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411485

Sigma-Aldrich

Diisopropyl malonate

ReagentPlus®, 99%

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100 ML
$61.80

About This Item

Linear Formula:
(CH3)2CHO2CCH2CO2CH(CH3)2
CAS Number:
13195-64-7
Molecular Weight:
188.22
EC Number:
236-156-3
MDL number:
MFCD00059359
UNSPSC Code:
12352100
PubChem Substance ID:
24865749
NACRES:
NA.22

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Quality Level

100

product line

ReagentPlus®

Assay

99%

form

liquid

refractive index

n20/D 1.412 (lit.)

bp

93-95 °C/12 mmHg (lit.)

density

0.991 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

CC(C)OC(=O)CC(=O)OC(C)C

InChI

1S/C9H16O4/c1-6(2)12-8(10)5-9(11)13-7(3)4/h6-7H,5H2,1-4H3

InChI key

QRVSDVDFJFKYKA-UHFFFAOYSA-N

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Application

Diisopropyl malonates may be used in the synthesis of :
  • 3-substituted coumarins[1]
  • 2-carboisopropoxy-3-hydroxyquinoxaline-di-N-oxide[2]
  • 2-carboisopropoxy-3-hydroxy-6-methoxylquinoxaline-di-N-oxide[2]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

192.2 °F - closed cup

Flash Point(C)

89 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB3058
STBJ2912
STBG8765
STBB8099V
S37329V

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A Catalytic Enantioselective Michael Addition of a Simple Malonate to Prochiral a, ?-Unsaturated Ketoses and Aldehydes.
Yamaguchi M, et al.
Angewandte Chemie (International Edition in English), 32(8), 1176-1178 (1993)
Yingjun Xu et al.
Molecules (Basel, Switzerland), 16(8), 6894-6901 (2011-08-16)
A series of quinoxaline 1,4-di-N-oxide analogues were prepared from benzofurazan N-oxide derivatives and β-diketone ester compounds by the improved Beirut reaction. The structures of the target products were characterized by NMR, MS, IR and elemental analysis measurements, and that of
H Jinno et al.
Archives of toxicology, 71(9), 550-555 (1997-01-01)
The fungicide isoprothiolane (diisopropyl 1,3-dithiolane-2-ylidenemalonate) decomposes to the diisopropyl esters of malonic acid (DM), chloromalonic acid (DCM) and dichloromalonic acid (DDCM) upon aqueous chlorination. In this study, the cytotoxicity of these compounds was examined using rat hepatocytes cultured on Matrigel.
Use of isopropyl alcohol as a solvent in Ti (O-i-Pr) 4-catalyzed Knoevenagel reactions.
Yamashita K, et al.
Tetrahedron, 61(33), 7981-7985 (2005)

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