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2628-17-3

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  • 4-Hydroxystyrene CAS 2628-17-3 p-Vinylphenol IN STOCK 4-Vinylphenol CAS 2628-17-3

    Cas No: 2628-17-3

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2628-17-3 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 2628-17-3 differently. You can refer to the following data:
1. Colorless liquid
2. p-Vinylphenol has a vanilla extract odor.

Occurrence

4-Vinylphenol is found in wine and beer. It is produced by the spoilage yeast Brettanomyces. When it reaches concentrations greater than the sensory threshold, it can give the wine aromas described as barnyard, medicinal, band-aids, and mousy. In wine, 4-vinylphenol can react with other molecules, such as anthocyanidins, to produce new chemical compounds. In white wines vinylphenols are dominant (4-vinylphenol 70-1 150 μg/l, 4-vinylguaiacol 10-490 μg/l) whereas, in red wines, it is the corresponding ethyl phenols.Reported found in apple, cooked asparagus, dried bonito fish, cloudberries, cooked corn, roasted peanuts, rice bran, sandalwood, wild strawberries, vetiver oil, cooked apple, black currant, red wine, white wine, rose wine, coffee, green tea cognac, tomato, partially fermented tea, microbial fermented tea, black tea, heated soybean, coriander seeds, beer, cognac, peanut butter, soybean, beans, mushrooms, starfruit, tamarind, mango, rice, sweet corn, corn oil, malt, wort, rosemary and Bourbon vanilla.

Uses

4-Vinylphenol, 10 wt.% In Propylene Glycol can be used as a perfume oil mixture.

Definition

ChEBI: 4-hydroxystyrene is a member of the class of phenols that is styrene carrying a hydroxy substituent at position 4. It has a role as a human urinary metabolite and a human xenobiotic metabolite. It derives from a hydride of a styrene.

Aroma threshold values

Detection: 10 to 85 ppb

Taste threshold values

Taste characteristics at 60 ppm: phenolic, medicinal with sweet musty and meaty nuances.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 2628-17-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,6,2 and 8 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2628-17:
(6*2)+(5*6)+(4*2)+(3*8)+(2*1)+(1*7)=83
83 % 10 = 3
So 2628-17-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H8O/c1-2-7-3-5-8(9)6-4-7/h2-6,9H,1H2

2628-17-3 Well-known Company Product Price

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  • Alfa Aesar

  • (L10902)  4-Vinylphenol, min 10% soln. in propylene glycol   

  • 2628-17-3

  • 1g

  • 385.0CNY

  • Detail
  • Alfa Aesar

  • (L10902)  4-Vinylphenol, min 10% soln. in propylene glycol   

  • 2628-17-3

  • 5g

  • 1383.0CNY

  • Detail

2628-17-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-hydroxystyrene

1.2 Other means of identification

Product number -
Other names 4-vinyl phenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:2628-17-3 SDS

2628-17-3Synthetic route

para-coumaric acid
7400-08-0

para-coumaric acid

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With sodium hydroxide at 160℃; for 5h;99.3%
With cucumber juice at 30 - 35℃; for 24h; Inert atmosphere; Green chemistry;94%
With aluminum oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydroquinone In methanol for 0.333333h; microwave irradiation;85%
Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 4-hydroxy-benzaldehyde In tetrahydrofuran at 20℃; for 1h; Wittig Olefination;
98%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate; sodium hydride In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 4-hydroxy-benzaldehyde In tetrahydrofuran at 20℃; for 19h;
95%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 2h; Schlenk technique;
Stage #2: 4-hydroxy-benzaldehyde In tetrahydrofuran at 0 - 20℃;
89%
malonic acid
141-82-2

malonic acid

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With ethylenediamine In N,N-dimethyl-formamide at 150℃; for 6h; Reagent/catalyst; Solvent; Large scale;98%
With piperidine; 4-methoxy-phenol In hexane; 2-methoxy-ethanol at 65℃; for 24h; Reagent/catalyst; Temperature; Solvent;87.4%
With piperidine In pyridine at 115℃; for 4h; Knoevenagel condensation reaction;86%
p-Coumaric Acid
7400-08-0

p-Coumaric Acid

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With 4-methoxy-phenol In water; N,N-dimethyl-formamide at 150℃; for 4h; Solvent;97%
With 1-methyl-1H-imidazole; sodium hydrogencarbonate for 0.333333h; Heating; microwave irradiation;94%
With bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate; potassium acetate In DMF (N,N-dimethyl-formamide) at 150℃; for 1.5h; Product distribution / selectivity;94%
N,N-dimethyl-L-tyrosine N-oxide
19704-86-0

