Benzoesureanhydrid

Benzoic anhydride

HCID 7167CAS 93-97-0

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

BENZOIC ANHYDRIDE93-97-0Benzoyl benzoateBenzoyl anhydrideBenzoic acid, anhydrideBenzoylbenzoate9K7X34FOV2DTXSID1029122CHEBI:38815NSC-37116DTXCID509122RefChem:118511
Weitere Namen anzeigen
BENZOYL OXIDEBENZOINEBanzoyl benzoateBenzoic anhydrid
202-291-1benzoic acid anhydridephenylcarbonyl benzoateMFCD00003073Phenyl anhydrideBenzoesaeureanhydridBenzoic acid, 1,1'-anhydride(PhCO)2O

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

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Acid Anhydrides, Other
SpringerMaterials PropertiesBoiling point
Exact Mass226.062994177
Molecular Weight226.23
Monoisotopic Mass226.062994177
Physical DescriptionSolid; [Merck Index] White crystalline powder; Odorless; [Alfa Aesar MSDS]

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

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

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 · 3 Einträge

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

Hazards SummaryReacts with water; A skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (57.3%)

Sicherheitsdaten

F
10-21
wgk
3
tsca
TSCA listed
hs_code
29163900
risk_code
37/38-41-36/37/38
hazard_code
Xi

Chemie und Industrie

Verwendung und Herstellung

UsesUsed to make pharmaceuticals, dyes, and intermediates; [Merck Index]
General Manufacturing InformationBenzoic acid, 1,1'-anhydride: ACTIVE
Anwendungen · 1 Eintrag

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 · 1 Eintrag

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).

Anbieter50 Anbieter

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