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190705

Sigma-Aldrich

Ethyl 4-chloro-4-oxobutyrate

94%

Synonym(s):

Ethyl succinyl chloride

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About This Item

Linear Formula:
ClCOCH2CH2CO2C2H5
CAS Number:
14794-31-1
Molecular Weight:
164.59
EC Number:
238-855-9
MDL number:
MFCD00000751
UNSPSC Code:
12352100
PubChem Substance ID:
24851457
NACRES:
NA.22

assay

94%

form

liquid

refractive index

n20/D 1.437 (lit.)

bp

88-90 °C/11 mmHg (lit.)

density

1.155 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCOC(=O)CCC(Cl)=O

InChI

1S/C6H9ClO3/c1-2-10-6(9)4-3-5(7)8/h2-4H2,1H3

InChI key

IXZFDJXHLQQSGQ-UHFFFAOYSA-N

Application

Ethyl 4-chloro-4-oxobutyrate was used in the synthesis of:
  • polymer-supported bifunctional catalyst
  • succinimidyl ester of benzo(a)pyrene
  • succinate prodrugs of curcuminoids

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

183.2 °F - closed cup

flash_point_c

84 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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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Surface plasmon resonance detection of endocrine disruptors using immunoprobes based on self-assembled monolayers.
Gobi KV, et al.
Sensors and Actuators B, Chemical, 108(1), 784-790 (2005)
Wisut Wichitnithad et al.
Molecules (Basel, Switzerland), 16(2), 1888-1900 (2011-02-24)
A novel series of succinyl derivatives of three curcuminoids were synthesized as potential prodrugs. Symmetrical (curcumin and bisdesmethoxycurcumin) and unsymmetrical (desmethoxycurcumin) curcuminoids were prepared through aldol condensation of 2,4-pentanedione with different benzaldehydes. Esterification of these compounds with a methyl or
Enantioselective Strecker-type reaction promoted by polymer-supported bifunctional catalyst.
Nogami H, et al.
Tetrahedron Letters, 42(2), 279-283 (2001)

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