N,N-dimethyl-L-tyrosine N-oxide

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
potassium acetate In N,N-dimethyl acetamide at 123℃; for 2.4h; Product distribution / selectivity;97%
p-acetoxystyrene
2628-16-2

p-acetoxystyrene

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With ethanol; sodium hydroxide at 20℃; for 4h; Inert atmosphere;96%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 4h; Cooling with ice; Inert atmosphere; Schlenk technique;96%
With ethanol; sodium hydroxide at 20℃; for 4h; Inert atmosphere;96%
N,N-dimethyl-L-tyrosine N-oxide
19704-86-0

N,N-dimethyl-L-tyrosine N-oxide

A

p-Coumaric Acid
7400-08-0

p-Coumaric Acid

B

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
potassium acetate In N,N-dimethyl acetamide at 123℃; for 2.5h; Product distribution / selectivity;A 4%
B 96%
4-Vinylphenylboronic acid
2156-04-9

4-Vinylphenylboronic acid

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With N,N-dimethyl-p-toluidine N-oxide In dichloromethane at 20℃; for 0.0166667h;95%
With urea hydrogen peroxide adduct In acetonitrile at 27 - 29℃; for 0.75h; Temperature; Solvent; Green chemistry; chemoselective reaction;95%
With copper(II) sulfate hydrate; potassium hydroxide In water at 20℃; for 24h;91%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With potassium tert-butylate; Methyltriphenylphosphonium bromide In tetrahydrofuran at 0 - 20℃; for 16h;95%
Multi-step reaction with 2 steps
1: pyridine; glycine / 3 h / 80 °C / Sealed tube
2: pyridine; glycine / 8 h / 140 °C
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / dichloromethane / 2 h / 20 °C
2: potassium carbonate / tetrahydrofuran / 24 h / 70 °C
3: sodium hydroxide; methanol / 0.5 h / 20 °C
View Scheme
4-bromo-phenol
106-41-2

4-bromo-phenol

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran -78 deg C, 10 min, reflux, 0.5 h;91%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

diethyl malonate
105-53-3

diethyl malonate

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With morpholine; 4-methoxy-phenol In N,N-dimethyl-formamide at 70℃; for 12h;89.4%
1-bromo-4-ethenyl-benzene
2039-82-9

1-bromo-4-ethenyl-benzene

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; boric acid; palladium diacetate; caesium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Schlenk technique; Inert atmosphere;89%
4-bromo-phenol
106-41-2

4-bromo-phenol

tri-n-butyl(vinyl)tin
7486-35-3

tri-n-butyl(vinyl)tin

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine In diethyl ether at 20℃; for 48h; Stille cross-coupling;84%
p-acetoxystyrene
2628-16-2

p-acetoxystyrene

A

(R)-(+)-4-hydroxyphenyloxirane
1176829-46-1

(R)-(+)-4-hydroxyphenyloxirane

B

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With dikegulac; water; urea hydrogen peroxide adduct In dichloromethane at 20℃; for 10h; Enzymatic reaction;A 5%
B 78%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With tris(triphenylphosphine)rhodium(l) chloride; triphenylphosphine; isopropyl alcohol In tetrahydrofuran at 25℃; for 8h; Reagent/catalyst; chemoselective reaction;78%
Cl-Mo(O)=CH2
84809-63-2

Cl-Mo(O)=CH2

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

A

4-Vinylphenol
2628-17-3

4-Vinylphenol

B

2-allylphenol
695-84-1

2-allylphenol

Conditions
ConditionsYield
With salicylaldehyde In tetrahydrofuranA 21%
B 77%
Cl-Mo(O)=CH2
84809-63-2

Cl-Mo(O)=CH2

salicylaldehyde
90-02-8

salicylaldehyde

A

4-Vinylphenol
2628-17-3

4-Vinylphenol

B

2-allylphenol
695-84-1

2-allylphenol

Conditions
ConditionsYield
With 4-hydroxy-benzaldehyde In tetrahydrofuranA 21%
B 77%
4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With potassium hydroxide In isopropyl alcohol at 200℃; for 1.33333h; Reagent/catalyst; Time;76%
Multi-step reaction with 3 steps
1: 100 percent / N,N-diisopropylethylamine / CH2Cl2 / 4 h
2: 97 percent / NaBH4 / aq. ethanol
3: 59 percent / 2-bromo-1,3,2-benzodioxaborole, N,N-diisopropylethylamine / CH2Cl2 / 3 h
View Scheme
Multi-step reaction with 4 steps
1: aqueous NaOH
2: palladium/charcoal; methanol / 30 °C / 5884.06 Torr / Hydrogenation
3: acetic acid; Al2O3 / 350 °C / 25 Torr
4: aqueous KOH
View Scheme
4-Iodophenol
540-38-5

