3,5-Dimethyl-4-hydroxybenzonitrile supplier

Name
3,5-Dimethyl-4-hydroxybenzonitrile
EINECS
CAS No. 4198-90-7
Article Data16
CAS DataBase
Density 1.13 g/cm³
Solubility soluble in methanol, chloroform
Melting Point 123-127 °C
Formula C₉H₉NO
Boiling Point 310.6 °C at 760 mmHg
Molecular Weight 147.177
Flash Point 141.7 °C
Transport Information UN 2811 6.1/PG 3
Appearance white to beige crystalline powder
Safety 26-45-36/37
Risk Codes 25-36-32-20/21/22-36/37/38
Molecular Structure
Hazard Symbols T,Xn,Xi
Synonyms 2,6-Dimethyl-4-cyanophenol;4-Cyano-2,6-dimethylphenol;4-Hydroxy-3,5-dimethylbenzonitrile;
PSA 44.02000
LogP 1.88068

Synthetic route

: 152775-45-6
3,5-dimethyl-4-methoxybenzonitrile

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With boron trichloride; tetra-(n-butyl)ammonium iodide In n-heptane; dichloromethane at -78 - 0℃; for 2h; Inert atmosphere;	83%

: 2374-05-2
4-bromo-2,6-dimethyl-phenol

: 109-77-3
malononitrile

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With potassium fluoride; copper(l) iodide; 1,10-Phenanthroline; bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); sodium t-butanolate In 1-methyl-pyrrolidin-2-one at 130℃; for 24h;	72%

: 1123-63-3
2,6-dimethyl-4-chlorophenol

: potassium ferrocyanide

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With palladium(II) trifluoroacetate; C21H34NPSi; sodium carbonate In N,N-dimethyl acetamide at 140℃; for 16h; Inert atmosphere;	61%

: 75344-77-3
4-bromo-3,5-dimethyl benzonitrile

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With oxygen; triethylamine; sodium iodide In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation;	42%

: 74896-24-5
4-amino-3,5-dimethylbenzonitrile

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
Stage #1: 4-amino-3,5-dimethylbenzonitrile With sulfuric acid In water at 5℃; Stage #2: With water; sodium nitrite at 80℃; for 1.5h; Cooling;	28%

: 4-acetoxy-3,5-dimethyl-benzonitrile

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With methanol; potassium carbonate

: 4-hydroxy-3,5-dimethyl-benzimidic acid ethyl ester

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With sodium hydroxide

: 7677-24-9
trimethylsilyl cyanide

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

A: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

B: 58537-99-8
4-hydroxy-2,6-dimethylbenzonitrile

Conditions

Conditions	Yield
With potassium cyanide; samarium diiodide; 18-crown-6 ether 1.) CH2Cl2, room t., 20 min, 2.) THF, MeOH, -78 deg C; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 2374-05-2
4-bromo-2,6-dimethyl-phenol

: 544-92-3
copper(I) cyanide

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide

: 14804-38-7
5-bromo-2-methoxy-1,3-dimethylbenzene

CuCN: CuCN

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With pyridine; copper(II) sulfate

: 1004-66-6
2-methoxy-1,3-dimethylbenzene

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: PBr3 2: CuSO4+5H2O; pyridine View Scheme
Multi-step reaction with 2 steps 1.1: oxygen; N-iodo-succinimide; ytterbium(III) triflate / acetonitrile / 0.5 h / 150 °C 1.2: 60 h / 150 °C 2.1: tetra-(n-butyl)ammonium iodide; boron trichloride / dichloromethane; n-heptane / 2 h / -78 - 0 °C / Inert atmosphere View Scheme

: 2374-05-2
4-bromo-2,6-dimethyl-phenol

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
In water; N,N-dimethyl-formamide

: 3217-15-0
4-bromo-2,6-dichloro-phenol

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
CuCN In hexane; dichloromethane; N,N-dimethyl-formamide	210 mg (28%)

: 557-21-1
zinc(II) cyanide

: C16H25BO4

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate; cesium fluoride In methanol; water at 100℃; for 4h;	42.7 mg

: 1414864-89-3
4-((4,4-dimethyl-1-phenylpent-2-en-1-yl)oxy)-3,5-dimethylbenzonitrile

A: 4-((4,4-dimethyl-1-phenylpent-1-en-3-yl)oxy)-3,5-dimethylbenzonitrile

B: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
In 1,2-dichloro-benzene for 2h; Reflux;	A 75 %Spectr. B 9 %Spectr.

