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EntityQ47512· pop 95· linked from 1,778 articles

acetic acid

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Also known as ethanoic acid, methanecarboxylic acid, ethylic acid, ethoic acid

chemical compound

OverviewAI-generated

Acetic acid is a chemical compound with the formula C₂H₄O₂ and a molecular weight of 60.05. It has a melting point of 62 and a boiling point of 244. The substance exhibits a density of 1.05, a vapor pressure of 100, and a surface tension of 27.1. Its refractive index is 1.372, and it has a pKa of 4.756.

Safety data for acetic acid includes a flash point of 103 and an autoignition temperature of 427. The lower flammable limit is 4, while the upper flammable limit is 19.9. The immediately dangerous to life or health concentration is 123. Exposure limits include a time-weighted average of 25 and a short-term limit of 37. Toxicity measures list a median lethal dose of 4960 and a minimal lethal dose of 600.

The compound has a partition coefficient water/octanol of -0.17 and an ionization energy of 10.66. It contains one hydrogen bond donor and two hydrogen bond acceptors. Acetic acid is referenced by 1,778 other encyclopedia articles.

Synthesized by Vinony from 36 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

In the Vinony graph

Vinony's link graph records 1,778 inbound references to acetic acid, and connects out to acid, infection and odor.

It is catalogued under topics including Acetic acids, Acetyl compounds and Acids in wine.

Vinony links it to 93 Wikipedia language editions.

Chemical data

Formula: C2H4O2
Molecular weight: 60.05 g/mol
IUPAC name: acetic acid
SMILES: CC(=O)O
InChIKey: QTBSBXVTEAMEQO-UHFFFAOYSA-N
XLogP: -0.2
Polar surface area: 37.3 Å²
H-bond donors: 1
H-bond acceptors: 2
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1982
Admin. routes: topical
Indications: drug-induced liver injury, inflammation, injury, Skin ulcer

via ChEMBL · EBI

Research

216,448 papers

Acetic acid bacteria.Annual review of microbiology · 1957RAO MRRDOI: 10.1146/annurev.mi.11.100157.001533
OXIDATION OF ALIPHATIC GLYCOLS BY ACETIC ACID BACTERIA.ReviewBacteriological reviews · 1964DELEY J, KERSTERS K
Acetic acid removal from corn stover hydrolysate using ethyl acetate and the impact on Saccharomyces cerevisiae bioethanol fermentation.Biotechnology progress · 2016Aghazadeh M, Ladisch MR, Engelberth ASDOI: 10.1002/btpr.2282
Irrigation with acetic acid.Annals of emergency medicine · 1989Woodard DDOI: 10.1016/s0196-0644(89)80247-1
THE METABOLISM OF ACETIC ACID, PROPIONIC ACID AND BUTYRIC ACID IN SHEEP.The Biochemical journal · 1963ANNISON EF, LENG RA, LINDSAY DB et al.DOI: 10.1042/bj0880248
Acetic acid and phenylquinone writhing test: a critical study in mice.Methods and findings in experimental and clinical pharmacology · 1983Singh PP, Junnarkar AY, Rao CS et al.
Acetic acid used for the elimination of Pseudomonas aeruginosa from burn and soft tissue wounds.Journal of the Royal Army Medical Corps · 1993Sloss JM, Cumberland N, Milner SMDOI: 10.1136/jramc-139-02-04
Effect of acetic acid on xylose fermentation to xylitol by Candida guilliermondii.Journal of basic microbiology · 1995Felipe MG, Vieira DC, Vitolo M et al.DOI: 10.1002/jobm.3620350309

Wikidata facts

Subclass of: short-chain fatty acid
Part of: vinegar
Has part: oxygen
Named after: vinegar
Mass: 60.021129366
Image: Acetic acid.jpg
Autonomy: 427

Show 32 more facts

lower flammable limit: 4
found in taxon: Bulbophyllum variegatum
Commons category: Acetic acid
NIOSH Pocket Guide ID: 0002
density: 1.0446
immediately dangerous to life or health: 123
boiling point: 117.9
melting point: 17
vapor pressure: 100
flash point: 39
upper flammable limit: 19.9
ionization energy: 10.66
time-weighted average exposure limit: 25
short-term exposure limit: 37
chemical formula: C₂H₄O₂
canonical SMILES: CC(=O)O
pKa: 4.756
medical condition treated: otitis externa
median lethal dose (LD50): 1060
surface tension: 22.13
minimal lethal dose: 308
partition coefficient water/octanol: -0.17
phase point: critical point
refractive index: 1.372
dynamic viscosity: 0.464
standard enthalpy of formation: -487
electric dipole moment: 1.70
NCI Thesaurus ID: C61623
subject has role: primary metabolite
on focus list of Wikimedia project: Wikipedia:Vital articles/Level/4
minimal lethal concentration: 16000
median lethal concentration (LC50): 11000

Sources (8)

via Wikidata · CC0

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Encyclopedic overview

Sample of acetic acid in a reagent bottle

Names

Excerpted from Wikipedia’s “acetic acid” article, available under the CC BY-SA 4.0 licence.

Gallery (13)