4-Iodophenol

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran for 1.16667h;75%
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran for 0.166667h; further catalyst; Yield given;
N,N-dimethyl-L-tyrosine N-oxide
19704-86-0

N,N-dimethyl-L-tyrosine N-oxide

A

N,N-dimethylhydroxylamine
5725-96-2

N,N-dimethylhydroxylamine

B

p-Coumaric Acid
7400-08-0

p-Coumaric Acid

C

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
In N,N-dimethyl acetamide at 130℃; Product distribution / selectivity; Cope Elimination;A n/a
B 75%
C 3.3%
4-Methoxystyrene
637-69-4

4-Methoxystyrene

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With sodium thioethylate In N,N-dimethyl-formamide for 0.5h; Heating;70%
4-vinylbenzyl chloride
1073-67-2

4-vinylbenzyl chloride

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; boric acid; palladium diacetate; caesium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; for 14h; Schlenk technique; Inert atmosphere;67%
1-(4-iodophenyl)ethanol
68120-56-9, 104013-25-4, 53207-29-7

1-(4-iodophenyl)ethanol

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With copper(l) iodide; 8-quinolinol; potassium hydroxide In water; dimethyl sulfoxide; tert-butyl alcohol at 100℃; for 48h; Inert atmosphere;60%
(RS)-1-<4-(2-methoxyethoxy)methoxyphenyl>ethanol
135921-81-2

(RS)-1-<4-(2-methoxyethoxy)methoxyphenyl>ethanol

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With bromocatecholborane; N-ethyl-N,N-diisopropylamine In dichloromethane for 3h;59%
With bromocatecholborane; N-ethyl-N,N-diisopropylamine In dichloromethane for 3h; Mechanism;59%
methyl-triphenylphosphonium iodide
2065-66-9

methyl-triphenylphosphonium iodide

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
Stage #1: methyl-triphenylphosphonium iodide With potassium tert-butylate In tetrahydrofuran for 1h; Inert atmosphere;
Stage #2: 4-hydroxy-benzaldehyde In tetrahydrofuran at 25℃; for 24h; Wittig reaction; Inert atmosphere;
58%
With potassium tert-butylate In tetrahydrofuran Wittig Olefination;
4-((3H-diazirin-3-yl)methyl)phenol

4-((3H-diazirin-3-yl)methyl)phenol

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h; UV-irradiation;52%
3-(4-acetoxyphenyl)acrylic acid
27542-85-4, 50363-92-3, 15486-19-8

3-(4-acetoxyphenyl)acrylic acid

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With aluminum oxide; potassium hydroxide; ammonium acetate In water for 0.166667h; microwave irradiation;49%
methyl phenylphosphonium bromide

methyl phenylphosphonium bromide

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃; for 12h; Inert atmosphere;47%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Methylenetriphenylphosphorane
19493-09-5

Methylenetriphenylphosphorane

4-Vinylphenol
2628-17-3

4-Vinylphenol

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 24h; Wittig Olefination; Green chemistry;47%
4-Vinylphenol
2628-17-3

4-Vinylphenol

H,ethyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate
289506-29-2

H,ethyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate

ethyl,4-ethenylphenyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate
289506-30-5

ethyl,4-ethenylphenyl (1-(N-tert-butoxycarbonylamino)-2-phenyl)ethylphosphonate

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane Condensation;100%
perfluoro(2-propoxypropionyl) fluoride
2062-98-8, 125037-08-3

perfluoro(2-propoxypropionyl) fluoride

4-Vinylphenol
2628-17-3

4-Vinylphenol

C14H7F11O3

C14H7F11O3

Conditions
ConditionsYield
With triethylamine In dichloromethane; N,N-dimethyl-formamide at 40℃; for 4h; Inert atmosphere;99.5%
4-Vinylphenol
2628-17-3

4-Vinylphenol

4-ethylcyclohexanol
4534-74-1

4-ethylcyclohexanol

Conditions
ConditionsYield
With hydrogen In water at 70℃; under 7500.75 Torr; for 8h; Autoclave;99.2%
4-Vinylphenol
2628-17-3

