Cholesteryl chloroformate, Thermo Scientific Chemicals

Name: Cholesteryl chloroformate, Thermo Scientific Chemicals
SKU: L04801.22

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100 g

25 g

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Catalog number L04801.22

also known as L04801-22

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100 g

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Chemical Identifiers

IUPAC Name(1R,3aS,3bS,7S,9aR,9bS,11aR)-9a,11a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl carbonochloridate

Molecular FormulaC28H45ClO2

InChI KeyQNEPTKZEXBPDLF-JDTILAPWSA-N

SMILESCC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(Cl)=O

Molecular Weight (g/mol)449.12

Specifications

Specification Sheet

Appearance (Color)White to pale cream

Purity (DSC)≥97.5% (non-U.S. sourced material)

Melting Point118.0-120.5°C (U.S. sourced material)

Infrared spectrumConforms (U.S. Sourced material)

Optical Rotation-29° ± 2° (c=5 in Chloroform, non-U.S. sourced material)

Cholesteryl chloroformate is used in the preparation of hydrophobized chitosan oligosaccharide, which finds application as an efficient gene carrier. It acts as an initiator in the polymerization of methyl methacrylate.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Cholesteryl chloroformate is used in the preparation of hydrophobized chitosan oligosaccharide, which finds application as an efficient gene carrier. It acts as an initiator in the polymerization of methyl methacrylate.

Solubility
Soluble in methylene chloride, chloroform, acetone, toluene and benzene. Slightly soluble in methanol and ethanol.

Notes
Moisture sensitive. Incompatible with strong bases and strong oxidizing agents.

RUO – Research Use Only

General References:

Has been used as a means of introducing a bulky, organic-soluble group for the isolation of small quantities of primary and secondary amines from aqueous solution: Can. J. Chem., 31, 688 (1953).
Chou, T. H.; Chen, C. W. Synthesis, Self-assembly, and in vitro Biocompatibility of a Novel Steroidal Oxime. Current Pharm. Biotechnol. 2015, 16 (12), 1104-1110.
Podder, D.; Sasmal, S.; Haldar, D. Sonication Responsive Gelator: Synthesis and Applications. Curr. Org. Synth. 2015, 12 (4), 440-456.