Skip to Content
Merck
CN
All Photos(1)

Key Documents

Safety Information

183911

Sigma-Aldrich

Methyl 2-chloroacetoacetate

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3COCH(Cl)CO2CH3
CAS Number:
Molecular Weight:
150.56
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

form

liquid

refractive index

n20/D 1.446 (lit.)

bp

137 °C (lit.)

mp

−33-−32.7 °C (lit.)

density

1.236 g/mL at 25 °C (lit.)

SMILES string

COC(=O)C(Cl)C(C)=O

InChI

1S/C5H7ClO3/c1-3(7)4(6)5(8)9-2/h4H,1-2H3

InChI key

GYQRIAVRKLRQKP-UHFFFAOYSA-N

Application

Methyl 2-chloroacetoacetate was used in one-pot synthesis of 2-arylimidazole-4-carboxylic acids. It was also used in synthesis of 3,5-disubstituted 1,2,4-triazoles.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

161.6 °F - closed cup

Flash Point(C)

72 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

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.

Already Own This Product?

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

Visit the Document Library

Joshua C Yoburn et al.
Organic letters, 7(17), 3801-3803 (2005-08-12)
A versatile, one-pot synthesis of 2-arylimidazole-4-carboxylic acids from arylamidines and methyl-2-chloroacetoacetate is described. The transformation is chemoselective, and reaction conditions are mild. Moreover, the flexibility of the strategy offers rapid access to two important classes of biaryl compounds, both 2-arylimidazoles
'One-flask'synthesis to 3, 5-disubstituted 1, 2, 4-triazoles from aldehydes with hydrazonoyl hydrochlorides via 1, 3-dipolar cycloaddition.
Tseng W-C, et al.
Tetrahedron, 67(29), 5339-5345 (2011)

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