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63406

Sigma-Aldrich

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
Beilstein/REAXYS Number:
1754078
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Pricing and availability is not currently available.

grade

purum

Quality Level

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

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This Item
64270672106669695
assay

≥97.0% (AT)

assay

≥98.0% (AT)

assay

≥97%, ≥97.0% (HPLC), 97.0-103.0% (AT)

assay

≥97.0%

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

density

1.273 g/mL at 25 °C (lit.)

density

1.48 g/mL at 25 °C (lit.)

density

-

density

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

bp

57-59 °C/12 mmHg (lit.)

bp

60 °C/21 mmHg (lit.)

bp

-

bp

-

refractive index

n20/D 1.432 (lit.)

refractive index

n20/D 1.452 (lit.)

refractive index

-

refractive index

n20/D 1.463

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

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_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


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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

    Protocols

    Photometric determination with Cuprizon subsequent to acid mineralisation

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