Grundinformationen
- Standard-SMILES
O=C1CCc2cc(Cl)ccc21- InChIKey
MEDSHTHCZIOVPU-UHFFFAOYSA-N- Summenformel
- C9H7ClO
- Durchschnittliche Molmasse
- 166,6 g/mol
- Monoisotopische Masse
- 166,01854252
Namen und Bezeichner
- Bevorzugter Name
- 5-Chloro-1-indanone
- IUPAC
- 5-chloro-2,3-dihydroinden-1-one
- Englischer Name
- 5-Chloro-1-indanone
- Summenformel
- C9H7ClO
- Molmasse
- 166.6
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
42348-86-7- PubChem CID
- 142599
- DTXSID
DTXSID1074624- EC Number
- 610-016-5
- Nikkaji
- J2.272.074K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,3
- Polarare Oberfläche (TPSA)
- 17,1 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 178
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 94 · 94-98 °C (lit.)
- Siedepunkt
- 124 · 124-125 °C (3 mmHg)
- Dichte
- 1.1466 · 1.1466 (rough estimate)
- Brechungsindex
- 1.6 · 1.6000 (estimate)
- Flammpunkt
- 124 · 124-125°C/3mm
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- Löslichkeit
- Chloroform (Slightly)
- Aggregatzustand
- Solid
- Farbe
- Light Beige to Beige
- Wasserlöslichkeit
- insoluble
- BRN
- 1448000 · 1448000
- InChI
- 1S/C9H7ClO/c10-7-2-3-8-6(5-7)1-4-9(8)11/h2-3,5H,1,4H2
- InChIKey
- MEDSHTHCZIOVPU-UHFFFAOYSA-N
- SMILES
- Clc1ccc2C(=O)CCc2c1
- CAS Datenbank
- 42348 · 42348-86-7(CAS DataBase Reference)
- NIST chemische Informationen
- 5 · 5-Chloro-1-indanone(42348-86-7)
- EPA chemische Informationen
- 1 H-Inden-1-one, · 1H-Inden-1-one, 5-chloro-2,3-dihydro- (42348-86-7)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H302 (83.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 49 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
1H-Inden-1-one, 5-chloro-2,3-dihydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-Inden-1-one, 5-chloro-2,3-dihydro- 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)
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29339900
- risk_code
- 20/21/22-36/37/38
- hazard_code
- Xn,Xi
- hazard_note
- Irritant
- safety_code
- 26-36
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Verwendung und Herstellung
General Manufacturing Information
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
1H-Inden-1-one, 5-chloro-2,3-dihydro-: ACTIVE
Anwendungen
Verwenden5-Chloro-1-indanone is the important intermediate of du pont company's new varieties of pesticides indoxacarb (popular name: indoxacarb), is also a kind of important medicine intermediate simultaneously. 5-Chloro-1-indanone is a 5-halo-1-indanone. It participates in the Irie′s synthesis of substituted pyridines. 5-Chloro-1-indanone has a stable triclinic crystal structure and has intermolecular forces of C-H...O, C-H...Π, CO...Cl and Π...Π types. 5-Chloro-1-indanone may be used as starting reagent for the preparation of 5-chloro-2-methoxycarbonyl-1-indanone. It may be used for the preparation of important biomedical compounds such as anticonvulsants, anticholinergics and diarylsulfonylureas, having potential activity against solid tumors.
Darstellung
synthetische3-chlorobenzaldehyde as raw material first reacts with propionic acid to prepare 3-chloro-phenylpropionic acid, which is then subjected to Friedel-Crafts acylation reaction to prepare 5-chloro-1-indanone. Organic solvents of formic acid diethylamine participate in the first step, and the reaction temperature is 20-150℃. An organic solvent of methylene chloride and a catalyst of zinc chloride participate in the second step, and the reaction temperature is -10 to 80 ℃. Synthetic method of 5-chloro-1-indanone
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