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2480-86-6 Usage

Chemical Properties

Off-white to pink-tan powder

Definition

ChEBI: A member of the class of phenols that is phenol substituted by a methoxy group at position 2 and a 1-hydroxyethyl group at position 4 respectively.

Check Digit Verification of cas no

The CAS Registry Mumber 2480-86-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,8 and 0 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2480-86:
(6*2)+(5*4)+(4*8)+(3*0)+(2*8)+(1*6)=86
86 % 10 = 6
So 2480-86-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H12O3/c1-6(10)7-3-4-8(11)9(5-7)12-2/h3-6,10-11H,1-2H3

2480-86-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name apocynol

1.2 Other means of identification

Product number -
Other names 2-Hydroxy-5-(1-hydroxyethyl)anisole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2480-86-6 SDS

2480-86-6Synthetic route

1-(3-methoxy-4-hydroxyphenyl)ethanone
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

Apocynol
2480-86-6

Apocynol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol for 3h; Ambient temperature;74%
With iron(III) chloride; C6H13BN2 In dichloromethane at 20℃;65%
With sodium hydroxide; sodium tetrahydroborate
methylmagnesium bromide
75-16-1

methylmagnesium bromide

vanillin
121-33-5

vanillin

Apocynol
2480-86-6

Apocynol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;63%
In diethyl ether; toluene at 20℃; Grignard reaction;54%
In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)ethanol
7382-68-5

1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)ethanol

A

Apocynol
2480-86-6

Apocynol

B

2-methoxy-phenol
90-05-1

2-methoxy-phenol

C

1-(3-methoxy-4-hydroxyphenyl)ethanone
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

D

phenol
108-95-2

phenol

Conditions
ConditionsYield
With sodium hydroxide; nickel at 25℃; Product distribution; Further Variations:; Temperatures; other substrates, other current densities; Catalytic hydrogenation; Electrochemical reaction;A 41%
B 43%
C 1.3%
D 2%
4-benzyloxy-3-methoxyacetophenone
1835-11-6

4-benzyloxy-3-methoxyacetophenone

Apocynol
2480-86-6

Apocynol

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate Hydrieren des Reaktionsprodukts an Palladium/Kohle in Aethanol;
methyl magnesium iodide
917-64-6

methyl magnesium iodide

vanillin
121-33-5

vanillin

Apocynol
2480-86-6

Apocynol

methyl magnesium iodide
917-64-6

methyl magnesium iodide

vanillin acetate
881-68-5

vanillin acetate

Apocynol
2480-86-6

Apocynol

Conditions
ConditionsYield
In diethyl ether for 1h; Heating;
1-(3-methoxy-4-hydroxyphenyl)ethanone
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

A

4-Ethylguaiacol
2785-89-9

4-Ethylguaiacol

B

Apocynol
2480-86-6

Apocynol

Conditions
ConditionsYield
With hydrogenchloride; sodium cyanoborohydride In methanol for 18h; Product distribution;A 95 % Spectr.
B 5 % Spectr.
ethanol
64-17-5

ethanol

1-(3-methoxy-4-hydroxyphenyl)ethanone
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

sodium amalgam

sodium amalgam

Apocynol
2480-86-6

Apocynol

benzoylapocynol

benzoylapocynol

Apocynol
2480-86-6

Apocynol

Conditions
ConditionsYield
With potassium hydroxide; water
2-methoxy-phenol
90-05-1

2-methoxy-phenol

Apocynol
2480-86-6

Apocynol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: BF3
2: NaBH4; aqueous NaOH
View Scheme
1-(3-methoxy-4-hydroxyphenyl)ethanone
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

A

Apocynol
2480-86-6

Apocynol

B

4-(1-aminoethyl)-2-methoxyphenol
134855-95-1, 134931-76-3, 112520-78-2

4-(1-aminoethyl)-2-methoxyphenol

Conditions
ConditionsYield
With ammonium formate In methanol at 70℃; for 4.5h; Inert atmosphere;
With ammonium formate In methanol at 70℃; for 4.5h; Inert atmosphere;
3-methoxy-4-hydroxystyrene
7786-61-0

