1,3-Diphenylpropan-1,3-dion

Dibenzoylmethane

HCID 8433CAS 120-46-7
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Grundinformationen

Standard-SMILES
O=C(CC(=O)c1ccccc1)c1ccccc1
InChIKey
NZZIMKJIVMHWJC-UHFFFAOYSA-N
Summenformel
C15H12O2
Durchschnittliche Molmasse
224,25 g/mol
Monoisotopische Masse
224,08372962

Namen und Bezeichner

Bevorzugter Name
Dibenzoylmethane
IUPAC
1,3-diphenylpropane-1,3-dione
Lokaler Name
1,3-Diphenylpropan-1,3-dion
Englischer Name
Dibenzoylmethane
Summenformel
C15H12O2
Molmasse
224.25

Namen und Synonyme

Dibenzoylmethane120-46-71,3-Diphenylpropane-1,3-dione1,3-DIPHENYL-1,3-PROPANEDIONE1,3-Propanedione, 1,3-diphenyl-2-BenzoylacetophenonePhenyl phenacyl ketoneomega-BenzoylacetophenoneRhodiastab 83Karenzu DK2DTXSID3041247ANS7ME8OKC
Weitere Namen anzeigen
DBM1,3-Diphenylpropanedione1,3-diphenyl-3-propanedionekarenzudk2phenylphenacylketoneDBM83
NSC-6266DTXCID1021247CHEBI:75417204-398-9RefChem:132859GAMMA-HYDROXYCHALKONE1,3-Diphenyl-propane-1,3-dioneDibenzoyl-methane

Datenbank-Bezeichner

CAS
120-46-7
PubChem CID
8433
DTXSID
DTXSID3041247
ChEMBL
CHEMBL371523
ChEBI
CHEBI:75417
UNII
ANS7ME8OKC
EC Number
204-398-9
Nikkaji
J10.072B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,1
Polarare Oberfläche (TPSA)
34,1 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
4
Schwere Atome
17

Experimentelle und physikochemische Eigenschaften

Physical Description · 2 Einträge

Large Crystals; Dry Powder

Solid; [Merck Index] Light yellow crystalline powder; [Alfa Aesar MSDS]

Collision Cross Section165.9 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID3041247]；154.4 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID3041247]

Physikochemische Eigenschaften

Schmelzpunkt
77 · 77-79 °C(lit.)
Siedepunkt
219 · 219-221 °C18 mm Hg(lit.)
Dichte
0.8 g/cm3 · 0.800 g/cm3
Dampfdruck
0.01 Pa · 0.01Pa at 20℃
Brechungsindex
1.66 · 1.6600 (estimate)
Flammpunkt
219 · 219-221°C/18mm

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 32.7% (84 of 257) of reports.

Warning

H317 (66.1%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 257 reports by companies from 6 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 84 of 257 reports by companies.；There are 5 notifications provided by 173 of 257 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 1,3-Propanedione, 1,3-diphenyl-

1,3-Propanedione, 1,3-diphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Propanedione, 1,3-diphenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 13-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11371

1,3-Propanedione, 1,3-diphenyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses changes in liver and uterine weights in 2-week constant oral studies of mice; [RTECS] May cause irritation; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Sens. 1 (66.1%)

Regulatorische Informationen

Regulatory Information · 4 Einträge

Chemical: 1,3-Propanedione, 1,3-diphenyl-

1,3-Propanedione, 1,3-diphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Propanedione, 1,3-diphenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 13-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11371

1,3-Propanedione, 1,3-diphenyl-: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

wgk
3
tsca
TSCA listed
hs_code
29143900
RTECS-Nr.
TZ1930000
risk_code
36/37/38
Toxizität
rat,LD,oral,> 500mg/kg (500mg/kg),National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 28, 1953.

Chemie und Industrie

Verwendung und Herstellung

UsesPermitted for use as an inert ingredient in non-food pesticide products; [EPA]
U.S. Production2023: 700,000 - <850,000 lb；2022: 850,000 - <1,000,000 lb；2021: 550,000 - <700,000 lb；2020: 700,000 - <850,000 lb
Consumer UsesHeat stabilizer；Other
Industry UsesProcessing aids not otherwise specified；Heat stabilizer；Other
Use Classification · 2 Einträge

Plastics -> Other stabilisers

Plastics -> Polymer Type -> PVC (soft); PVC (rigid); PET

General Manufacturing Information · 2 Einträge

Plastics Material and Resin Manufacturing；All Other Chemical Product and Preparation Manufacturing；Plastics Product Manufacturing

1,3-Propanedione, 1,3-diphenyl-: ACTIVE

Anwendungen · 2 Einträge

OccurrenceDibenzoylmethane(DBM) is a 1,3-diketone derivative of acetylacetone that has both methyl groups replaced with phenyl groups.Although smaller in size and lacking hydroxyl and methoxy groups，DBM resembles the turmeric spice curcumin (CUR),a diferuloylmethane. Both molecules are metal-chelating agents，contain a B-diketone flanked by two aryl groups,and exhibit anti-proliferative and anticarcinogenic activity. In addition to sharing structural similarity with DBM,CUR,which is also a naturally occurring compound is found in the plant Curcuma longa and has numerous medicinal uses.DBM and its many naturally occurring derivatives are minor constituentsof licorice. DBM has been isolated from licorice root extracts and otherspecies of Glycyrrhiza.

VerwendenDibenzoylmethane is a new kind of PVC heat stabilizer, it has better transparency, nontoxic and odorless. In case of combined use with Calcium/Zinc, Barium/Zin and other heat stabilizer, it can greatly improve the initial color, transparency, long term stability of PVC, and also can improve the precipitation and “zinc burning” problem during the process. It has very good synergy with zinc soaps, and can protect the PVC color. This material can absorb UV at 290nm, which has the effect as light stabilizer and act as long term stabilizer for PVC products.

Darstellung

synthetischedibenzoylmethane is prepared by condensation of ethyl benzoate with acetophenone.

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Dibenzoylmethane is a beta-diketone that is acetylacetone (acac) in which both methyl groups have been replaced by phenyl groups. It is a minor constituent of the root extract of licorice (Glycyrrhiza glabra) and exhibits antimutagenic and anticancer effects. It has a role as an antineoplastic agent, a metabolite and an antimutagen. It is a beta-diketone and an aromatic ketone.

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