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Merck

91204

Acetic anhydride

derivatization grade (GC derivatization), LiChropur, ≥99.0%

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A propos de cet article

Formule linéaire :
(CH3CO)2O
Numéro CAS:
Poids moléculaire :
102.09
UNSPSC Code:
41115710
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-564-8
Beilstein/REAXYS Number:
385737
MDL number:
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Nom du produit

Acetic anhydride, derivatization grade (GC derivatization), LiChropur, ≥99.0%

InChI key

WFDIJRYMOXRFFG-UHFFFAOYSA-N

InChI

1S/C4H6O3/c1-3(5)7-4(2)6/h1-2H3

SMILES string

CC(=O)OC(C)=O

grade

derivatization grade (GC derivatization)

vapor density

3.5 (vs air)

vapor pressure

10 mmHg ( 36 °C)
4 mmHg ( 20 °C)

assay

≥99.0% (GC)
≥99.0%

form

liquid

autoignition temp.

629 °F

quality

LiChropur

expl. lim.

10.3 %

reaction suitability

reagent type: derivatization reagent
reaction type: Acylations

technique(s)

gas chromatography (GC): suitable

evapn. residue

≤0.003%

refractive index

n20/D 1.390 (lit.)

bp

138-140 °C (lit.)

mp

−73 °C (lit.)

solubility

H2O: slightly soluble

density

1.08 g/mL (lit.)

Quality Level

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Application

Learn more in the Product Information
Suitable for the derivatization of acetyl, acetaminophen, alcohols, aldoses and partially methylated aldoses, aldosterone, amines, amino acids, amino sugars (in polysaccharides), amino sugar methyl glycosides, 2-amino-2-deoxyhexoses, arginyl peptides, aryl sulfate esters, bile acids, carbamates, carbohydrates, cerebrosides, cystine and cysteine (in peptides), desmethyldoxepin, 3,4-dihydroxyphenylglycol, estrogens, glycitols, hexopyranosides, hexosamines, hydroxamic acids, hydroxyamines, n-hydroxycarbamates, hydroxy steroids, inositols, 4-methoxy and 3,4-dimethoxyphenethylamine, methyl ester, methyl(methyl O-methyl-a-D-glucopyranosid)uronates, nucleosides, nucleoside bases and sugars, partially methylated pentose and hexoes, peptides, phenolalkylamines, phenylethylamines, polysaccharide constituents, postaglandins A,B and E, serotonin, sialic acids, sugars, natural sugars and tryptamine.

General description

Acetic anhydride is an esterification agent which is corrosive to metals. It is a colourless liquid with strong vinegar-like odour. It is mostly used in making plastics, fibers, pharmaceuticals, dyes and explosives.
Acylation, an alternative to silylation, enables the conversion of compounds that comprise of active hydrogens (-OH, -SH and -NH) into esters, thioesters, and amides by the action of a carboxylic acid or derivative. The carbonyl group adjacent to the halogenated carbons favors the improvement of electron capture detector (ECD) response. Acylation has several benefits:
  • It increases the stability of compounds by protecting unstable groups.
  • It may render volatility on substances like carbohydrates or amino acids, that have several polar groups that they are non-volatile and generally decompose on heating.
  • It allows the separations not possible with underivatized compounds.
  • Compounds are detectable at very low levels with an ECD.

Acetic anhydride is a reagent utilized to form fragmentation-directing derivatives for GC/MS analysis.

Other Notes

Reagent for acetic anhydride, acetyl, n-acetyl, n-acetyl-n, o-acetyl, acetate, aldononitrile acetate, aminoglycitol acetate, aryl acetate, permethyl acetyl, methyl ester, trifluoroacetyl, bis-trimethylsilyl, trimethylsilyl polyamino alcohol, and O-trimethylsilyl (TMS).

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Classe de stockage

3 - Flammable liquids

wgk

WGK 1

flash_point_f

120.2 °F - closed cup

flash_point_c

49 °C - closed cup

ppe

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


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Khatereh Bahrpaima et al.
Biomolecules, 9(8) (2019-08-23)
In this work, 1-carboxypropyled (1-CPRLS) and 5-carboxypentyled lignosulfonates (5-CPELS) were synthesized using 2-chlorobutanoic acid and 6-chlorohexanoic acid as carboxylate group donors via SN1 and SN2 mechanisms, respectively. 1-Carboxypropyl and 5-carboxypentyl lignosulfonates with the charge densities of -3.45 and -2.94 meq
J M Mee et al.
Biomedical mass spectrometry, 4(3), 178-181 (1977-06-01)
A quantitative analysis of amino acids in microsamples of dried blood spots by chemical ionization mass spectrometry has been developed. Isotope ratio determination was used as the quantitating technique via multiple labelled internal standards. This procedure yields excellent precision and
David G Simmons et al.
BMC genomics, 9, 352-352 (2008-07-30)
The Prolactin (PRL) hormone gene family shows considerable variation among placental mammals. Whereas there is a single PRL gene in humans that is expressed by the pituitary, there are an additional 22 genes in mice including the placental lactogens (PL)
Lakshmi Pillai-Kastoori et al.
PLoS genetics, 10(7), e1004491-e1004491 (2014-07-11)
Ocular coloboma is a sight-threatening malformation caused by failure of the choroid fissure to close during morphogenesis of the eye, and is frequently associated with additional anomalies, including microphthalmia and cataracts. Although Hedgehog signaling is known to play a critical
Maciej Podgórski
Dental materials : official publication of the Academy of Dental Materials, 27(8), 748-754 (2011-04-26)
In this study acetyloxypropylene dimethacrylate was synthesized and proposed as an alternative monomer for triethyleneglycol dimethacrylate (TEGDMA) in dental mixtures. The monomer was prepared by the reaction of glycerol dimethacrylate with acetic anhydride. The exchange reaction was carried out in

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