File:Acrylic_acid.svg · Wikimedia Commons · See Wikimedia Commons
acrylic acid
Sign in to saveAlso known as prop-2-enoic acid, ethylenecarboxylic acid, vinylformic acid, acroleic acid, 2-propenoic acid, propene acid, propenoic acid
chemical compound
OverviewAI-generated
Acrylic acid, also identified by the IUPAC name prop-2-enoic acid, is a chemical compound with the formula C₃H₄O₂. It has a molecular mass of 72.021 and a standard enthalpy of formation of -384.09. The substance exhibits a density of 1.05, a melting point of 55, and a boiling point of 286. Its vapor pressure is 3, and it has a flash point of 121.
Safety data for acrylic acid indicates a lower flammable limit of 2.4 and an upper flammable limit of 8.02. The median lethal dose (LD50) is 2400, while the median lethal concentration (LC50) is 5300. Exposure limits include a time-weighted average of 30 and a short-term limit of 15. The minimal lethal concentration is listed as 4000.
Chemical properties include a pKa of 4.25 and an ionization energy of 10.60. The compound has one hydrogen bond donor and two hydrogen bond acceptors, with a topological polar surface area of 37.3 and an xlogp of 0.3. It is referenced by 151 other encyclopedia articles.
Synthesized by Vinony from 35 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C3H4O2
- Molecular weight
- 72.06 g/mol
- IUPAC name
- prop-2-enoic acid
- SMILES
- C=CC(=O)O
- InChIKey
- NIXOWILDQLNWCW-UHFFFAOYSA-N
- XLogP
- 0.3
- Polar surface area
- 37.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
9,406 papers- Acrylic acid.IARC monographs on the evaluation of carcinogenic risks to humans · 1999
- Degradation of high-strength acrylic acid wastewater with anaerobic granulation technology: A mini-review.Environmental pollution (Barking, Essex : 1987) · 2023
- Comprehensive review of the role of acrylic acid derivative polymers in floating drug delivery system.Polimery w medycynie · 2019
- Zwitterionic Silicone Materials Derived from Aza-Michael Reaction of Amino-Functional PDMS with Acrylic Acid.Macromolecular rapid communications · 2021
- Feasibility of acrylic acid production by fermentation.Applied microbiology and biotechnology · 2005
via PubMed
Wikidata facts
- Subclass of
- unsaturated fatty acid
- Has part
- carbon
- Mass
- 72.021
Show 22 more facts
- canonical SMILES
- C=CC(=O)O
- Commons category
- Acrylic acid
- NIOSH Pocket Guide ID
- 0013
- density
- 1.05
- melting point
- 12.3
- boiling point
- 141
- vapor pressure
- 3
- flash point
- 121
- lower flammable limit
- 2.4
- upper flammable limit
- 8.02
- time-weighted average exposure limit
- 5
- pKa
- 4.25
- median lethal dose (LD50)
- 250
- short-term exposure limit
- 15
- chemical formula
- C₃H₄O₂
- found in taxon
- Persicaria hydropiperoides
- MCN code
- 2916.11.10
- standard enthalpy of formation
- -384.09
- monomer of
- polybutadiene acrylonitrile
- ionization energy
- 10.60
- minimal lethal concentration
- 4000
- median lethal concentration (LC50)
- 5300
Sources (8)
via Wikidata · CC0
~4 min read
Encyclopedic overview
Acrylic acid (IUPAC: prop-2-enoic acid) is an organic compound with the formula CH2=CHCOOH. It is the simplest unsaturated carboxylic acid, consisting of a vinyl group connected directly to a carboxylic acid terminus. This colorless liquid has a characteristic acrid or tart smell. It is miscible with water, alcohols, ethers, and chloroform. More than a million tons are produced annually.
History
Excerpted from Wikipedia’s “acrylic acid” article, available under the CC BY-SA 4.0 licence.