6,7-Dimethoxy-1-tetralone
- Product Name
- 6,7-Dimethoxy-1-tetralone
- CAS No.
- 13575-75-2
- Chemical Name
- 6,7-Dimethoxy-1-tetralone
- Synonyms
- 4-dihydro-6;7-diMethoxy-;6,7-DIMETHOXY-1-TETRALONE;6,7-dimethoxytetralin-1-one;6,7-Dimethoxy-1-tetralone 97%;6,7-DIMETHOXY-1-TETRALONE, 97%%;6,7-Dimethoxy-3,4-dihydro-2H-naphthalen-1-one;6,7-diMethoxy-3,4-dihydronaphthalen-1(2H)-one;3,4-Dihydro-6,7-dimethoxy-1(2H)-naphthalenone;1(2H)-Naphthalenone, 3,4-dihydro-6,7-dimethoxy-
- CBNumber
- CB1218024
- Molecular Formula
- C12H14O3
- Formula Weight
- 206.24
- MOL File
- 13575-75-2.mol
6,7-Dimethoxy-1-tetralone Property
- Melting point:
- 98-100 °C(lit.)
- Boiling point:
- 358.3±42.0 °C(Predicted)
- Density
- 1.140±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- form
- Crystalline Powder or Crystals
- color
- White to off-white
- CAS DataBase Reference
- 13575-75-2(CAS DataBase Reference)
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 273937
- Product name
- 6,7-Dimethoxy-1-tetralone
- Purity
- 97%
- Packaging
- 1g
- Price
- $100
- Updated
- 2025/07/31
- Product number
- 273937
- Product name
- 6,7-Dimethoxy-1-tetralone
- Purity
- 97%
- Packaging
- 5g
- Price
- $582
- Updated
- 2023/06/20
- Product number
- D6363
- Product name
- 6,7-Dimethoxy-3,4-dihydronaphthalen-1(2H)-one
- Purity
- min. 95.0 %
- Packaging
- 1G
- Price
- $99
- Updated
- 2025/07/31
- Product number
- B429603
- Product name
- 6,7-Dimethoxy-1-tetralone
- Packaging
- 500mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- FD149587
- Product name
- 6,7-Dimethoxy-1-tetralone
- Packaging
- 500mg
- Price
- $60
- Updated
- 2021/12/16
6,7-Dimethoxy-1-tetralone Chemical Properties,Usage,Production
Uses
6,7-Dimethoxy-1-tetralone was used in the synthesis of 2-bromotetralones by undergoing bromination. It was also used as a precursor to quinolines with dopaminergic activity, naphthols with anti-inflammatory activity and benzophenanthridine alkaloids with antitumor activity.
Synthesis Reference(s)
Tetrahedron Letters, 24, p. 2939, 1983 DOI: 10.1016/S0040-4039(00)88063-6
General Description
6,7-Dimethoxy-1-tetralone reacts with 2-amino-4,5-dimethoxyacetophenone to form 5,6-dihydro-2,3,9,10-tetramethoxybenz[c]acridine.
Synthesis
13575-74-1
13575-75-2
General procedure for the synthesis of 6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one from 4-(3,4-dimethoxyphenyl)butyric acid: polyphosphoric acid (210 g) was added to a solution of dichloromethane (50 mL) in which 4-(3,4-dimethoxyphenyl)butyric acid (0.19 mol, 42 g) was dissolved, and the mixture was heated for 2 hr under reflux conditions. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was slowly poured into crushed ice. The pH of the solution was adjusted to 7-8 with alkali, and the precipitate precipitated was filtered and dried to give 6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one (36 g, 93.3% yield) as a white solid with a melting point of 94-96 °C (literature value: 96-98 °C).1H NMR (400 MHz, CDCl3): δ 7.51 (s, 1H), 6.67 (s 1H), 3.93 (s, 3H), 3.91 (s, 3H), 2.89 (t, J=6Hz, 2H), 2.60 (t, J=6.4Hz, 2H), 2.15-2.09 (m, 2H); 13C NMR (101MHz, CDCl3): δ197.10, 153.51, 147.96, 139.27 125.79, 110.22, 108.57, 55.98, 38.50, 29.44, 23.61.
References
[1] Synthetic Communications, 2009, vol. 39, # 15, p. 2664 - 2673
[2] Journal of Organic Chemistry, 1985, vol. 50, # 24, p. 4933 - 4938
[3] European Journal of Medicinal Chemistry, 2012, vol. 53, p. 52 - 63
[4] Pharmazie, 1981, vol. 36, # 2, p. 88 - 91
[5] Tetrahedron Letters, 2009, vol. 50, # 13, p. 1407 - 1410
6,7-Dimethoxy-1-tetralone Preparation Products And Raw materials
Raw materials
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View Lastest Price from 6,7-Dimethoxy-1-tetralone manufacturers
- Product
- 6,7-Dimethoxy-1-tetralone 13575-75-2
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11
- Product
- 6,7-Dimethoxy-1-tetralone 13575-75-2
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27
- Product
- 6,7-Dimethoxy-1-tetralone 13575-75-2
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 90%-99.9%
- Supply Ability
- 500kg
- Release date
- 2019-07-12