CAS No.10597-60-1,3,4-Dihydroxyphenylethanol Suppliers

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Basic Information

Molecular Structure:
CAS No.:	10597-60-1
Name:	3,4-Dihydroxyphenylethanol
Article Data:	100

Formula:	C₈H₁₀O₃
Molecular Weight:	154.166
Synonyms:	Phenethylalcohol, 3,4-dihydroxy- (6CI,7CI,8CI);1-(2-Hydroxyethyl)-3,4-dihydroxybenzene;2-(3,4-Dihydroxyphenyl)ethanol;2-(3,4-Dihydroxyphenyl)ethyl alcohol;3,4-DHPEA;3,4-Dihydroxy-b-phenethyl alcohol;3,4-Dihydroxyphenethyl alcohol;3,4-Dihydroxyphenylethyl alcohol;3-Hydroxytyrosol;4-(2-Hydroxymethyl)-1,2-benzenediol;Ba 2774;Homoprotocatechuyl alcohol;Hydroxytyrosol;b-(3,4-Dihydroxyphenyl)ethanol;b-(3,4-Dihydroxyphenyl)ethylalcohol;3,4-Dihydroxyphenylethanol;
EINECS:	600-704-3
Density:	1.321 g/cm³
Boiling Point:	355.4 °C at 760 mmHg
Flash Point:	182.6 °C
Appearance:	Yellow green powder
Hazard Symbols:	Xi
Risk Codes:	Xi:; "> Xi:;
Safety:	26
PSA:	60.69000
LogP:	0.63260

Synthetic route

: 501-94-0
p-hydroxyphenethyl alcohol

: 10597-60-1
hydroxytyrosol

Conditions

Conditions	Yield
With polymer-supported IBX In dimethyl carbonate at 20℃; for 1h; chemoselective reaction;	100%
With β-D-glucose; oxygen In aq. phosphate buffer at 37℃; pH=7.0; Enzymatic reaction;	97.5%
Stage #1: p-hydroxyphenethyl alcohol at 20℃; for 1h; Stage #2: With sodium dithionite; water for 0.5h;	90%

: 102-32-9
3,4-dihydroxyphenylacetate

: 10597-60-1
hydroxytyrosol

Conditions

Conditions	Yield
With (C4H9)NBH4 In tetrahydrofuran; dichloromethane at 20℃; for 2h;	99%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 60℃; for 8h;	90%
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Reduction; Heating;	79%

: 96826-11-8
2-<3,4-bis(benzyloxy)phenyl>ethanol

: 10597-60-1
hydroxytyrosol

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In tetrahydrofuran for 3h;	98%
With hydrogen; palladium 10% on activated carbon In ethyl acetate at 20℃; for 2h; Inert atmosphere;	96%
With palladium on activated charcoal; hydrogen In ethanol under 3800.26 Torr; for 24h;

: 25379-88-8
2-(3,4-dihydroxyphenyl)acetic acid methyl ester

: 10597-60-1
hydroxytyrosol

Conditions

Conditions	Yield
Stage #1: 2-(3,4-dihydroxyphenyl)acetic acid methyl ester With sodium tetrahydroborate In water at 0 - 24.5℃; for 8.16667h; Stage #2: With hydrogenchloride; water at 0 - 5℃; for 0.25h; Product distribution / selectivity;	97%
Stage #1: 2-(3,4-dihydroxyphenyl)acetic acid methyl ester With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3.33333h; Heating / reflux; Stage #2: With hydrogenchloride; water In tetrahydrofuran at 0℃; for 0.333333h; Product distribution / selectivity;	96.7%
Stage #1: 2-(3,4-dihydroxyphenyl)acetic acid methyl ester With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3.33333h; Heating / reflux; Stage #2: With hydrogenchloride; water In tetrahydrofuran at 0℃; for 0.333333h;	96.7%

: 119054-91-0
2-(2,2-dimethylbenzo[d][1,3]dioxol-5-yl)ethan-1-ol

: 10597-60-1
hydroxytyrosol

Conditions

Conditions	Yield
With Amberlyst 15 In methanol for 3h; Heating;	97%
Stage #1: 2-(2,2-dimethylbenzo[d][1,3]dioxol-5-yl)ethan-1-ol With water; acetic acid at 120℃; for 20h; Stage #2: With water; sodium hydroxide In ethanol at 20℃; for 3h; Stage #3: With hydrogenchloride In ethanol; water	94%
With Amberlyst 15 In methanol for 8h; Reflux;	78%

: 69039-02-7
2-(3,4-dihydroxyphenyl)ethyl acetate

: 10597-60-1
hydroxytyrosol

Conditions

Conditions	Yield
With hydrogenchloride In dichloromethane at 20℃; for 24h;	96%
With hydrogenchloride In dichloromethane at 20℃; for 24h;	95%
With hydrogenchloride In dichloromethane at 20℃; for 12h;	94%

