5 7-DIHYDROXY-2 2-DIMETHYL-4H-1 3-BENZO&
- Product Name
- 5 7-DIHYDROXY-2 2-DIMETHYL-4H-1 3-BENZO&
- CAS No.
- 137571-73-4
- Chemical Name
- 5 7-DIHYDROXY-2 2-DIMETHYL-4H-1 3-BENZO&
- Synonyms
- EOS-61410;5 7-DIHYDROXY-2 2-DIMETHYL-4H-1 3-BENZO&;5,7-dihydroxy-2,2-dimethyl-1,3-benzodioxin-4-one;4H-1,3-Benzodioxin-4-one, 5,7-dihydroxy-2,2-dimethyl-;5,7-dihydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one
- CBNumber
- CB5505111
- Molecular Formula
- C10H10O5
- Formula Weight
- 210.18
- MOL File
- 137571-73-4.mol
5 7-DIHYDROXY-2 2-DIMETHYL-4H-1 3-BENZO& Property
- Melting point:
- 194.5-198.5 °C(lit.)
- Boiling point:
- 461.5±34.0 °C(Predicted)
- Density
- 1.400±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Chloroform (Very Slightly), DMSO (Soluble), Methanol (Slightly)
- form
- Solid
- pka
- 7.58±0.40(Predicted)
- color
- Pale Yellow to Pale Beige
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
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- D446710
- Product name
- 5,7-Dihydroxy-2,2-dimethyl-4H-1,3-benzodioxin-4-one
- Packaging
- 1g
- Price
- $1260
- Updated
- 2021/12/16
- Product number
- FD140179
- Product name
- 5,7-Dihydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one
- Packaging
- 2g
- Price
- $450
- Updated
- 2021/12/16
- Product number
- 119417
- Product name
- 5,7-Dihydroxy-2,2-dimethyl-4H-1,3-benzodioxin-4-one
- Purity
- 95+%
- Packaging
- 5g
- Price
- $1062
- Updated
- 2021/12/16
- Product number
- FD140179
- Product name
- 5,7-Dihydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- J97035
- Product name
- 5,7-Dihydroxy-2,2-dimethyl-4H-1,3-benzodioxin-4-one
- Packaging
- 1g
- Price
- $100
- Updated
- 2021/12/16
5 7-DIHYDROXY-2 2-DIMETHYL-4H-1 3-BENZO& Chemical Properties,Usage,Production
Uses
5,7-Dihydroxy-2,2-dimethyl-4H-1,3-benzodioxin-4-one is an intermediate for the synthesis of the precursor compound for Altenuene (A575740), a toxin isolated from the fungus Alternaria tenuis.
Synthesis
83-30-7
67-64-1
137571-73-4
The general procedure for the synthesis of 5,7-dihydroxy-2,2-dimethyl-4H-1,3-benzodioxan-4-one from 2,4,6-trihydroxybenzoic acid (850 mg, 5 mmol) and acetone was as follows: 2,4,6-trihydroxybenzoic acid was dissolved in trifluoroacetic acid (10 mL) and the mixture was cooled in an ice water bath. Trifluoroacetic anhydride (4.8 mL, 38.5 mmol) was slowly added dropwise with stirring, keeping the reaction temperature between -10°C and 0°C. After the dropwise addition, stirring was continued at the same temperature for 5 minutes. Subsequently, anhydrous acetone (3.7 mL, 50 mmol) was added dropwise to the reaction mixture. After completion of dropwise addition, the reaction mixture was removed from the ice water bath and stirred at room temperature for 1 to 7 days. After completion of the reaction, the reaction mixture was diluted with ethyl acetate and the pH was adjusted to neutral with saturated aqueous sodium bicarbonate. The organic and aqueous layers were separated and the aqueous layer was extracted four times with ethyl acetate. All organic layers were combined and washed three times with saturated brine. The organic phase was dried over anhydrous sodium sulfate and purified by column chromatography (eluent ratio: hexane:ethyl acetate=20:1 to 10:1) to afford the white solid product 5,7-dihydroxy-2,2-dimethyl-4H-1,3-benzodioxan-4-one (401 mg, 75% yield).
References
[1] Journal of Organic Chemistry, 2011, vol. 76, # 10, p. 3898 - 3908
[2] Organic Letters, 2017, vol. 19, # 13, p. 3494 - 3497
[3] Organic Letters, 2017, vol. 19, # 8, p. 2074 - 2077
[4] Synthesis, 2010, # 21, p. 3657 - 3662
[5] European Journal of Organic Chemistry, 2016, vol. 2016, # 9, p. 1684 - 1692
5 7-DIHYDROXY-2 2-DIMETHYL-4H-1 3-BENZO& Preparation Products And Raw materials
Raw materials
Preparation Products
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