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HCID 6955Erstellt: 26. Oktober 2026

Phthaloyldichlorid

PHTHALOYL CHLORIDE · PHTHALYL CHLORIDE · Phthalic dichloride · benzene-1,2-dicarbonyl chloride · Phthalic chloride · Phthaloyl chlorid · thaloyl dichloride · Phthalyl dichloride

https://huagongshe.com/de/chemical/6955

Molekülstruktur von Phthaloyldichlorid

Identifikatoren & physikalische Daten

CAS No.88-95-9
SummenformelC8H4Cl2O2
Durchschnittliche Molmasse203,02 g/mol
Monoisotopische Masse201,95883473 g/mol
SMILESO=C(Cl)c1ccccc1C(=O)Cl
InChIKeyFYXKZNLBZKRYSS-UHFFFAOYSA-N
PubChem CID6955
EC No.201-869-0
DTXSIDDTXSID8038691
Lokaler NamePhthaloyldichlorid

Chemische & physikalische Eigenschaften

XLogP2,7
Polarare Oberfläche (TPSA)34,1
H-Brücken-Donoren0
H-Brücken-Akzeptoren2
Frei drehbare Bindungen2
Schwere Atome12
Formalladung0
Komplexität181
StoffklassenToxic Gases & Vapors -> Acid Halides
SpringerMaterials PropertiesBoiling point
Dichte1.409 @25 °C1.409 g/mL at 25 °C(lit.)
Siedepunkt281.1 °C @760 [mm Hg]269-271 °C(lit.)
Dampfdruck30 [mm Hg] @47 °C30 mm Hg ( 47 °C)
Physical DescriptionColorless oily liquidmp = 15-16 deg C[Merck Index] Colorless or yellow liquidmp = 6-12 deg C[Alfa Aesar MSDS]
Schmelzpunkt6-12 °C(lit.)
Brechungsindexn20/D 1.568(lit.)
Flammpunkt>230 °F
LagerbedingungenStore below +30°C.
LöslichkeitMiscible with ether.decomposes
AggregatzustandLiquid
FarbeClear yellow
Merck14,7375
BRN608200
StabilitätMoisture Sensitive
InChI1S/C8H4Cl2O2/c9-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H
InChIKeyFYXKZNLBZKRYSS-UHFFFAOYSA-N
SMILESClC(=O)c1ccccc1C(Cl)=O
CAS Datenbank88-95-9(CAS DataBase Reference)
NIST chemische Informationen1,2-Benzenedicarbonyl dichloride(88-95-9)
EPA chemische Informationen1,2-Benzenedicarbonyl dichloride (88-95-9)

Sicherheit & Vorschriften

GHS-EinstufungThis chemical does not meet GHS hazard criteria for 0.4% (1 of 234) of reports.DangerH290 (44.9%): May be corrosive to metals [Warning Corrosive to Metals]P233, P234, P260, P261, P264, P264+P265, P271, P272, P280, P284, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P333+P317, P342+P316, P362+P364, P363, P390, P403, P403+P233, P405, P406, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 234 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Regulatorische InformationenChemical: 1,2-Benzenedicarbonyl dichlorideStatus: Active Update: 11-12-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/5306Phthaloyl dichloride: Does not have an individual approval but may be used under an appropriate group standard
GefahrenübersichtDecomposed by water[Merck Index] Causes burnsInhalation may cause corrosive injuries to upper respiratory tract and lungs[Alfa Aesar MSDS] See Benzoyl chloride.
Hazard Classes and CategoriesMet. Corr. 1 (44.9%)
Protective Action Criteria (PAC)1.2 [mg/m3]13 [mg/m3]79 [mg/m3]
Unerwünschte WirkungenDermatotoxin - Skin burns.
F21
Wassergefährdungsklasse (WGK)3
TSCA-Inventar-StatusTSCA listed
UN-TransportnummerUN 3265 8/PG 2
Zollcode29173980
R-Sätze (R)34
GefahrensymboleC
Sicherheitshinweise (S)26-36/37/39-45
Gefahrenklasse8Skin Corr. 1B
VerpackungsgruppeII
Lagerklasse8A - Combustible corrosive hazardous materials

Anwendungen & Verwendung

Verwenden

o-Phthaloyl Dichloride is used in the phthaloylation of hemicelluloses as an efficient way to improve their lipophilicity and hydrophilicity. Phthaloylation of hemicelluloses is also a key precursor to preparing polysaccharide derivatives.

Herstellung & Synthese

synthetische

Synthesis of phthaloyl dichloride: Mix 148g of phthalic anhydride with 220g of phosphorus pentachloride, heat, gradually increase the temperature to 250°C, escape the phosphorus oxychloride, distill the reaction product under reduced pressure, collect the 131-133°C (1.2-1.33kPa) fraction to obtain 187g of phthaloyl dichloride.