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词条 Anthrone
释义

  1. Synthesis

  2. References

{{chembox
| Watchedfields = changed
| verifiedrevid = 443392881
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile = Anthrone.png
| ImageSize = 180
| ImageName = Skeletal formula
| ImageFile1 = Anthrone-3D-balls.png
| ImageSize1 = 210
| ImageName1 = Ball-and-stick model
| IUPACName = 10H-Anthracen-9-one
| OtherNames = Carbothrone; anthranone; 9-oxoanthracene
|Section1={{Chembox Identifiers
| InChIKey = RJGDLRCDCYRQOQ-UHFFFAOYAA
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 124440
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = RJGDLRCDCYRQOQ-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 90-44-8
| PubChem = 7018
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 33835
| SMILES = O=C2c1c(cccc1)Cc3c2cccc3
| InChI = 1/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID =6751
|Section2={{Chembox Properties
| C =14|H=10|O=1
| Appearance = White to light yellow needles
| Density = Solid
| MeltingPtC = 155 to 158
| MeltingPt_notes =
| BoilingPtC = 721
| BoilingPt_notes =
| Solubility = Insoluble
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}Anthrone is a tricyclic aromatic ketone. It is used for a popular cellulose assay and in the colorometric determination of carbohydrates.[1]

The anthrones are used in pharmacy as laxative. They stimulate the motion of the colon and are reduce water reabsorption. Anthrones can be extracted from a number of plant species, including Rhamnus frangula, Aloe ferox, Rheum officinale and Cassia senna.{{cn|date=November 2017}}

Synthesis

Anthrone can be prepared from anthraquinone by reduction with tin, glacial acetic acid and hydrochloric acid, or cyclization of o-benzylbenzoic acid with liquid Hydrogen fluoride.

  • Use: Perlapine by Beckmann rearrangement.

References

1. ^{{cite journal | title = Determination of Yeast Carbohydrates with the Anthrone Reagent | journal = Nature | volume = 170 | pages = 626–627 | year = 1952 | doi = 10.1038/170626a0 | author = Trevelyan, W. E. | pmid = 13002392 | last2 = Forrest | first2 = RS | last3 = Harrison | first3 = JS | issue = 4328}}
2. ^{{cite journal|title=ANTHRONE|journal=Organic Syntheses|date=1928|volume=8|pages=8|doi=10.15227/orgsyn.008.0008}}
3. ^{{cite journal|last1=Fieser|first1=Louis F.|last2=Hershberg|first2=E. B.|title=Inter- and Intramolecular Acylations with Hydrogen Fluoride|journal=Journal of the American Chemical Society|date=May 1939|volume=61|issue=5|pages=1272–1281|doi=10.1021/ja01874a079}}
{{ketone-stub}}

2 : Aromatic ketones|Anthracenes

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