Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

63406

Sigma-Aldrich

Methyl malonyl chloride

purum, ≥97.0% (AT)

Synonym(s):

Methyl chloroformylacetate

Sign Into View Organizational & Contract Pricing

Select a Size

10 ML
$130.20
50 ML
$321.50

$130.20

List Price$186.00Save 30%
Web-Only Promotion

Available to ship onMay 01, 2025Details

Request a Bulk Order
All Photos(1)

Select a Size

Change View
10 ML
$130.20
50 ML
$321.50

About This Item

Linear Formula:
CH3OCOCH2COCl
CAS Number:
37517-81-0
Molecular Weight:
136.53
Beilstein/REAXYS Number:
1754078
EC Number:
253-540-6
MDL number:
MFCD00013657
UNSPSC Code:
12352100
PubChem Substance ID:
329759858
NACRES:
NA.22

$130.20

List Price$186.00Save 30%
Web-Only Promotion

Available to ship onMay 01, 2025Details

Request a Bulk Order

grade

purum

Quality Level

200

assay

≥97.0% (AT)

refractive index

n20/D 1.432 (lit.)
n20/D 1.432

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

SMILES string

COC(=O)CC(Cl)=O

InChI

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

InChI key

UTBCRHAMJFMIIR-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Methyl malonyl chloride can be used in the synthesis of methyl 7-hydroxy[1,3]thiazolo[5,4-b]pyridin-5(4H)-one-6-carboxylates and 6-carboxamides, which can act like HIV integrase strand transfer inhibitors.[1] It can also be used in the synthesis of Strychnos alkaloids like (-)-leuconicine A and (-)-leuconicine B.[2]

Caution

may discolor to yellow on storage

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_germany

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCH9445
BCCC0301

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

"Total synthesis of (-)-leuconicine A and B"
Sirasani G and Andrade.BR
Organic Letters, 13(17), 4736-4737 (2011)
"Synthesis and HIV-integrase strand transfer inhibition activity of 7-hydroxy [1, 3] thiazolo [5, 4-b]pyridin-5 (4H)-ones"
Boros.EE, et al.
Bioorganic & Medicinal Chemistry, 16(21), 5668-5672 (2006)
Elif Okutan et al.
Journal of fluorescence, 26(6), 2333-2343 (2016-11-01)
Colorimetric fluorescent chemosensors 4 and 5 based on mono- and di- styryl borondipyrromethenes (BODIPY) linked methyl malonyl were designed for detection of hemoglobin (HgB). Their sensing behavior toward various analytes (Br

Protocols

Analytical Method: Copper (total) in feedstuffs

Photometric determination with Cuprizon subsequent to acid mineralisation

Questions

Reviews

No rating value

Active Filters

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