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Merck

Preparation of amidated derivatives of carboxymethylcellulose.

International journal of biological macromolecules (2014-08-12)
Tomáš Taubner, Andriy Synytsya, Jana Čopíková
ABSTRACT

Carboxymethylcellulose (CMC) was selected as substrate for amidation based on previous results described for monocarboxy cellulose (MCC) with the aim to prepare highly substituted products. In comparison with MCC containing uronic carboxyl groups at C-6 position, O-carboxymethyl groups in CMC should be more accessible for reagents because they are more distant from the polysaccharide chain. Two-step way of amidation was based on the esterification of CMC carboxyls by reaction with methanol and further amino-de-alkoxylation (aminolysis) of the obtained methyl ester with amidation reagents (n-alkylamines, hydrazine and hydroxylamine). Purity and substitution degree of the products were monitored by the vibration spectroscopic methods (FTIR and Raman) and organic elemental analysis. Analytical methods confirmed the preparation of highly or moderately substituted N-alkylamides, hydrazide and hydroxamic acid of CMC.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Octylamine, ≥99.5%
Sigma-Aldrich
Ethanol, purum, secunda spirit, denaturated with 2% 2-butanone, S15, ~96% (based on denaturant-free substance)
Supelco
Ethanol, standard for GC
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Octylamine, 99%
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Hexylamine, 99%
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Ethanol, for residue analysis
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Ethanol, tested according to Ph. Eur.
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Ethanol, BioUltra, for molecular biology, ≥99.8%, (absolute alcohol, without additive, A15 o1)
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Ethyl alcohol, Pure, 200 proof, ACS reagent, ≥99.5%
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Ethyl alcohol, Pure, 200 proof, meets USP testing specifications
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Ethyl alcohol, Pure, 190 proof, for molecular biology
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Ethyl alcohol, Pure, 160 proof, Excise Tax-free, Permit for use required
Supelco
Hexylamine, analytical standard
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Ethanol, purum, fine spirit, denaturated with 4.8% methanol, F25 METHYL1, ~96% (based on denaturant-free substance)
Sigma-Aldrich
Ethanol, purum, absolute ethanol, denaturated with 2% 2-butanone, A15 MEK1, ≥99.8% (based on denaturant-free substance)
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Ethanol, purum, fine spirit, denaturated with 2% 2-butanone, F25 MEK1, ~96% (based on denaturant-free substance)
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Potassium bromide, BioXtra, ≥99.0%
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Potassium bromide, anhydrous, powder, 99.999% trace metals basis
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Dodecylamine, puriss., ≥99.5% (GC)
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Potassium bromide, anhydrous, powder, 99.95% trace metals basis
Supelco
Acetone, analytical standard
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Potassium bromide, BioUltra, ≥99.5% (AT)
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Acetone, natural, ≥97%
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Acetone, ≥99%, meets FCC analytical specifications
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Butylamine, 99.5%
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Dodecylamine, 98%
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Hydrazine monohydrochloride, 97%
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Butylamine, ≥99%
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