3-methoxy-4-hydroxystyrene

A

Apocynol
2480-86-6

Apocynol

B

1-(3-methoxy-4-hydroxyphenyl)ethanone
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical at 40℃; for 12h; pH=2; Kinetics;
methyl bromide
74-83-9

methyl bromide

vanillin
121-33-5

vanillin

Apocynol
2480-86-6

Apocynol

Conditions
ConditionsYield
Stage #1: methyl bromide With magnesium In diethyl ether for 1h; Inert atmosphere; Reflux;
Stage #2: vanillin In tetrahydrofuran; diethyl ether at 0 - 20℃; for 2h;
lignin

lignin

A

p-cresol
106-44-5

p-cresol

B

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

C

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

D

Apocynol
2480-86-6

Apocynol

F

vanillin
121-33-5

vanillin

G

phenol
108-95-2

phenol

Conditions
ConditionsYield
Stage #1: lignin With titanium(IV) oxide In water for 5h; UV-irradiation;
Stage #2: With hydrogen In methanol at 20℃; under 7498.84 Torr; for 24h;
lignin

lignin

A

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

B

coniferol
458-35-5

coniferol

C

Apocynol
2480-86-6

Apocynol

D

2-(4-hydroxyphenyl)-5-methoxy-2,3-dihydrobenzofuran-7-ol

2-(4-hydroxyphenyl)-5-methoxy-2,3-dihydrobenzofuran-7-ol

E

vanillin
121-33-5

vanillin

F

2-methoxy-phenol
90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
Stage #1: lignin With titanium(IV) oxide In water for 5h; UV-irradiation;
Stage #2: With hydrogen In methanol at 20℃; under 7498.84 Torr; for 24h;
1-(3-methoxy-4-hydroxyphenyl)ethanone
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

A

3-methoxy-4-hydroxystyrene
7786-61-0

3-methoxy-4-hydroxystyrene

B

4-Ethylguaiacol
2785-89-9

4-Ethylguaiacol

C

Apocynol
2480-86-6

Apocynol

Conditions
ConditionsYield
With hydrogen In 1,3,5-trimethyl-benzene at 120℃; under 37503.8 Torr; for 2h; Autoclave;
ethanol
64-17-5

ethanol

Apocynol
2480-86-6

Apocynol

1-Aethoxy-1-(4-hydroxy-3-methoxy-phenyl)-aethan
6331-23-3

1-Aethoxy-1-(4-hydroxy-3-methoxy-phenyl)-aethan

Conditions
ConditionsYield
96%
9,10-dihydro-9,10-dihydroxyanthracene
58343-58-1

9,10-dihydro-9,10-dihydroxyanthracene

Apocynol
2480-86-6

Apocynol

10-hydroxy-10-(4-hydroxy-3-methoxy-α-methylbenzyl)-9(10H)-anthracenone
79769-76-9

10-hydroxy-10-(4-hydroxy-3-methoxy-α-methylbenzyl)-9(10H)-anthracenone

Conditions
ConditionsYield
In water at 45℃;95%
methanol
67-56-1

methanol

Apocynol
2480-86-6

Apocynol

4-Hydroxy-3-methoxy-1-(1-methoxy-aethyl)-benzol
25007-53-8

4-Hydroxy-3-methoxy-1-(1-methoxy-aethyl)-benzol

Conditions
ConditionsYield
95%
(i) HCl, CH2Cl2, (ii) Na2CO3, PE, (iii) /BRN= 1098229/; Multistep reaction;
1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

Apocynol
2480-86-6

Apocynol

4-[1-(1H-1,2,3-benzotriazol-1-yl)ethyl]-2-methoxyphenol
887683-57-0

4-[1-(1H-1,2,3-benzotriazol-1-yl)ethyl]-2-methoxyphenol

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 2h; Reflux;78%
Apocynol
2480-86-6