: 7417-21-2
2-(3,4-dimethoxyphenyl)ethyl alcohol

: 10597-60-1
hydroxytyrosol

Conditions

Conditions	Yield
Stage #1: 2-(3,4-dimethoxyphenyl)ethyl alcohol With aluminum (III) chloride In ethanethiol at 0 - 20℃; for 17h; Stage #2: With hydrogenchloride; water In ethanethiol Cooling with ice;	95%
With aluminium trichloride In benzene Heating;

: 1,2-dibenzyloxy-4-(2-benzyloxyvinyl)benzene

: 10597-60-1
hydroxytyrosol

Conditions

Conditions	Yield
With 10 wt% Pd(OH)2 on carbon; hydrogen In methanol at 70℃; under 2585.81 Torr; for 12h; Solvent; Reagent/catalyst; Pressure; Green chemistry;	95%

: 104693-00-7
1-chloro-2-(3,4-dihydroxyphenyl)ethane

: 10597-60-1
hydroxytyrosol

Conditions

Conditions	Yield
With water for 4h; Microwave irradiation;	94.8%

: 2380-78-1
homovanillyl alcohol

: 10597-60-1
hydroxytyrosol

Conditions

Conditions	Yield
Stage #1: homovanillyl alcohol With aluminum (III) chloride In ethanethiol at 0 - 20℃; for 42h; Stage #2: With hydrogenchloride; water Cooling with ice;	94.7%
With sodium periodate In water; ethyl acetate Concentration; Reagent/catalyst; Temperature; Solvent; Time;	78%
Stage #1: homovanillyl alcohol In tetrahydrofuran at 20℃; Darkness; Stage #2: With sodium dithionite; water In tetrahydrofuran Darkness; chemoselective reaction;	42%
With polymer-supported IBX In dimethyl carbonate regioselective reaction;
Multi-step reaction with 3 steps 1: acetic acid / 12 h / 50 °C 2: boron tribromide / dichloromethane / -20 °C / Inert atmosphere 3: hydrogenchloride / dichloromethane / 24 h / 20 °C View Scheme

Raw Materials

91-16-7

62-31-7

Downstream Products

Total:226 Page 1 of 6 1 2 3 4 5 6 Next>>

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Specification

The CAS registry number of 3,4-Dihydroxyphenylethanol is 10597-60-1. The IUPAC name is 4-(2-hydroxyethyl)benzene-1,2-diol. In addition, the molecular formula is C₈H₁₀O₃. What's more, it is a phytochemical with antioxidant properties. In nature, it is found in olive leaf which is used for medical purposes. It also exists in olive oil. Besides, it is used in the synthesis of cardiovascular drugs.

Physical properties about 3,4-Dihydroxyphenylethanol are: (1)ACD/LogP: 0.115; (2)ACD/LogD (pH 5.5): 0.12; (3)ACD/LogD (pH 7.4): 0.11; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 27.51; (7)ACD/KOC (pH 7.4): 27.33; (8)#H bond acceptors: 3; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.623; (12)Molar Refractivity: 41.1 cm³; (13)Molar Volume: 116.616 cm³ ; (14)Polarizability: 16.293 10-24cm³; (15)Surface Tension: 64.6119995117188 dyne/cm; (16)Density: 1.322 g/cm³; (17)Flash Point: 182.611 °C; (18)Enthalpy of Vaporization: 63.374 kJ/mol; (19)Boiling Point: 355.431 °C at 760 mmHg

Preparation of 3,4-Dihydroxyphenylethanol: it can be prepared by (3,4-dihydroxy-phenyl)-acetic acid. This reaction will need reagent (C₄H₉)NBH₄, and solvents CH₂Cl₂ and tetrahydrofuran. The reaction time is 2 hours at reaction temperature of 20 °C. The yield is about 99%.

3,4-Dihydroxyphenylethanol can be prepared by (3,4-dihydroxy-phenyl)-acetic acid

Uses of 3,4-Dihydroxyphenylethanol: it is used to prevent and control lung cancer, breast cancer, ovarian cancer and prostate cancer. And it has been demonstrated to be a monoamine oxidase inhibitor (MAOI). In addition, it can react with 3-methyl-butan-2-one to get 1-isopropyl-1-methyl-isochroman-6,7-diol. This reaction will need reagent p-toluenesulfonic acid and solvent methanol. The reaction time is 48 hours at reaction temperature of 4 °C. The yield is about 35%.

3,4-Dihydroxyphenylethanol can react with 3-methyl-butan-2-one to get 1-isopropyl-1-methyl-isochroman-6,7-diol

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1ccc(cc1O)CCO
(2)InChI: InChI=1/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2
(3)InChIKey: JUUBCHWRXWPFFH-UHFFFAOYAM

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