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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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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
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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
539996AX0080691275
assay

≥99%

assay

99.5%

assay

≥99.0% (GC)

assay

≥99.5% (GC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

solubility

water: slightly soluble

solubility

water: slightly soluble

solubility

-

solubility

H2O: slightly soluble

density

1.08 g/mL (lit.)

density

1.08 g/mL (lit.)

density

-

density

1.08 g/mL (lit.)

refractive index

n20/D 1.390 (lit.)

refractive index

n20/D 1.390 (lit.)

refractive index

-

refractive index

n20/D 1.390 (lit.)

form

liquid

form

-

form

liquid

form

liquid


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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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Questions

1–2 of 2 Questions  
  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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