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108413

Sigma-Aldrich

Methyl chloroacetate

99%

Synonym(s):

Chloroacetic acid methyl ester, Methyl 2-chloroacetate

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About This Item

Linear Formula:
ClCH2COOCH3
CAS Number:
96-34-4
Molecular Weight:
108.52
Beilstein:
506255
EC Number:
202-501-1
MDL number:
MFCD00000931
UNSPSC Code:
12352100
PubChem Substance ID:
24846666
NACRES:
NA.22

vapor density

3.8 (vs air)

Quality Level

100

vapor pressure

10 mmHg ( 25 °C)
5.25 mmHg ( 20 °C)

Assay

99%

autoignition temp.

869 °F

expl. lim.

18.5 %

refractive index

n20/D 1.422 (lit.)

bp

130 °C/740 mmHg (lit.)

mp

−33 °C (lit.)

solubility

H2O: insoluble
alcohol: miscible
diethyl ether: miscible

density

1.238 g/mL at 25 °C (lit.)

SMILES string

COC(=O)CCl

InChI

1S/C3H5ClO2/c1-6-3(5)2-4/h2H2,1H3

InChI key

QABLOFMHHSOFRJ-UHFFFAOYSA-N

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General description

Methyl chloroacetate acts as extraction solvent during the separation of neutral compounds with concentration enhancement using coupling liquid–liquid semimicroextraction with micellar electrokinetic chromatography through on-capillary decomposition. It regenerates the PdCl2-CuCl2/activated carbon catalyst used for synthesis of dimethyl carbonate.

Application

Methyl chloroacetate was used in the preparation of (carboxymethyl) trimethylammonium chloride esters. It may be used in the synthesis of octakis-(carbethoxymethoxy)calix[8]arene.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

116.6 °F - closed cup

Flash Point(C)

47 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nonionogenic star-shaped calix [8] arenes: Synthesis and ionophore properties.
Ten'kovtsev AV and Razina AB.
Russian Journal of Applied Chemistry, 82(9), 1615-1619 (2009)
The effects of promoters on catalytic properties and deactivation-regeneration of the catalyst in the synthesis of dimethyl carbonate.
Ruixia J, et al.
Applied Catalysis A: General, 238(1), 131-139 (2003)
A W Lloyd et al.
The Journal of pharmacy and pharmacology, 46(9), 704-707 (1994-09-01)
Glycinebetaine and N-modified betaines have been previously shown to be effective at reducing leakage from liposomes on freeze-thaw procedures. This study involved the preparation of a series of other modified betaines and the comparison of their abilities to reduce leakage
Tianlin Wang et al.
Journal of chromatography. A, 1147(1), 105-110 (2007-03-03)
This paper reports the use of methyl chloroacetate (MCA) as an extraction solvent for coupling liquid-liquid semimicroextraction (LLsME) with micellar electrokinetic chromatography (MEKC) through on-capillary decomposition for the separation of neutral compounds with concentration enhancement. Alkylphenones of C(8), C(10) and
Daniele Tedesco et al.
Chirality, 27(12), 914-918 (2015-10-09)
Caffeic acid-derived polyethers are a class of natural products isolated from the root extracts of comfrey and bugloss, which are endowed with intriguing pharmacological properties as anticancer agents. The synthesis of new polyether derivatives is achieved through ring-opening polymerization of
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