2',4',6'-Trihydroxyacetophenone (HCID 68073)

Überblick

2',4',6'-trihydroxyacetophenone is a benzenetriol that is acetophenone in which the hydrogens at positions 2, 4, and 6 on the phenyl group are replaced by hydroxy groups. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of acidic glycans and glycopeptides. It has a role as a MALDI matrix material and a plant metabolite. It is a benzenetriol, a methyl ketone and an aromatic ketone.

Namen und Bezeichner

Bevorzugter Name: 2',4',6'-Trihydroxyacetophenone
IUPAC: 1-(2,4,6-trihydroxyphenyl)ethanone
Lokaler Name: 2',4',6'-Trihydroxyacetophenon
Englischer Name: 2',4',6'-Trihydroxyacetophenone monohydrate
Summenformel: C8H8O4
Molmasse: 168.15

Namen und Synonyme

480-66-01-(2,4,6-Trihydroxyphenyl)ethanone2',4',6'-TrihydroxyacetophenonePHLOROACETOPHENONE2,4,6-TrihydroxyacetophenoneAcetophloroglucineAcetylphloroglucinol2-AcetylphloroglucinolEthanone, 1-(2,4,6-trihydroxyphenyl)-1-(2,4,6-Trihydroxyphenyl)ethan-1-one2,4,6-trihydroxy-acetophenone8L7XD8830T

Weitere Namen anzeigen

THAPPhloracetophenonePhloracetopheneMonoacetylphloroglucinol2-Acetylphloroglucinol hydrate2,4,6-trihydroxylacetophenone monohydrateNSC 54927

NSC-54927DTXSID5060061CHEBI:643441-(2,4,6-trihydroxyphenyl]ethanone2,4,6-THARefChem:861870DTXCID5040598207-556-5

Datenbank-Bezeichner

CAS: 480-66-0
PubChem CID: 68073
DTXSID: DTXSID5060061
ChEMBL: CHEMBL452477
ChEBI: CHEBI:64344
UNII: 8L7XD8830T
EC Number: 207-556-5
Nikkaji: J6.168I

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,1
Polarare Oberfläche (TPSA): 77,8 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 1
Schwere Atome: 12
Formalladung: 0
Komplexität: 168

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesChemical shift

Endocrine DisruptorsPotential endocrine disrupting compound

Melting Point219 °C

Physical DescriptionSolid

Collision Cross Section · 2 Einträge

129 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

126.29 Å² [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Schmelzpunkt: 219 · 219-221 °C(lit.)
Siedepunkt: 257.07 °C · 257.07°C (rough estimate)
Dichte: 1.3037 · 1.3037 (rough estimate)
Brechungsindex: 1.509 · 1.5090 (estimate)
storage temp.: 30 °C · Store below +30°C.
Löslichkeit: DMSO (Sparingly), Ethanol (Slightly), Methanol (Slightly), Water (Very Slightly,
pka: 7.76 · 7.76±0.23(Predicted)
Aggregatzustand: Powder
Farbe: light yellow
Wasserlöslichkeit: Soluble in water.
BRN: 1911197 · 1911197
Stabilität: Stable under recommended storage conditions., Stable Under Recommended Storage C
InChI: 1S/C8H8O4/c1-4(9)8-6(11)2-5(10)3-7(8)12/h2-3,10-12H,1H3
InChIKey: XLEYFDVVXLMULC-UHFFFAOYSA-N
LogP: 1.472 · 1.472 (est)
CAS Datenbank: 480 · 480-66-0(CAS DataBase Reference)
NIST chemische Informationen: 1 · Ethanone, 1-(2,4,6-trihydroxyphenyl)-(480-66-0)
EPA chemische Informationen: 1 · Ethanone, 1-(2,4,6-trihydroxyphenyl)- (480-66-0)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): 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 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29145000
RTECS-Nr.: AN0528000
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36-24/25
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm

Verwendung und Herstellung

UsesSynthetic Polymer MALDI Matrix Compounds

General Manufacturing InformationEthanone, 1-(2,4,6-trihydroxyphenyl)-: ACTIVE

Darstellung · 1 Eintrag

synthetischePreparation by reaction of acetic anhydride on phloroglucinol,with concentrated sulfuric acid at 130° (70%)with boron trifluoride at 10° (62.5–68%) with zinc chloride at 145–150° (50%)with Amberlite IR-120 or Zeokarb 225 (cation exchange resins, sulfonic acid type) at 160° (39%).

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

3,4-Dimethoxyphenol 1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE Desmethylanhydroicaritin Licoflavone C 2-NITROPHLOROGLUCINOL 2',4',6'-TRIMETHOXYACETOPHENONE Isolicoflavonol Mulberrin 4-Ethylresorcin 4H-1-Benzopyran-4-one, 5,8-dihydroxy-7-methoxy-2-(2-methoxyphenyl)-

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]

爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

南京兰亚化工贸易有限公司+86-25-8331-5620 · [email protected]

Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: A benzenetriol that is acetophenone in which the hydrogens at positions 2, 4, and 6 on the phenyl group are replaced by hydroxy groups. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of acid c glycans and glycopeptides.