| Identification | More | [Name]
3,4-Dimethoxyphenylacetone | [CAS]
776-99-8 | [Synonyms]
1-(3,4-DIMETHOXYPHENYL)-2-PROPANONE
1-(3,4-dimethoxyphenyl)acetone
1-ACETONYL-3,4-DIMETHOXYBENZENE
3,4-DIMETHOXYPHENYLACETONE
METHYL VERATRYL KETONE
VERATRYL ACETONE
1-(3,4-dimethoxyphenyl)-2-propanon
2-Propanone, 1-(3,4-dimethoxyphenyl)-
3,4-Dimethoxybenzyl methyl ketone
3,4-dimethoxybenzylmethylketone
Veratryl-2-propanone
1-(3,4-Dimethoxyphenyl)-Actone
3,4-DIMETHOXYPHENYLACETONE/METHYL VERATRYL KETONE
3,4-DIMETHOXYPHENYLACETONE 97+%
Veratryl methyl ketone | [EINECS(EC#)]
212-285-0 | [Molecular Formula]
C11H14O3 | [MDL Number]
MFCD00008772 | [Molecular Weight]
194.23 | [MOL File]
776-99-8.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR YELLOW TO BROWN LIQUID | [Melting point ]
136-139 °C | [Boiling point ]
154-158 °C (12 mmHg)
| [density ]
1.115 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.5358(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
clear liquid | [color ]
Light yellow to Yellow to Orange | [Water Solubility ]
Insoluble in water. | [BRN ]
1107410 | [InChI]
InChI=1S/C11H14O3/c1-8(12)6-9-4-5-10(13-2)11(7-9)14-3/h4-5,7H,6H2,1-3H3 | [InChIKey]
UMYZWICEDUEWIM-UHFFFAOYSA-N | [SMILES]
C(C1=CC=C(OC)C(OC)=C1)C(=O)C | [CAS DataBase Reference]
776-99-8(CAS DataBase Reference) | [NIST Chemistry Reference]
3,4-Dimethoxyphenylacetone(776-99-8) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P305+P351+P338 | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
UC1795500
| [HS Code ]
29145090 |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR YELLOW TO BROWN LIQUID | [Uses]
3,4-Dimethoxyphenylacetone was used as starting material in the synthesis of α-methyl-dopa, an important nonproteogenic α-amino acid for pharmaceutical applications. 3,4-Dimethoxyphenylacetone undergoes asymmetric amination catalyzed by Brevibacterium linens IFO 12141 strain to yield corresponding optically active amine | [Synthesis Reference(s)]
Chemistry Letters, 5, p. 1239, 1976
The Journal of Organic Chemistry, 29, p. 1424, 1964 DOI: 10.1021/jo01029a039 | [Synthesis]
GENERAL METHOD: To a THF/water (4:1, 15 mL) solution of methyl eugenol (1 mmol) was added 10% Pd/C (0.05 mmol) and KBrO3 (3 mmol). The reaction mixture was heated to reflux temperature. The reaction progress was monitored by TLC. After completion of the reaction, the mixture was diluted with water and filtered through Whatman 40 filter paper. The filtrate was extracted with ethyl acetate and the organic layers were combined. The organic layers were washed sequentially with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by column chromatography to give 3,4-dimethoxypropiophenone. | [References]
[1] Tetrahedron Letters, 2013, vol. 54, # 19, p. 2293 - 2295
[2] Tetrahedron Letters, 2009, vol. 50, # 24, p. 2893 - 2894
[3] Synthesis, 1992, # 12, p. 1229 - 1231
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1975, p. 1548 - 1551 |
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