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M9653

Sigma-Aldrich

Methoxyacetyl chloride

97%

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Synonym(s):
2-methoxyacetyl chloride, Methoxyacetic acid chloride
Linear Formula:
CH3OCH2COCl
CAS Number:
38870-89-2
Molecular Weight:
108.52
Beilstein:
1740244
EC Number:
254-169-2
MDL number:
MFCD00000728
UNSPSC Code:
12352100
PubChem Substance ID:
24897347
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.419 (lit.)

bp

112-113 °C (lit.)

density

1.187 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COCC(Cl)=O

InChI

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

InChI key

JJKWHOSQTYYFAE-UHFFFAOYSA-N

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Application

Methoxyacetyl chloride can be used for methoxyacetylation of:
  • Bilocularin A to synthesize 8-Methoxyacetoxybilocularin A.
  • Substituted and unsubstituted benzamides to synthesize N-(2-methoxyacetyl)-benzamides.

It can also be used for the synthesis of β-lactams by reacting with imines. and in the post-synthetic modification of the metal-organic framework (MOF), MIL-101, to synthesize a catalyst for cycloaddition reaction of CO2 with propylene oxide.

Signal Word

Danger

Hazard Statements

H226,H314,H331,H335

Hazard Classifications

Acute Tox. 3 Inhalation - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

82.4 °F

Flash Point(C)

28 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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Functionalized MIL-101 with imidazolium-based ionic liquids for the cycloaddition of CO2 and epoxides under mild condition.
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Three different variants of photoactivatable caged paclitaxel (PTX) have been synthesized and their bioactivity was characterized in in vitro assays and in living cells. The caged PTXs contain the photoremovable chromophore 4,5-dimethoxy-2-nitrobenzyloxycarbonyl (Nvoc) attached to position C7, C2' and to
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Schwan J, et al.
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