Grundinformationen
- Standard-SMILES
O=C(OC(=O)c1ccccc1)c1ccccc1- InChIKey
CHIHQLCVLOXUJW-UHFFFAOYSA-N- Summenformel
- C14H10O3
- Durchschnittliche Molmasse
- 226,23 g/mol
- Monoisotopische Masse
- 226,06299418
Überblick
Benzoic anhydride is an acyclic carboxylic anhydride. It is functionally related to a benzoic acid.
Namen und Bezeichner
- Bevorzugter Name
- Benzoic anhydride
- IUPAC
- benzoyl benzoate
- Lokaler Name
- Benzoesureanhydrid
- Englischer Name
- Benzoic anhydride
- Summenformel
- C14H10O3
- Molmasse
- 226.23
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
93-97-0- PubChem CID
- 7167
- DTXSID
DTXSID1029122- ChEMBL
CHEMBL3185530- ChEBI
CHEBI:38815- UNII
- 9K7X34FOV2
- EC Number
- 202-291-1
- Nikkaji
- J4.689B
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,2
- Polarare Oberfläche (TPSA)
- 43,4 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 17
- Formalladung
- 0
- Komplexität
- 245
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 38 · 38-42 °C(lit.)
- Siedepunkt
- 360 °C · 360 °C
- Dichte
- 1.199 g/mL · 1.199 g/mL at 25 °C(lit.)
- Brechungsindex
- 15 · nD15 1.57665
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- 2 · Inert atmosphere,2-8°C
- Löslichkeit
- 0.01 g/l · 0.01g/l (experimental)
- Aggregatzustand
- Crystals or Crystalline Powder
- Farbe
- White to almost white
- Wasserlöslichkeit
- 0.01 g/L · 0.01 g/L
- Merck
- 14 · 14,1092
- BRN
- 516726 · 516726
- Henry's Law Constant
- 7 · 7.0×100 mol/(m3Pa) at 25℃, Zhang et al. (2010)
- InChI
- 1S/C14H10O3/c15-13(11-7-3-1-4-8-11)17-14(16)12-9-5-2-6-10-12/h1-10H
- InChIKey
- CHIHQLCVLOXUJW-UHFFFAOYSA-N
- SMILES
- O=C(OC(=O)c1ccccc1)c2ccccc2
- CAS Datenbank
- 93 · 93-97-0(CAS DataBase Reference)
- NIST chemische Informationen
- Benzoic acid, anhydride(93-97-0)
- EPA chemische Informationen
- Benzoic anhydride (93-97-0)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 42.7% (41 of 96) of reports.
Danger
H315 (57.3%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 96 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Benzoic acid, anhydride
Status: Active Update: 24-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24998
Benzoic acid, anhydride: Does not have an individual approval but may be used under an appropriate group standard
Sicherheitsdaten
- F
- 10-21
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29163900
- risk_code
- 37/38-41-36/37/38
- hazard_code
- Xi
- safety_code
- 26-39-37/39
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- Eye Dam. 1Skin Irrit. 2STOT RE 1 Inhalation
Chemie und Industrie
Verwendung und Herstellung
Anwendungen
VerwendenBenzoic Anhydride is the more active analogue of benzoic acid formed via dehydration. Benzoic Anhydride is used in the synthesis of a wide range of organic compounds including some dyes. Benzoic Anhyd ride is also used as an arylation agent in the Heck reaction.
Darstellung
synthetischeTo a flask containing 14.0 gm (0.1 mole) of benzoyl chloride and equipped with a stirrer is added 40 ml of dry dioxane and it is cooled to 5°C.Then 10 ml (0.1 mole) of dry pyridine is rapidly added at 5-10°C followed by 1.0 ml (0.056 mole) of water. After stirring for 10-15 min at 0-5°C, the reaction mixture is then poured into a mixture of 75 ml of cone, hydrochloric acid, 75 gm of cracked ice, and 350 ml of water. The product is filtered, washed first for 1 min with a cold 5% solution of sodium bicarbonate and then with water. The product is dried to afford 11.0 gm (97%), m.p. 43°C (recrystallized from a mixture of ether-petroleum ether).
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