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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:
Molecular Weight:
108.52
Beilstein:
506255
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

vapor density

3.8 (vs air)

Quality Level

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.)

functional group

chloro
ester

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[1]. It regenerates the PdCl2-CuCl2/activated carbon catalyst used for synthesis of dimethyl carbonate[2].

Application

Methyl chloroacetate was used in the preparation of (carboxymethyl) trimethylammonium chloride esters[3]. It may be used in the synthesis of octakis-(carbethoxymethoxy)calix[8]arene[4].

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

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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
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)
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

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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