Apocynol

4-(1-bromoethyl)-2-methoxyphenol
129664-83-1

4-(1-bromoethyl)-2-methoxyphenol

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; sodium bromide In dichloromethane; N,N-dimethyl-formamide at 20℃; for 24h; chemoselective reaction;61%
Apocynol
2480-86-6

Apocynol

3-methoxy-4-hydroxystyrene
7786-61-0

3-methoxy-4-hydroxystyrene

Conditions
ConditionsYield
With 1-hexyl-3-methyl-1-imidazolium bromide at 140℃; for 0.133333h; Microwave irradiation; Combinatorial reaction / High throughput screening (HTS); chemoselective reaction;56%
With silica gel In 1,4-dioxane for 0.2h; microwave irradiation;43%
para-diiodobenzene
624-38-4

para-diiodobenzene

Apocynol
2480-86-6

Apocynol

4,4'-((1E,1'E)-(1,4-phenylene)bis(ethene-2,1-diyl))bis(2-methoxyphenol)
130712-95-7

4,4'-((1E,1'E)-(1,4-phenylene)bis(ethene-2,1-diyl))bis(2-methoxyphenol)

Conditions
ConditionsYield
With piperidine; sodium formate; 1-hexyl-3-methyl-1-imidazolium bromide; lithium chloride; bis(dibenzylideneacetone)-palladium(0); tricyclohexylphosphine at 150℃; for 0.666667h; Heck Reaction; Microwave irradiation; stereoselective reaction;42%
Apocynol
2480-86-6

Apocynol

dehydrodiapocynol
84316-14-3

dehydrodiapocynol

Conditions
ConditionsYield
With horseradish peroxidase (EC 1.11.1.7); dihydrogen peroxide; citric acid In phosphate buffer; acetone for 0.5h; pH=3.5; Dimerization;34%
Nonanoyl chloride
764-85-2

Nonanoyl chloride

Apocynol
2480-86-6

Apocynol

nonanoic acid 1-(3-hydroxy-4-methoxy-phenyl)-ethyl ester

nonanoic acid 1-(3-hydroxy-4-methoxy-phenyl)-ethyl ester

Conditions
ConditionsYield
With cerium(III) chloride In tetrahydrofuran28%
Apocynol
2480-86-6

Apocynol

n-hexadecanoyl chloride
112-67-4

n-hexadecanoyl chloride

hexadecanoic acid 1-(3-hydroxy-4-methoxy-phenyl)-ethyl ester

hexadecanoic acid 1-(3-hydroxy-4-methoxy-phenyl)-ethyl ester

Conditions
ConditionsYield
With cerium(III) chloride In tetrahydrofuran27%
Apocynol
2480-86-6

Apocynol

A

2-methoxy-1,4-benzoquinone
2880-58-2

2-methoxy-1,4-benzoquinone

B

vanillin
121-33-5

vanillin

C

1-(3-methoxy-4-hydroxyphenyl)ethanone
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetonitrile for 0.5h; Microwave irradiation;A 23%
B 5%
C 18%
Apocynol
2480-86-6

Apocynol

6-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-5-methoxy-3-methylindan

6-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-5-methoxy-3-methylindan

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 1h; Heating;20.5%
Apocynol
2480-86-6

Apocynol

1-(3-methoxy-4-hydroxyphenyl)ethanone
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetonitrile for 0.5h; Reagent/catalyst; Microwave irradiation;18%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene for 4h;
With sodium phosphate buffer; DH-I and DH-II of Pseudomonas sp. TMY 1009; NAD; acetaldehyde; yeast alcohol dehydrogenase In water
1,4-dibromo-2,5-dimethoxybenzene
2674-34-2

1,4-dibromo-2,5-dimethoxybenzene

Apocynol
2480-86-6

Apocynol

(E,E)-1,4-dimethoxy-2,5-bis((4-hydroxy-3-methoxy)styryl)benzene
1228015-40-4

(E,E)-1,4-dimethoxy-2,5-bis((4-hydroxy-3-methoxy)styryl)benzene

Conditions
ConditionsYield
With piperidine; sodium formate; 1-hexyl-3-methyl-1-imidazolium bromide; lithium chloride; bis(dibenzylideneacetone)-palladium(0); tricyclohexylphosphine at 150℃; for 0.666667h; Heck Reaction; Microwave irradiation; stereoselective reaction;14%
Apocynol
2480-86-6

