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Merck

63406

Methyl malonyl chloride

purum, ≥97.0% (AT)

Synonym(s):

Methyl chloroformylacetate

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About This Item

Linear Formula:
CH3OCOCH2COCl
CAS Number:
Molecular Weight:
136.53
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
253-540-6
Beilstein/REAXYS Number:
1754078
MDL number:
Assay:
≥97.0% (AT)
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grade

purum

Quality Level

assay

≥97.0% (AT)

refractive index

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

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. It can also be used in the synthesis of Strychnos alkaloids like (-)-leuconicine A and (-)-leuconicine B.

Disclaimer

may discolor to yellow on storage


pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

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



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"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



Global Trade Item Number

SKUGTIN
Y000057604061833795804
Y0000576-0.8MG04061832621449
L1764-50MG04061833949559
1370305-200MG04061833020227
BP43404061834337331
PHR8985-500MG04065268554807
L075050004061833836644
63406-10ML04061836693015
63406-50ML04061836699727