: 24596-19-8
4-bromo-2,6-dimethylphenylamine

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: copper(l) iodide; potassium iodide; N,N`-dimethylethylenediamine / N,N-dimethyl-formamide / 24 h / 100 °C / Inert atmosphere 2.1: sulfuric acid / water / 5 °C 2.2: 1.5 h / 80 °C / Cooling View Scheme

: 87-62-7
2,6-dimethylaniline

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sulfuric acid; boric acid; dihydrogen peroxide; potassium bromide / water / 3 h / 20 °C 2.1: copper(l) iodide; potassium iodide; N,N`-dimethylethylenediamine / N,N-dimethyl-formamide / 24 h / 100 °C / Inert atmosphere 3.1: sulfuric acid / water / 5 °C 3.2: 1.5 h / 80 °C / Cooling View Scheme

: 576-26-1
2.6-dimethylphenol

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-Bromosuccinimide 2: N,N-dimethyl-formamide View Scheme

: 2374-05-2
4-bromo-2,6-dimethyl-phenol

: copper(l) cyanide

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 106-95-6
allyl bromide

: 100191-87-5
4-(allyloxy)-3,5-dimethylbenzonitrile

Conditions

Conditions	Yield
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In N,N-dimethyl-formamide at 0 - 5℃; for 0.333333h; Stage #2: allyl bromide With sodium hydride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	100%
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: allyl bromide In N,N-dimethyl-formamide at 20℃; for 5h;	98%
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Stage #2: allyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 5h;	98%

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 937-36-0
4-(aminomethyl)-2,6-dimethylphenol hydrochloride

Conditions

Conditions	Yield
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With borane-THF In tetrahydrofuran for 16h; Heating / reflux; Stage #2: With hydrogenchloride In tetrahydrofuran; water for 0.5h; Heating / reflux;	100%

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 100-39-0
benzyl bromide

: 924300-31-2
4-(benzyloxy)-3,5-dimethylbenzonitrile

Conditions

Conditions	Yield
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃; for 24h; Product distribution / selectivity;	100%
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 24h;	100%
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: benzyl bromide at 20℃; for 24h;	100%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 955929-58-5
4-cyano-2,6-dimethylphenyl trifluoromethanesulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	100%
With triethylamine In DCM at 20℃;	100%
With triethylamine In dichloromethane at 20℃;	100%

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: (Z)-N',4-dihydroxy-3,5-dimethylbenzimidamide

Conditions

Conditions	Yield
With hydroxylamine In ethanol; water at 90℃; for 16h;	100%

: 23382-09-4
silicon dioxide hydrate

: 14267-92-6
1-chloro-4-pentyne

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 130800-76-9
3-(3-methylisoxazol-5-yl)propyl chloride

: 134472-29-0
3,5-dimethyl-4-(pent-4-yn-1-yloxy)benzonitrile

Conditions

Conditions	Yield
In ethyl acetate	99.4%
In ethyl acetate	99.4%

...Expand

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 96-32-2
bromoacetic acid methyl ester

: 1479630-16-4
methyl 2-(4-cyano-2,6-dimethylphenoxy)acetate

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 80℃; for 2h;	99%

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 57489-77-7
5,7-dichloropyrazolo[1,5-a]pyrimidine

