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Basic Information
CAS No.: 517-82-8
Name: echinochrome A
Molecular Structure:
Molecular Structure of 517-82-8 (echinochrome A)
Formula: C12H10 O7
Molecular Weight: 266.207
Synonyms: 1,4-Naphthoquinone,2-ethyl-3,5,6,7,8-pentahydroxy- (7CI,8CI);2-Ethyl-3,5,6,7,8-pentahydroxy-1,4-naphthoquinone; Echinochrome; Echinochrome1; Echinochrome A
Density: 1.86g/cm3
Melting Point: 220° (some decompn)
Boiling Point: 197.3°Cat760mmHg
Flash Point: 87.4°C
PSA: 135.29000
LogP: 1.11010
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Synthetic route
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2-ethyl-5,8-dihydroxy-3,6,7-trimethoxy-[1,4]naphthoquinone

517-82-8

echinochrome A

Conditions
ConditionsYield
With aluminium trichloride In nitrobenzene at 80℃; for 4h;91%
409318-60-1

3-ethyl-3-hydroxy-6,7-diisopropoxy-5,8-dimethoxy-1,4-naphthoquinone

517-82-8

echinochrome A

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -78 - 25℃;41%
99861-25-3

3-ethyl-1,2,4-trimethoxybenzene

dibenzoyloxy-maleic acid-anhydride

dibenzoyloxy-maleic acid-anhydride

517-82-8

echinochrome A

Conditions
ConditionsYield
at 180℃; in einer AlCl3-NaCl-Schmelze;
409318-58-7

1,4-dimethoxy-2,3-diisopropoxybenzene

517-82-8

echinochrome A

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 59 percent / s-BuLi; TMEDA / tetrahydrofuran / 2 h / -78 °C
2: 0.33 h / 150 °C
3: CAN / diethyl ether; H2O
4: 0.35 g / air / 7 h
5: 41 percent / BBr3 / CH2Cl2 / -78 - 25 °C
View Scheme
409318-57-6

2-ethyl-3-isopropoxy-4-hydroxy-4-(2',5'-dimethoxy-3',4'-diisopropoxyphenyl)-2-cyclobuten-2-one

517-82-8

echinochrome A

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 0.33 h / 150 °C
2: CAN / diethyl ether; H2O
3: 0.35 g / air / 7 h
4: 41 percent / BBr3 / CH2Cl2 / -78 - 25 °C
View Scheme
944549-64-8

2-ethyl-3,6,7-triisopropoxy-5,8-dimethoxy-[1,4]naphthoquinone

517-82-8

echinochrome A

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.35 g / air / 7 h
2: 41 percent / BBr3 / CH2Cl2 / -78 - 25 °C
View Scheme
1027560-79-7

2-ethyl-3,6,7-triisopropoxy-5,8-dimethoxy-naphthalene-1,4-diol

517-82-8

echinochrome A

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: CAN / diethyl ether; H2O
2: 0.35 g / air / 7 h
3: 41 percent / BBr3 / CH2Cl2 / -78 - 25 °C
View Scheme
14918-69-5

2,3-dichloro-5,8-dihydroxy-[1,4]naphthoquinone

517-82-8

echinochrome A

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 66 percent / MnO2, conc. H2SO4 / 2 h / Ambient temperature
2: 40 percent / 2-methyl-propan-2-ol / Heating
3: 81 percent / 3 h / Heating
4: 74 percent / CsF, Al2O3 / 8 h / 90 - 95 °C
5: 91 percent / AlCl3 / nitrobenzene / 4 h / 80 °C
View Scheme
99861-25-3

3-ethyl-1,2,4-trimethoxybenzene

517-82-8

echinochrome A

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 61 percent / AlCl3, NaCl / 0.08 h / 190 °C
2: 81 percent / 3 h / Heating
3: 74 percent / CsF, Al2O3 / 8 h / 90 - 95 °C
4: 91 percent / AlCl3 / nitrobenzene / 4 h / 80 °C
View Scheme
158526-26-2

2,5,8-trihydroxy-6,7-dichloro-1,4-naphthoquinone

517-82-8

echinochrome A

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 40 percent / 2-methyl-propan-2-ol / Heating
2: 81 percent / 3 h / Heating
3: 74 percent / CsF, Al2O3 / 8 h / 90 - 95 °C
4: 91 percent / AlCl3 / nitrobenzene / 4 h / 80 °C
View Scheme
Raw Materials
67-56-1
14918-69-5
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