Basic information
- CAS
21679-31-2- Standard SMILES
CC(=O)/C=C(/C)[O-].CC(=O)/C=C(/C)[O-].CC(=O)/C=C(/C)[O-].[Cr+3]- InChIKey
JWORPXLMBPOPPU-LNTINUHCSA-K- Molecular formula
- C15H21CrO6
- Average molar mass
- 349.32 g/mol
- Monoisotopic mass
- 349.074318
Overview
Chromium(III) acetylacetonate is a coordination complex of chromium. It is used in NMR spectroscopy as a relaxation agent. Chromium is a chemical element which has the symbol Cr and atomic number 24. It is found naturally occuring in rocks, animals, plants, and soil, and is usually mined as chromite ore. Chromium is most toxic in its +6 oxidation state (chromium(VI)) due to its greater ability to enter cells and higher redox potential. Trivalent chromium (chromium(III)) however, is biologically necessary for sugar and lipid metabolism in humans. (L17, L520)
Names & identifiers
- Preferred name
- chromium(III) acetylacetonate
- IUPAC
- chromium(3+);tris((Z)-4-oxopent-2-en-2-olate)
- English name
- Chromium(III) acetylacetonate
- Molecular formula
- C15H21CrO6
- Molecular weight
- 349.32
Names & synonyms
Chromium(III) acetylacetonateChromium triacetylacetonateChromium tris(acetylacetonate)RefChem:1081538(3Z)-4-((bis((((2Z)-4-oxopent-2-en-2-yl)oxy))chromio)oxy)pent-3-en-2-oneChromium acetylacetonateTris(acetylacetonato)chromium(III)Chromic acetylacetonate21679-31-2DTXSID0051863C15H21CrO6Chromium (III) acetylacetonate
Show more names
Cr(acac)3CHROMIUM(III) AA(CH3COCHCOCH3)3CrChromium(III) acetylAcetylacetone calciumChromiumpentanedionateAcetyl acetone chromium
Chromium(III) 2,4-pentanedionateSCHEMBL14864DTXCID8030421Tox21_303935AKOS025290372AKOS032949848NCGC00357174-01CAS-21679-31-2
Database identifiers
- CAS
21679-31-2- PubChem CID
- 5484009
Properties
Computed structural properties
- Topological polar surface area
- 120 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 3
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 90.4
Experimental & physicochemical properties
Chemical ClassesMetals -> Chromium Compounds, Inorganic
Physical DescriptionPurple or red-violet solid; [Hawley] Insoluble in water; [MSDSonline]
Physicochemical properties
- Melting point
- 210 °C · 210 °C(lit.)
- Boiling point
- 340 °C · 340 °C(lit.)
- Density
- 1 · 1,35 g/cm3
- bulk density
- 450 kg/m3 · 450kg/m3
- vapor pressure
- 0 Pa · 0Pa at 20℃
- Flash point
- 200 °C · >200°C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 11 g/l · 11g/l
- form
- Crystalline Powder, Crystals, and/or Chunks
- Specific Gravity
- 1.35 · 1.35
- color
- Purple to maroon
- PH
- 6 · 6 (1g/l, H2O, 20℃)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 4.6% (3 of 65) of reports.
Warning
H315 (95.4%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 65 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Chromium, tris(2,4-pentanedionato-O,O')-, (OC-6-11)-
REACH registered substance: Chromium(III) 4-oxopent-2-ene-2-olate (EC: 244-526-0)
Chromium, tris(2,4-pentanedionato-.kappa.O,.kappa.O')-, (OC-6-11)-: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
The trivalent form of Cr is 500-1000 times less toxic than the hexavalent form. Organic Cr-containing complexes of toxicological importance have not been reported. [Nordberg, p. 718] CrIII compounds do not cause chrome ulcerations but may cause allergic dermatitis in workers with prior sensitization to CrVI compounds. [ILO Encyclo] CrIII is an essential trace mineral in the human diet. [ATSDR Case Studies] Stable under recommended storage conditions. May be harmful after ingestion, inhalation, or skin contact; May damage eyes; [MSDSonline] See Chromium.
Hazard Classes and CategoriesSkin Irrit. 2 (95.4%)
Safety & protection
Chemistry & industry
Pharmacology
Metabolism/Metabolites
Chromium is absorbed from oral, inhalation, or dermal exposure and distributes to nearly all tissues, with the highest concentrations found in kidney and liver. Bone is also a major storage site and may contribute to long-term retention. Hexavalent chromium's similarity to sulfate and chromate allow it to be transported into cells via sulfate transport mechanisms. Inside the cell, hexavalent chromium is reduced first to pentavalent chromium, then to trivalent chromium by many substances including ascorbate, glutathione, and nicotinamide adenine dinucleotide. Chromium is almost entirely excreted with the urine. (A12, L16)
Uses & manufacturing
Uses
Reduction of detonation of nitromethane; [Hawley]
Chromium(III) acetylacetonate is used in NMR spectroscopy as a relaxation agent. (L520)
General Manufacturing InformationChromium, tris(2,4-pentanedionato-.kappa.O2,.kappa.O4)-, (OC-6-11)-: ACTIVE
Applications
UsesChromium(III) acetylacetonate is a useful research chemical.
UsesCatalyst in the oxidation of methacrylic esters by hydrogen peroxide, MOCVDChromium(III) 2,4-pentanedionate is used in the reduction of detonation of nitromethane. It is also used in NMR spectroscopy as a relaxation agent due to its solubility in nonpolar organic solvents and its paramagnetism. Further, it is involved in the modification of the surface properties of solid polyurethanes.
UsesChromium(III) acetylacetonate may be used as an active site in the formation of redox systems for the fabrication of flow batteries. It may also be used as a precursor for chromium nitride based metallic coatings.
General DescriptionChromium(III) acetylacetonate is an acidopentamminechromium (111) salt, which is a crystalline material that can be prepared by treatment of precipitated hydrous chromium(III) oxide with acetylacetone.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…