4-Vinylphenol

4-Ethylphenol
123-07-9

4-Ethylphenol

Conditions
ConditionsYield
With hydrazine hydrate In acetonitrile at 30℃; for 24h;99%
With hydrogen In methanol at 20℃; for 24h; chemoselective reaction;93%
Multi-step reaction with 2 steps
1: 1 percent / Nocardia resting cells / aq. phosphate buffer / 48 h / 28 °C / pH 7.0 / Enzymatic reaction
2: Nocardia resting cells / aq. phosphate buffer / 24 h / 28 °C / pH 7.0 / Enzymatic reaction
View Scheme
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

4-Vinylphenol
2628-17-3

4-Vinylphenol

1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-ethenyl benzene
84494-81-5

1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-ethenyl benzene

Conditions
ConditionsYield
With triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 3h;99%
In N,N-dimethyl-formamide at 0 - 20℃; for 24h;34 g
1-bromo-2-(2-methoxyethoxy)ethane
54149-17-6

1-bromo-2-(2-methoxyethoxy)ethane

4-Vinylphenol
2628-17-3

4-Vinylphenol

1-(2-(2-methoxyethoxy)ethoxy)-4-vinylbenzene

1-(2-(2-methoxyethoxy)ethoxy)-4-vinylbenzene

Conditions
ConditionsYield
Stage #1: 4-Vinylphenol With potassium tert-butylate In acetonitrile for 1h; Reflux;
Stage #2: 2-bromoethyl 2-methoxyethyl ether In acetonitrile for 6h; Reflux; Inert atmosphere;
96%
Stage #1: 4-Vinylphenol With potassium tert-butylate In acetonitrile for 1h; Reflux;
Stage #2: 2-bromoethyl 2-methoxyethyl ether In acetonitrile for 6h; Inert atmosphere; Reflux;
96%
1-bromo dodecane
112-29-8

1-bromo dodecane

4-Vinylphenol
2628-17-3

4-Vinylphenol

1-(decyloxy)-4-vinylbenzene
134322-24-0

1-(decyloxy)-4-vinylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 12h; Inert atmosphere; Schlenk technique;96%
2-chloroethyl methyl ether
627-42-9

2-chloroethyl methyl ether

4-Vinylphenol
2628-17-3

4-Vinylphenol

1-(2-methoxyethoxy)-4-vinylbenzene

1-(2-methoxyethoxy)-4-vinylbenzene

Conditions
ConditionsYield
Stage #1: 4-Vinylphenol With potassium tert-butylate In acetonitrile for 1h; Reflux;
Stage #2: 2-chloroethyl methyl ether In acetonitrile for 6h; Reflux; Inert atmosphere;
95%
Stage #1: 4-Vinylphenol With potassium tert-butylate In acetonitrile for 1h;
Stage #2: 2-chloroethyl methyl ether In acetonitrile for 6h; Inert atmosphere;
95%
(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

4-Vinylphenol
2628-17-3

4-Vinylphenol

(4-(2,2-difluorocyclopropyl)phenoxy)trimethylsilane

(4-(2,2-difluorocyclopropyl)phenoxy)trimethylsilane

Conditions
ConditionsYield
With sodium iodide In tetrahydrofuran at 65℃; Inert atmosphere;95%
5-bromoresorcinol
106120-04-1

5-bromoresorcinol

4-Vinylphenol
2628-17-3

4-Vinylphenol

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
501-36-0

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

Conditions
ConditionsYield
With {1,3-bis[2,6-bis(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}dichloro(pyridine)palladium; caesium carbonate In neat (no solvent) at 100℃; for 12h; Heck Reaction;93%
methyl(phenyl)(divinyl)silane
17983-32-3

methyl(phenyl)(divinyl)silane

4-Vinylphenol
2628-17-3

4-Vinylphenol

methylphenyl-bis(4-hydroxystyryl)silane

methylphenyl-bis(4-hydroxystyryl)silane

Conditions
ConditionsYield
Stage #1: methyl(phenyl)(divinyl)silane; 4-Vinylphenol In dichloromethane at 40℃; for 0.25h; Inert atmosphere; Green chemistry;
Stage #2: With Grubbs catalyst first generation In dichloromethane for 8h; Inert atmosphere; Green chemistry;
92.5%
4-Vinylphenol
2628-17-3