: 1564252-97-6
C15H11ClN4O

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;	98.1%

: 558-42-9
3-chloro-2-methylpropan-2-ol

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 924300-38-9
4-(2-hydroxy-2-methylpropoxy)-3,5-dimethyl benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water for 24h; Heating / reflux;	97%
With potassium carbonate In ethanol; water for 24h; Heating / reflux;	97%
With potassium carbonate In ethanol; water at 20℃; for 24h; Reflux;	97%
With potassium carbonate In ethanol; water for 24h; Reflux;	97%
With potassium carbonate In ethanol; water for 24h; Heating / reflux;	97%

: 5466-43-3
2,4-dichloro-6,7-dihydro-5H-cyclopentapyrimidine

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 4-((2-chloro-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	97%
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: 2,4-dichloro-6,7-dihydro-5H-cyclopentapyrimidine In N,N-dimethyl-formamide for 2h;	93.1%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;

: 152775-45-6
3,5-dimethyl-4-methoxybenzonitrile

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With boron trichloride; tetra-(n-butyl)ammonium iodide In n-heptane; dichloromethane at -78 - 0℃; for 2h; Inert atmosphere;	83%

: 2374-05-2
4-bromo-2,6-dimethyl-phenol

: 109-77-3
malononitrile

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With potassium fluoride; copper(l) iodide; 1,10-Phenanthroline; bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); sodium t-butanolate In 1-methyl-pyrrolidin-2-one at 130℃; for 24h;	72%

: 1123-63-3
2,6-dimethyl-4-chlorophenol

: potassium ferrocyanide

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With palladium(II) trifluoroacetate; C21H34NPSi; sodium carbonate In N,N-dimethyl acetamide at 140℃; for 16h; Inert atmosphere;	61%

: 75344-77-3
4-bromo-3,5-dimethyl benzonitrile

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With oxygen; triethylamine; sodium iodide In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation;	42%

: 74896-24-5
4-amino-3,5-dimethylbenzonitrile

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
Stage #1: 4-amino-3,5-dimethylbenzonitrile With sulfuric acid In water at 5℃; Stage #2: With water; sodium nitrite at 80℃; for 1.5h; Cooling;	28%

: 4-acetoxy-3,5-dimethyl-benzonitrile

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With methanol; potassium carbonate

: 4-hydroxy-3,5-dimethyl-benzimidic acid ethyl ester

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With sodium hydroxide

: 7677-24-9
trimethylsilyl cyanide

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

A: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

B: 58537-99-8
4-hydroxy-2,6-dimethylbenzonitrile

Conditions

Conditions	Yield
With potassium cyanide; samarium diiodide; 18-crown-6 ether 1.) CH2Cl2, room t., 20 min, 2.) THF, MeOH, -78 deg C; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 2374-05-2
4-bromo-2,6-dimethyl-phenol

: 544-92-3
copper(I) cyanide

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide

: 14804-38-7
5-bromo-2-methoxy-1,3-dimethylbenzene

CuCN: CuCN

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With pyridine; copper(II) sulfate

: 1004-66-6
2-methoxy-1,3-dimethylbenzene

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: PBr3 2: CuSO4+5H2O; pyridine View Scheme
Multi-step reaction with 2 steps 1.1: oxygen; N-iodo-succinimide; ytterbium(III) triflate / acetonitrile / 0.5 h / 150 °C 1.2: 60 h / 150 °C 2.1: tetra-(n-butyl)ammonium iodide; boron trichloride / dichloromethane; n-heptane / 2 h / -78 - 0 °C / Inert atmosphere View Scheme

: 2374-05-2
4-bromo-2,6-dimethyl-phenol

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
In water; N,N-dimethyl-formamide

: 3217-15-0
4-bromo-2,6-dichloro-phenol

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
CuCN In hexane; dichloromethane; N,N-dimethyl-formamide	210 mg (28%)

: 557-21-1
zinc(II) cyanide

: C16H25BO4

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate; cesium fluoride In methanol; water at 100℃; for 4h;	42.7 mg

: 1414864-89-3
4-((4,4-dimethyl-1-phenylpent-2-en-1-yl)oxy)-3,5-dimethylbenzonitrile

A: 4-((4,4-dimethyl-1-phenylpent-1-en-3-yl)oxy)-3,5-dimethylbenzonitrile

B: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
In 1,2-dichloro-benzene for 2h; Reflux;	A 75 %Spectr. B 9 %Spectr.