Apocynol

A

2-methoxy-1,4-benzoquinone
2880-58-2

2-methoxy-1,4-benzoquinone

B

1-(3-methoxy-4-hydroxyphenyl)ethanone
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetonitrile for 0.5h; Microwave irradiation;A 11%
B 10%
With dihydrogen peroxide In water; acetonitrile at 39.84℃; for 0.25h; Reagent/catalyst;A 43 %Chromat.
B 52 %Chromat.
With dihydrogen peroxide In water; acetonitrile at 39.84℃; for 0.25h; Reagent/catalyst; Time;A 65 %Chromat.
B 19 %Chromat.
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

Apocynol
2480-86-6

Apocynol

acetic anhydride
108-24-7

acetic anhydride

1-(4-acetoxy-3-methoxyphenyl)-1-(9-oxo-10-methyl-9,10-dihydro-10-anthryl)-ethane

1-(4-acetoxy-3-methoxyphenyl)-1-(9-oxo-10-methyl-9,10-dihydro-10-anthryl)-ethane

Conditions
ConditionsYield
Yield given. Multistep reaction;
Apocynol
2480-86-6

Apocynol

4-Ethyliden-2-methoxy-2,5-cyclohexadienon
55182-59-7

4-Ethyliden-2-methoxy-2,5-cyclohexadienon

Conditions
ConditionsYield
(i) HCl, CH2Cl2, (ii) Et3N; Multistep reaction;
(i) HCl, CH2Cl2, (ii) Na2CO3, PE; Multistep reaction;
Apocynol
2480-86-6

Apocynol

sodium benzenesulfonate
873-55-2

sodium benzenesulfonate

<1-(4-Hydroxy-3-methoxy-phenyl)-aethyl>-phenyl-sulfon
7252-28-0

<1-(4-Hydroxy-3-methoxy-phenyl)-aethyl>-phenyl-sulfon

Conditions
ConditionsYield
In acetic acid
With acetic acid
Apocynol
2480-86-6

Apocynol

4-Ethylguaiacol
2785-89-9

4-Ethylguaiacol

Conditions
ConditionsYield
With potassium hydroxide; potassium borohydride
Multi-step reaction with 2 steps
1: acetic acid
2: KBH4, aq. KOH
View Scheme
Apocynol
2480-86-6

Apocynol

C18H22O4
33551-44-9

C18H22O4

Conditions
ConditionsYield
With potassium hydroxide; potassium borohydride
Multi-step reaction with 2 steps
1: acetic acid
2: KBH4, aq. KOH
View Scheme
Apocynol
2480-86-6

Apocynol

1-(4-hydroxy-3-methoxybenzyl)-1'-(4-ethyl-3-methoxy-2-phenyl)ethane
212848-24-3

1-(4-hydroxy-3-methoxybenzyl)-1'-(4-ethyl-3-methoxy-2-phenyl)ethane

Conditions
ConditionsYield
With potassium hydroxide; potassium borohydride
Multi-step reaction with 2 steps
1: acetic acid
2: KBH4, aq. KOH
View Scheme
Apocynol
2480-86-6

Apocynol

C18H22O5

C18H22O5

Conditions
ConditionsYield
With potassium hydroxide; potassium borohydride
Apocynol
2480-86-6

Apocynol

4-Hydroxy-3-methoxy-1-(1-chlor-ethyl)-benzol
91179-07-6

4-Hydroxy-3-methoxy-1-(1-chlor-ethyl)-benzol

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane

2480-86-6Relevant articles and documents

Fourier transform Raman assignment of guaiacyl and syringyl marker bands for lignin determination

Takayama, Miyuki,Johjima, Toru,Yamanaka, Takeshi,Wariishi, Hiroyuki,Tanaka, Hiroo

, p. 1621 - 1628 (1997)

