Skip to Content
Merck
CN

164011

Methyl 3-chloro-3-oxopropionate

97%

Synonym(s):

Methyl malonyl chloride, Methyl chloroformylacetate

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
CH3OCOCH2COCl
CAS Number:
37517-81-0
Molecular Weight:
136.53
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24850046
EC Number:
253-540-6
Beilstein/REAXYS Number:
1754078
MDL number:
MFCD00013657
Assay:
97%

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

refractive index

n20/D 1.432 (lit.)

bp

57-59 °C/12 mmHg (lit.)

density

1.273 g/mL at 25 °C (lit.)

functional group

acyl chloride, ester

storage temp.

2-8°C

InChI key

UTBCRHAMJFMIIR-UHFFFAOYSA-N

InChI

1S/C4H5ClO3/c1-8-4(7)2-3(5)6/h2H2,1H3

SMILES string

COC(=O)CC(Cl)=O

assay

97%

Quality Level

200

Related Categories

General description

Methyl 3-chloro-3-oxopropionate reacts with 4-cyano-1,1′-biphenyl derivatives bearing ω-hydroxyalkyl substituents to yield liquid-crystalline linear malonates and cyanoacetates.

Application

Methyl 3-chloro-3-oxopropionate was used as a reagent in the synthesis of resin-bound 4-tosyl quinolinone, 1-anthracen-9-ylmethyl 3-methyl 2,2-dimethylmalonate and 1-(4-(3,5-dihydropyren-1-yl)butyl)-3-methyl 2,2-dimethylmalonate.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

176.0 °F - closed cup

flash_point_c

80 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCH9445
BCCC0301
BCBJ3603V
1425257V
MKBK0138V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Katharina C Kress et al.
Beilstein journal of organic chemistry, 8, 371-378 (2012-04-18)
4-Cyano-1,1'-biphenyl derivatives bearing ω-hydroxyalkyl substituents were reacted with methyl 3-chloro-3-oxopropionate or cyanoacetic acid, giving liquid-crystalline linear malonates and cyanoacetates. These compounds formed monotropic nematic phases at 62 °C down to ambient temperature upon cooling from the isotropic liquid. The mesomorphic
Solvent-free microwave-assisted Bingel reaction in carbon nanohorns.
Economopoulos SP, et al.
Journal of Materials Chemistry, 19(39), 7326-7331 (2009)
A general solid phase synthesis of 4-substituted quinolinones via Pd-catalyzed cross coupling.
Xu C, et al.
Tetrahedron Letters, 47(28), 4885-4888 (3006)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service