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320102

Acetic anhydride

≥99%, liquid, ReagentPlus®

Synonym(s):

Acetanhydride, Acetic acid anhydride, Acetyl acetate, Acetyl anhydride, Ethanoic anhydride

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100 mL
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CZK 1,060.00
500 mL
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CZK 2,370.00
1 L
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CZK 3,460.00
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CZK 7,390.00

About This Item

Linear Formula:
(CH3CO)2O
CAS Number:
Molecular Weight:
102.09
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
203-564-8
MDL number:
Beilstein/REAXYS Number:
385737
Assay:
≥99%
Form:
liquid

CZK 1,060.00


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Product Name

Acetic anhydride, ReagentPlus®, ≥99%

vapor density

3.5 (vs air)

Quality Segment

vapor pressure

10 mmHg ( 36 °C), 4 mmHg ( 20 °C)

product line

ReagentPlus®

assay

≥99%

form

liquid

autoignition temp.

629 °F

expl. lim.

10.3 %

refractive index

n20/D 1.390 (lit.)

bp

138-140 °C (lit.)

mp

−73 °C (lit.)

solubility

water: slightly soluble

density

1.08 g/mL (lit.)

functional group

anhydride, ester

SMILES string

CC(=O)OC(C)=O

InChI

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

InChI key

WFDIJRYMOXRFFG-UHFFFAOYSA-N

General description

Acetic anhydride is a carboxylic acid anhydride commonly used as an acetylating agent for amines and alcohols.
Acetic anhydride participates in the Friedel-Craft′s intramolecular cyclization reaction of cyclopropyl ketones to afford the tetralones.[1] It has been reported to promote the Knoevenagel condensation of various aldehydes and activated methylene compounds.[2]

Application

Acetic anhydride may be used as a reactant to synthesize:
  • 3-acetoxybenzoic acid by reacting with 3-hydroxybenzoic acid
  • 6-dimethylamino-2,3-naphthalenedicarboxylic anhydride, a precursor to prepare 6-dimethylaminonaphthalimide[3]

Acetic anhydride was used in the following studies:
  • Lipozyme TL IM (commercial immobilized lipase from Thermomyces lanuginosus) catalyzed acetylation of essential clove oil.[4]
  • As acetyl donor to investigate the lipase catalyzed acetylation of nanofibrillated cellulose (NFC).[5]
  • Synthesis of N-substituted pyrazolines.[6]
  • Acetylation of Barnyardgrass (Echinochloa crus-galli) starch.[7]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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This Item
242845912048.22278
assay

≥99%

assay

≥98.0%

assay

≥99.0% (GC)

assay

≥98.0% (GC)

solubility

water: slightly soluble

solubility

H2O: slightly soluble

solubility

H2O: slightly soluble

solubility

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

form

liquid

form

liquid

form

liquid

form

liquid

density

1.08 g/mL (lit.)

density

1.08 g/mL (lit.)

density

1.08 g/mL (lit.)

density

1.08 g/cm3 at 20 °C

bp

138-140 °C (lit.)

bp

138-140 °C (lit.)

bp

138-140 °C (lit.)

bp

-


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signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

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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Articles

Friedelova-Craftsova acylace s katalyzátory Lewisových kyselin vytváří monoacylované produkty prostřednictvím elektrofilní aromatické substituce arenů.

Related Content

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.


Josiane Bartz et al.
Food chemistry, 178, 236-242 (2015-02-24)
Barnyardgrass (Echinochloa crus-galli) is an invasive plant that is difficult to control and is found in abundance as part of the waste of the paddy industry. In this study, barnyardgrass starch was extracted and studied to obtain a novel starch
Semi-synthesis and proteasome inhibition of D-ring deoxy analogs of (-)-epigallocatechin gallate (EGCG), the active ingredient of green tea extract.
Huo C, et al.
Journal of Chemistry, 86(6), 495-502 (2008)
Braulio Insuasty et al.
European journal of medicinal chemistry, 93, 401-413 (2015-03-01)
A new series of chalcones 5a-f were synthesized from caffeine-based aldehyde 3 and substituted acetophenones 4a-f. Treatment of compounds 5a-f with hydrazine hydrate led to pyrazolines 6a-f, and their subsequent reaction with acetic anhydride or formic acid afforded the corresponding



Global Trade Item Number

SKUGTIN
320102-1L04061837369322
320102-100ML04061826695562
320102-4X100ML04061837369339
320102-500ML04061826695579
320102-4L04065273544084

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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