: 24596-19-8
4-bromo-2,6-dimethylphenylamine

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: copper(l) iodide; potassium iodide; N,N`-dimethylethylenediamine / N,N-dimethyl-formamide / 24 h / 100 °C / Inert atmosphere 2.1: sulfuric acid / water / 5 °C 2.2: 1.5 h / 80 °C / Cooling View Scheme

: 87-62-7
2,6-dimethylaniline

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sulfuric acid; boric acid; dihydrogen peroxide; potassium bromide / water / 3 h / 20 °C 2.1: copper(l) iodide; potassium iodide; N,N`-dimethylethylenediamine / N,N-dimethyl-formamide / 24 h / 100 °C / Inert atmosphere 3.1: sulfuric acid / water / 5 °C 3.2: 1.5 h / 80 °C / Cooling View Scheme

: 576-26-1
2.6-dimethylphenol

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-Bromosuccinimide 2: N,N-dimethyl-formamide View Scheme

: 2374-05-2
4-bromo-2,6-dimethyl-phenol

: copper(l) cyanide

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 106-95-6
allyl bromide

: 100191-87-5
4-(allyloxy)-3,5-dimethylbenzonitrile

Conditions

Conditions	Yield
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In N,N-dimethyl-formamide at 0 - 5℃; for 0.333333h; Stage #2: allyl bromide With sodium hydride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	100%
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: allyl bromide In N,N-dimethyl-formamide at 20℃; for 5h;	98%
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Stage #2: allyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 5h;	98%

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 937-36-0
4-(aminomethyl)-2,6-dimethylphenol hydrochloride

Conditions

Conditions	Yield
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With borane-THF In tetrahydrofuran for 16h; Heating / reflux; Stage #2: With hydrogenchloride In tetrahydrofuran; water for 0.5h; Heating / reflux;	100%

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 100-39-0
benzyl bromide

: 924300-31-2
4-(benzyloxy)-3,5-dimethylbenzonitrile

Conditions

Conditions	Yield
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃; for 24h; Product distribution / selectivity;	100%
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 24h;	100%
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: benzyl bromide at 20℃; for 24h;	100%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 955929-58-5
4-cyano-2,6-dimethylphenyl trifluoromethanesulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	100%
With triethylamine In DCM at 20℃;	100%
With triethylamine In dichloromethane at 20℃;	100%

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: (Z)-N',4-dihydroxy-3,5-dimethylbenzimidamide

Conditions

Conditions	Yield
With hydroxylamine In ethanol; water at 90℃; for 16h;	100%

: 23382-09-4
silicon dioxide hydrate

: 14267-92-6
1-chloro-4-pentyne

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 130800-76-9
3-(3-methylisoxazol-5-yl)propyl chloride

: 134472-29-0
3,5-dimethyl-4-(pent-4-yn-1-yloxy)benzonitrile

Conditions

Conditions	Yield
In ethyl acetate	99.4%
In ethyl acetate	99.4%

...Expand

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 96-32-2
bromoacetic acid methyl ester

: 1479630-16-4
methyl 2-(4-cyano-2,6-dimethylphenoxy)acetate

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 80℃; for 2h;	99%

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 57489-77-7
5,7-dichloropyrazolo[1,5-a]pyrimidine

: 1564252-97-6
C15H11ClN4O

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;	98.1%

: 558-42-9
3-chloro-2-methylpropan-2-ol

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 924300-38-9
4-(2-hydroxy-2-methylpropoxy)-3,5-dimethyl benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water for 24h; Heating / reflux;	97%
With potassium carbonate In ethanol; water for 24h; Heating / reflux;	97%
With potassium carbonate In ethanol; water at 20℃; for 24h; Reflux;	97%
With potassium carbonate In ethanol; water for 24h; Reflux;	97%
With potassium carbonate In ethanol; water for 24h; Heating / reflux;	97%

