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词条 Acetanisole
释义

  1. Preparation

  2. Application

  3. Appearance

  4. References

{{chembox
| Watchedfields = changed
| verifiedrevid = 477238683
| ImageFile = Acetanisole V.1.svg
| ImageSize = 200px
| PIN = 1-(4-Methoxyphenyl)ethan-1-one
| OtherNames = 4-Acetylanisole; para-Acetanisole; 4-Methoxyacetophenone; Linarodin; Novatone; Vananote; Castoreum anisole; 4-Methoxyphenyl methyl ketone
| Section1 = {{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7196
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 0IRH2BR587
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 100-06-1
| PubChem = 7476
| SMILES = CC(=O)C1=CC=C(C=C1)OC
| InChI = 1S/C9H10O2/c1-7(10)8-3-5-9(11-2)6-4-8/h3-6H,1-2H3
| Section2 = {{Chembox Properties
| C=9|H=10|O=2
| Appearance = White to pale yellow crystals[1]
| Density = 1.094 g/cm3
| MeltingPtC = 38.5
| MeltingPt_ref = [2]
| BoilingPtC = 258
| BoilingPt_ref = [2]
| Solubility = 2470 mg/L[2]
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt = {{convert|138|C|F}}[3]
| AutoignitionPt =
}}Acetanisole is an aromatic chemical compound with an aroma described as sweet, fruity, nutty, and similar to vanilla. In addition Acetanisole can sometimes smell like butter or caramel. [3]

Acetanisole is found naturally in castoreum, the glandular secretion of the beaver.[1]

Preparation

Acetanisole can be prepared synthetically by Friedel-Crafts acylation of anisole with acetyl chloride:

Application

It is used as a cigarette additive,[4] a fragrance,[1] and a flavoring in food.[5]

  1. In the pharmaceutical sector, acetanisole is used in the synthesis of Benfurodil hemisuccinate.
  2. It can also be used to synthesize basic stimulant compounds such as methyl-synephrine and methyl-hordenine, which were detected in the energy supplement Meltdown®.&91;6&93;
  3. In the case of m-acetanisole, this regioisomer was used to synthesize oxyfedrine.
  4. Sulfarlem (Anethole trithione) for treating Parkinson's disease.

Appearance

At room temperature 4-Methoxyacetophenone is solid, and has a white crystal like structure. Once melted, the white crystals turn into a clear liquid.

References

1. ^Para-Acetanisole, The Good Scents Company
2. ^{{ChemID|100-06-1}}
3. ^Acetanisole at Sigma-Aldrich
4. ^Tobacco Documents | Profiles | Additives | Acetanisole {{webarchive|url=https://web.archive.org/web/20080411182413/http://tobaccodocuments.org/profiles/additives/acetanisole.html}}
5. ^{{CodeFedReg|21|172|515}}
6. ^{{cite journal|last1=Hoffman|first1=Jay R|last2=Kang|first2=Jie|last3=Ratamess|first3=Nicholas A|last4=Rashti|first4=Stefanie L|last5=Tranchina|first5=Christopher P|last6=Faigenbaum|first6=Avery D|title=Thermogenic effect of an acute ingestion of a weight loss supplement|journal=Journal of the International Society of Sports Nutrition|volume=6|issue=1|year=2009|pages=1|issn=1550-2783|doi=10.1186/1550-2783-6-1}}

3 : Food additives|Aromatic ketones|Phenol ethers

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