4-Vinylphenol

chloroacetyl chloride
79-04-9

chloroacetyl chloride

4-chloroacetoxystyrene
861446-20-0

4-chloroacetoxystyrene

Conditions
ConditionsYield
With triethylamine In diethyl ether for 2h;92%
With triethylamine In diethyl ether for 2h;92%
tert-butyl (4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)carbamate
106501-78-4

tert-butyl (4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)carbamate

4-Vinylphenol
2628-17-3

4-Vinylphenol

tert-butyl {3-[2-(4-hydroxyphenyl)-2-methoxyethyl]-4-methoxyphenyl}carbamate

tert-butyl {3-[2-(4-hydroxyphenyl)-2-methoxyethyl]-4-methoxyphenyl}carbamate

Conditions
ConditionsYield
With 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In toluene at 30℃; for 12h; regioselective reaction;92%
chloroform
67-66-3

chloroform

4-Vinylphenol
2628-17-3

4-Vinylphenol

acetone
67-64-1

acetone

2-methyl-2-(4-vinylphenoxy)propionic acid

2-methyl-2-(4-vinylphenoxy)propionic acid

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide at 40℃; Temperature; Reagent/catalyst; Green chemistry;91.6%
1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

4-Vinylphenol
2628-17-3

4-Vinylphenol

4-(1-(2,4,6-trimethoxyphenyl)ethyl)phenol

4-(1-(2,4,6-trimethoxyphenyl)ethyl)phenol

Conditions
ConditionsYield
With diphenyl hydrogen phosphate In 1,2-dichloro-ethane at 100℃; for 16h; regiospecific reaction;91%
With diphenyl hydrogen phosphate In dichloromethane at 100℃; for 22h;1.22 g
2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine
940-71-6

2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine

4-Vinylphenol
2628-17-3

4-Vinylphenol

2,2,4,4,6,6-hexakis-(4-vinyl-phenoxy)-2λ5,4λ5,6λ5-[1,3,5,2,4,6]triazatriphosphinine

2,2,4,4,6,6-hexakis-(4-vinyl-phenoxy)-2λ5,4λ5,6λ5-[1,3,5,2,4,6]triazatriphosphinine

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 20 - 60℃; for 23h;91%

2628-17-3Relevant articles and documents

Synthesis method of hydroxyl-substituted styrene compound and synthesis method of photoresist resin monomer

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Paragraph 0006; 0083-0085, (2022/01/12)

The present invention provides a synthesis method of a hydroxyl-substituted styrene compound and a synthesis method of photoresist resin monomer. The synthesis method of the hydroxyl-substituted styrene compound comprises the following steps: a) the compound of formula I-1 is reacted with the Wetting reagent to obtain a compound of formula I-2. The synthesis method of the photoresist resin monomer comprises the following steps: a) the synthesis method of the styrene compound substituted with the above hydroxyl group to obtain a compound of formula I-2; b) the compound of formula I-2 is reacted with an acylating reagent to obtain the photoresist resin monomer, the structural formula is referred to formula I-3. The synthesis method of hydroxyl-substituted styrene compounds and photoresist resin monomers of the present invention has high yield and high purity.

Rapid biosynthesis of phenolic glycosides and their derivatives from biomass-derived hydroxycinnamates

Zhao, Mingtao,Hong, Xulin,Abdullah,Yao, Ruilian,Xiao, Yi

, p. 838 - 847 (2021/02/09)

Biomass-derived hydroxycinnamates (mainly includingp-coumaric acid and ferulic acid), which are natural sources of aromatic compounds, are highly underutilized resources. There is a need to upgrade them to make them economically feasible. Value-added phenolic glycosides and their derivatives, both belonging to a class of plant aromatic natural products, are widely used in the nutraceutical, pharmaceutical, and cosmetic industries. However, their complex aromatic structures make their efficient biosynthesis a challenging process. To overcome this issue, we created three novel synthetic cascades for the biosynthesis of phenolic glycosides (gastrodin, arbutin, and salidroside) and their derivatives (hydroquinone, tyrosol, hydroxytyrosol, and homovanillyl alcohol) fromp-coumaric acid and ferulic acid. Moreover, because the biomass-derived hydroxycinnamates directly provided aromatic units, the cascades enabled efficient biosynthesis. We achieved substantially high production rates (up to or above 100-fold enhancement) relative to the glucose-based biosynthesis. Given the ubiquity of the aromatic structure in natural products, the use of biomass-derived aromatics should facilitate the rapid biosynthesis of numerous aromatic natural products.

Copper(ii)-catalyzed protoboration of allenes in aqueous media and open air

Nekvinda, Jan,Santos, Webster L.,Snead, Russell F.

supporting information, p. 14925 - 14931 (2021/09/04)

A method has been developed for the facile Cu(ii)-catalyzed protoboration of monosubstituted allenes in aqueous media under atmospheric conditions. The reaction occurs site selectively, favoring internal alkene protoboration to afford 1,1-disubstituted vinylboronic acid derivatives (up to 93?:?7) with modest to good yields. The method has been applied to a variety of phenylallene derivatives as well as alkyl-substituted allenes. This journal is

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