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A6283

Sigma-Aldrich

Acetic acid

glacial, ReagentPlus®, ≥99%

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Synonym(s):
Glacial acetic acid
Linear Formula:
CH3CO2H
CAS Number:
Molecular Weight:
60.05
Beilstein:
506007
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

vapor density

2.07 (vs air)

Quality Level

product line

ReagentPlus®

Assay

≥99%

form

liquid

autoignition temp.

800 °F

expl. lim.

16 %, 92 °F
4 %, 59 °F

refractive index

n20/D 1.371 (lit.)

pH

2.5 (20 °C, 50 g/L)

bp

117-118 °C (lit.)

mp

16.2 °C (lit.)

solubility

alcohol: miscible(lit.)
carbon disulfide: insoluble(lit.)
glycerol: miscible(lit.)
water: miscible(lit.)

density

1.049 g/mL at 25 °C (lit.)

storage temp.

room temp

SMILES string

CC(O)=O

InChI

1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)

InChI key

QTBSBXVTEAMEQO-UHFFFAOYSA-N

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General description

Acetic acid is an aliphatic organic acid. It is a hygroscopic, corrosive liquid with a vinegar-like odor. It can be synthesized by oxidizing acetaldehyde in the presence of manganese or cobalt salts. It is utilized for synthesizing acetic anhydride, cellulose acetate and acetic esters. Its impact on the degradation of historic paper has been analyzed.

Application

Acetic acid (AcOH) can be used as:      
  • A reaction solvent in many organic reactions such as bromination, hydrolysis, solvolysis, reductions, and hydrogenations.      
  • A reagent in the protonolysis of organometallic compounds.
  • An acetylating agent for the acetylation of electron-rich aromatic compounds.      
  • A catalyst to synthesize di(indolyl)methanes by the condensation reaction of indole and aromatic aldehydes.      
  • A solvent system to prepare 3,4-dihydropyrimidin-2(1H)-one derivative via Biginelli reaction of aromatic aldehydes, 1,3-dicarbonyl compounds, and urea in the presence of a boric acid catalyst.

Acetic acid can also be used in the following:     
  • Manganese(III) acetate/AcOH catalytic system is used in the conversion of alkenes to lactones.      
  • Iron salts/AcOH is used to oxidize 2-methylnaphthalene to 2-methyl-1-naphthol in the presence of H2O2.

Features and Benefits

  • Good stability towards many reagents     
  • Excellent solubility of organic compounds in this reagent

Legal Information

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

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1A

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

102.2 °F

Flash Point(C)

39 °C


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Flammable liquids
Type 2 petroleums
Hazardous rank III
Water soluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

A6283-500ML:4.548173186801E12
A6283-1L:4.548174011409E12
A6283-2.5L:4.548173304373E12
A6283-100ML:4.548173186795E12


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Eagleson M.
Concise Encyclopedia Chemistry, 5-5 (1994)
Ash M and Ash I.
Handbook of Preservatives, 266-266 (2004)
Effects of NO2 and acetic acid on the stability of historic paper.
Menart Eet al.
Cellulose, 21(5), 3701-3713 (2014)
Thermooxidative aging of polydicyclopentadiene in glassy state.
Richaud E, et al.
Polymer Degradation and Stability, 102, 95-104 (2014)
Maize Kernels-Fixation in FAA, Embedding, Sectioning and Feulgen Staining.
Kladnik A.
Bio-protocol, 3(15), e835-e835 (2013)

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