 17:01:59
What is TERT-BUTYL ETHYL MALONATE?
Chemical properties
Clear colorless liquid
The Uses of TERT-BUTYL ETHYL MALONATE
tert-Butyl ethyl malonate is used in the preparation of polar ester-functionalized aliphatic polysulfone. It is also a useful reagent for organic synthesis.
The Uses of TERT-BUTYL ETHYL MALONATE
tert-Butyl ethyl malonate was used in the synthesis of polar ester-functionalized aliphatic polysulfone with remarkable thermal stability.
Synthesis Reference(s)
The Journal of Organic Chemistry, 39, p. 2114, 1974 DOI: 10.1021/jo00928a032
Purification Methods
A likely impurity is monoethyl malonate; check IR for OH bands at 3330 br cm-1 . To ca 50g of ester add ice cold NaOH (50g in 200mL of H2O and 200g of ice). Swirl a few times (filter off ice if necessary), place it in a separating funnel and extract with 2 x 75mL of Et2O. Dry the extract (MgSO4) (since traces of acid decompose the t-Bu group of the ester, the distillation flask has to be washed with aqueous NaOH, rinsed with H2O and allowed to dry). Addition of some K2CO3 or MgO before distilling is recommended to inhibit decomposition. Distil it under reduced pressure through a 10cm Vigreux column (p 11). Decomposition is evidenced by severe foaming due to autocatalytic decomposition and cannot be prevented from accelerating except by stopping the distillation and rewashing the distillation flask with alkali again. [Breslow et al. J Am Chem Soc 66 1287 1944, Hauser et al. J Am Chem Soc 64 2714 1942, Strube Org Synth Coll Vol IV 417 1963, Stube Org Synth 37 35 1957, Beilstein 2 IV 1884.]
Properties of TERT-BUTYL ETHYL MALONATE
Boiling point: | 83-85 °C/8 mmHg (lit.) |
Density | 0.994 g/mL at 25 °C (lit.) |
refractive index | n |
Flash point: | 189 °F |
storage temp. | Inert atmosphere,Room Temperature |
form | clear liquid |
pka | 11.86±0.46(Predicted) |
color | Colorless to Almost colorless |
Water Solubility | Miscible with most common solvents. Immiscible with water. |
BRN | 1776681 |
CAS DataBase Reference | 32864-38-3(CAS DataBase Reference) |
NIST Chemistry Reference | tert-Butyl ethyl malonate(32864-38-3) |
Safety information for TERT-BUTYL ETHYL MALONATE
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H227:Flammable liquids |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P280:Wear protective gloves/protective clothing/eye protection/face protection. P370+P378:In case of fire: Use … for extinction. P403+P235:Store in a well-ventilated place. Keep cool. P501:Dispose of contents/container to..… |
Computed Descriptors for TERT-BUTYL ETHYL MALONATE
InChIKey | OCOBFMZGRJOSOU-UHFFFAOYSA-N |
TERT-BUTYL ETHYL MALONATE manufacturer
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