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M1601

Sigma-Aldrich

Malonyl chloride

97%

Synonym(s):

Malonyl dichloride

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About This Item

Linear Formula:
CH2(COCl)2
CAS Number:
Molecular Weight:
140.95
Beilstein:
774044
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.465 (lit.)

bp

53-55 °C/19 mmHg (lit.)

density

1.449 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClC(=O)CC(Cl)=O

InChI

1S/C3H2Cl2O2/c4-2(6)1-3(5)7/h1H2

InChI key

SXYFKXOFMCIXQW-UHFFFAOYSA-N

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Application

Malonyl chloride can be used as a reactant for the synthesis of:
  • Alkaloids with tetracyclic cores such as cyclopiamide A and speradine E.
  • 6-tetrathiafulvalene(TTF)-polymer by condensation polymerization with TTF-based dihydroxy monomer.
  • N-doped TiO2 films by molecular layer deposition.
  • Alkyne-substituted 1,3-oxazines by reaction with arylpropynamides.

It can also be used as a coupling agent in the synthesis of block copolymers by anionic polymerization.

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

116.6 °F - closed cup

Flash Point(C)

47 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

M1601-5G:
M1601-100G:
M1601-BULK:
M1601-5KG:
M1601-25G:
M1601-VAR:


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Preparation of Arylpropynamides and Their Reaction with Malonyl Acid Derivatives
Petina OA, et al.
Synthesis, 45(06), 803-809 (2013)
Mechanistic Pathway for the Formation of Radial Polystyrenes Using Diacyl Chloride
Kumar S, et al.
Macromolecules, 45(6), 2675-2681 (2012)
Total synthesis of cyclopiamide A and speradine E
Nakhla MC, et al.
Tetrahedron, 74(38), 5085-5088 (2018)
Synthesis and Characterization of a Tetrathiafulvalene-Based Polymer
Lee SH, et al.
Bull. Korean Chem. Soc., 33(5), 1451-1456 (2012)
Nanoporous Nitrogen-Doped Titanium Dioxide with Excellent Photocatalytic Activity under Visible Light Irradiation Produced by Molecular Layer Deposition
Chen C, et al.
Angewandte Chemie (International Edition in English), 125(35), 9366-9370 (2013)

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