: 5466-43-3
2,4-dichloro-6,7-dihydro-5H-cyclopentapyrimidine

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 4-((2-chloro-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	97%
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: 2,4-dichloro-6,7-dihydro-5H-cyclopentapyrimidine In N,N-dimethyl-formamide for 2h;	93.1%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;

: 3934-20-1
2,6-Dichloropyrimidine

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 1033954-42-5
4-((2-chloropyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile

Conditions

Conditions	Yield
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: 2,6-Dichloropyrimidine In N,N-dimethyl-formamide at 20℃; for 5h;	96%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 5h;	90%
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 2,6-Dichloropyrimidine In tetrahydrofuran at 20℃; for 6h;	88.8%

: 956034-07-4
2,4-dichloro-furo[3,2-d]pyrimidine

: 4198-90-7
3,5-dimethyl-4-hydroxybenzonitrile

: 4-( (2-chlorofuro[3,2-d]pyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile

Conditions

Conditions	Yield
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: 2,4-dichloro-furo[3,2-d]pyrimidine at 20℃; for 2h;	96%
Stage #1: 3,5-dimethyl-4-hydroxybenzonitrile With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: 2,4-dichloro-furo[3,2-d]pyrimidine In N,N-dimethyl-formamide for 2h;	86.7%

3,5-Dimethyl-4-hydroxybenzonitrile Chemical Properties

Molecular Structure of 3,5-Dimethyl-4-hydroxybenzonitrile (CAS NO.4198-90-7):

IUPAC Name: 4-hydroxy-3,5-dimethylbenzonitrile
Empirical Formula: C₉H₉NO
Molecular Weight: 147.1739
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 33.02 Å²
Index of Refraction: 1.563
Molar Refractivity: 42.09 cm³
Molar Volume: 129.4 cm³
Surface Tension: 50.3 dyne/cm
Density: 1.13 g/cm³
Flash Point: 141.7 °C
Enthalpy of Vaporization: 57.35 kJ/mol
Boiling Point: 310.6 °C at 760 mmHg
Vapour Pressure: 0.000325 mmHg at 25°C
Melting point: 123-127 °C
InChI
InChI=1/C9H9NO/c1-6-3-8(5-10)4-7(2)9(6)11/h3-4,11H,1-2H3
Smiles
c1(cc(c(O)c(c1)C)C)C#N
Classification Code: Drug / Therapeutic Agent

3,5-Dimethyl-4-hydroxybenzonitrile Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	650mg/kg (650mg/kg)		Journal of Medicinal and Pharmaceutical Chemistry. Vol. 2, Pg. 201, 1960.

3,5-Dimethyl-4-hydroxybenzonitrile Safety Profile

Hazard Codes: Toxic T, Harmful Xn, Irritant Xi
Risk Statements: 25-36-32-20/21/22-36/37/38
R25 :Toxic if swallowed.
R36:Irritating to eyes.
R32:Contact with acid liberates very toxic gas.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-45-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37:Wear suitable protective clothing and gloves.
RIDADR: UN 2811 6.1/PG 3
RTECS: DI4359000
Hazard Note: Toxic

3,5-Dimethyl-4-hydroxybenzonitrile Specification

3,5-Dimethyl-4-hydroxybenzonitrile , with CAS number of 4198-90-7, can be called 2,6-Dimethyl-4-cyanophenol ; 4-Cyano-2,6-dimethylphenol ; 4-Hydroxy-3,5-dimethylbenzonitrile . It is a white to beige crystalline powder.

Product Name

3,5-Dimethyl-4-hydroxybenzonitrile

Synthetic route

3,5-Dimethyl-4-hydroxybenzonitrile Chemical Properties

3,5-Dimethyl-4-hydroxybenzonitrile Toxicity Data With Reference

3,5-Dimethyl-4-hydroxybenzonitrile Safety Profile

3,5-Dimethyl-4-hydroxybenzonitrile Specification

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