A near infrared fourier transform Raman (NIR-FTR) spectroscopic technique was utilized to characterize lignin in wood. The Raman bands for C=C stretching derived from 4-hydroxy-3-methoxyphenyl (guaiacyl) nuclei and from 3,5-dimethoxy-4-hydroxyphenyl (syringyl) nuclei exist independently. The NIR-FTR analysis of a series of lignin model compounds indicated that a syringyl band was shifted to a lower frequency compared to a guaiacyl band. This shift was also observed in chemically synthesized lignin (DHP). Syringyl DHP, in which all the aromatic nuclei consist of syringyl type, exhibited a C=C stretching band at 1594 cm-1, while guaiacyl DHP exhibited the band at 1599 cm-1. These bands were designated as syringyl and guaiacyl marker bands, respectively. Chemical and physical treatment of hardwood and softwood exhibited different characteristics. One of the reasons is the chemical structure of lignin. Softwood mainly contains only guaiacyl lignin, while hardwood contains both guaiacyl and syringyl lignin, and the syringyl/guaiacyl (S/G) ratio varies among species. Under high-resolution conditions (1 cm-1), the NIR-FTR spectra of 10 hardwoods (wood meal samples) revealed that both syringyl and guaiacyl marker bands existed. On the other hand, the spectra of softwoods contained only a guaiacyl marker bands existed. On the other hand, the spectra of softwoods contained only a guaiacyl marker band. The S/G ratio in hardwood calculated from the peak area intensity ratio of two marker bands shows a linear relationship with the S/G ratio obtained from conventional nitrobenzene oxidation analysis with the correlation factor > 0.96. Furthermore, if peak component separation analysis was combined, low-resolution spectral data gave a similar S/G ratio. Either syringyl of guaiacyl marker bands can be assigned in the NIR-FTR spectra of wood blocks (saw-cut surface). This spectral technique may provide an easy-handling and non-destructive analytical method for lignin determination.

Improved Pd/Ru metal supported graphene oxide nano-catalysts for hydrodeoxygenation (HDO) of vanillyl alcohol, vanillin and lignin

Arora, Shalini,Gupta, Neeraj,Singh, Vasundhara

supporting information, p. 2018 - 2027 (2020/04/07)

Pd and Ru nanoparticles supported on graphene oxide (GO) [Pd?GO and Ru?GO] and bimetallic [Pd/Ru?GO] were prepared and well characterized by XRD, FT-IR, EDS, TEM, XPS and ICP-AES analyses. The prepared nano-catalysts were tested for hydrodeoxygenation (HDO) of lignin monomer molecules-vanillyl alcohol and vanillin. In comparison with previously reported methods, Ru?GO and bimetallic Pd/Ru?GO catalysts showed high activity and selectivity, under milder conditions, at room temperature and 145 psi H2 pressure, for the formation of p-creosol, a value added product, as a potential future biofuel with antibacterial and anti-insecticidal properties. The multifold advantages of both these catalysts are in terms of reduced catalyst loading with a lower metal content and ambient temperture conditions resulting in higher conversion of the starting material. Furthermore, the efficacy of the developed methodology using Ru?GO and bimetallic Pd/Ru?GO catalysts under the optimized conditions was tested on the phenolic components of commercial lignin obtained by photo-catalytic fragmentation using TiO2, to obtain a mixture after HDO which contained vanillyl alcohol and p-creosol among others, as indicated by HPLC-MS analysis.

Selective hydrodeoxygenation of hydroxyacetophenones to ethyl-substituted phenol derivatives using a FeRu?SILP catalyst

Bordet, Alexis,Goclik, Lisa,Leitner, Walter,Offner-Marko, Lisa

supporting information, p. 9509 - 9512 (2020/09/02)

The selective hydrodeoxygenation of hydroxyacetophenone derivatives is achieved opening a versatile pathway for the production of valuable substituted ethylphenols from readily available substrates. Bimetallic iron ruthenium nanoparticles immobilized on an imidazolium-based supported ionic liquid phase (Fe25Ru75?SILP) show high activity and stability for a broad range of substrates without acidic co-catalysts. This journal is

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