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Sigma-Aldrich

1-Chloroethyl ethyl carbonate

≥98.0% (GC)

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About This Item

Linear Formula:
CH3CH2OCOOCHClCH3
CAS Number:
Molecular Weight:
152.58
Beilstein:
3536477
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥98.0% (GC)

refractive index

n20/D 1.413

bp

159-161 °C (lit.)

density

1.136 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

CCOC(=O)OC(C)Cl

InChI

1S/C5H9ClO3/c1-3-8-5(7)9-4(2)6/h4H,3H2,1-2H3

InChI key

YVRGKFXJZCTTRB-UHFFFAOYSA-N

Other Notes

Protecting group reagent for introducing the acid-cleavable 1-(ethoxycarbonyloxy)ethyl group in acids, phenols and amines; in pharmaceuticals, the 1-(ethoxycarbonyloxy)ethyl derivatives serve as masked products which are hydrolyzed in plasma

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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C M Svahn et al.
Journal of medicinal chemistry, 29(4), 448-453 (1986-04-01)
Derivatives of the antifibrinolytic drug tranexamic acid [trans-4-(aminomethyl)cyclohexanecarboxylic acid] containing one or two tranexamic acid moieties were synthesized. Most of the derivatives have good stability in acidic and neutral solutions but are easily hydrolyzed in plasma. By measuring the amount
T Nishimura et al.
The Journal of antibiotics, 40(1), 81-90 (1987-01-01)
Orally active 1-(alkyl substituted cyclohexyloxycarbonyloxy)alkyl ester prodrugs (9b-h) of 7 beta-[2-(2-aminothiazol-4-yl)acetamido]-3- [[[1-(2-dimethylaminoethyl)-1H-tetrazol-5-yl]thio]-methyl]ceph+ ++-3- em-4-carboxylic acid (cefotiam, CTM) have been studied as well as the thia (9i) and aza (9j) analogs. These represent derivatives of the 1-(cyclohexylacetoxy)ethyl ester (2) of CTM.
G. Barcelo et al.
Synthesis, 627-627 (1986)
Tigist Y Tamir et al.
Journal of cell science, 133(14) (2020-06-18)
Nuclear factor erythroid 2-related factor 2 (NFE2L2, also known as NRF2) is a transcription factor and master regulator of cellular antioxidant response. Aberrantly high NRF2-dependent transcription is recurrent in human cancer, but conversely NRF2 activity diminishes with age and in
Caiyun G Li et al.
Cell reports, 26(5), 1333-1343 (2019-01-31)
Using proteomic approaches, we uncovered a DNA damage response (DDR) function for peroxisome proliferator activated receptor γ (PPARγ) through its interaction with the DNA damage sensor MRE11-RAD50-NBS1 (MRN) and the E3 ubiquitin ligase UBR5. We show that PPARγ promotes ATM

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