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4-Isopropyl-3-methylphenol, also known as isopropylmethylphenol, is a white crystal powder with unique chemical properties. It is a valuable reagent in the field of organic chemistry, particularly for cross-coupling reactions.

3228-02-2

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3228-02-2 Usage

Uses

Used in Chemical Synthesis:
4-Isopropyl-3-methylphenol is used as a reagent for cross-coupling reactions in the chemical synthesis industry. Its unique structure and properties make it a versatile building block for creating a wide range of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Isopropyl-3-methylphenol is used as an intermediate in the synthesis of various drugs and pharmaceutical compounds. Its ability to participate in cross-coupling reactions allows for the development of new and innovative medications.
Used in Flavor and Fragrance Industry:
4-Isopropyl-3-methylphenol is also utilized in the flavor and fragrance industry, where it serves as a key component in the creation of various scents and flavors. Its unique chemical properties contribute to the development of distinct and appealing sensory experiences.
Used in Material Science:
In the field of material science, 4-Isopropyl-3-methylphenol is employed as a component in the development of advanced materials with specific properties. Its involvement in cross-coupling reactions enables the synthesis of novel materials with tailored characteristics for various applications.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 3228-02-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,2,2 and 8 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 3228-02:
(6*3)+(5*2)+(4*2)+(3*8)+(2*0)+(1*2)=62
62 % 10 = 2
So 3228-02-2 is a valid CAS Registry Number.
InChI:InChI=1S/C10H14O/c1-7(2)10-5-4-9(11)6-8(10)3/h4-7,11H,1-3H3

3228-02-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-methyl-4-propan-2-ylphenol

1.2 Other means of identification

Product number -
Other names 3-methyl-4-(1-methylethyl)-phenol

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:3228-02-2 SDS

3228-02-2Synthetic route

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

Conditions
ConditionsYield
With carbon disulfide; aluminium trichloride at 50 - 60℃;
With phosphorus pentoxide at 210 - 215℃; Erhitzen des Reaktionsprodukts mit konz. wss. Alkalilauge auf 220grad;
1-isopropoxy-3-methylbenzene
19177-04-9

1-isopropoxy-3-methylbenzene

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

Conditions
ConditionsYield
Einleiten von BF3;
With aluminium trichloride
With phosphorus pentoxide at 130℃; Erhitzen mit konz. wss. Alkalilauge auf 220grad;
6-tert-butyl-4-isopropyl-3-methylphenol
30061-94-0

6-tert-butyl-4-isopropyl-3-methylphenol

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

Conditions
ConditionsYield
With Fuller-earth; benzene at 265℃;
propene
187737-37-7

propene

3-methyl-phenol
108-39-4

3-methyl-phenol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

Conditions
ConditionsYield
With solid phosphoric acid/silica support titania at 250℃; under 12001.2 Torr; for 1h; Autoclave;
With Fuller's Earth at 230℃;
With phosphoric acid at 230℃;
With phosphorus pentoxide at 230℃;
With zinc(II) chloride at 230℃;
1-Chloropropane
540-54-5

1-Chloropropane

3-methyl-phenol
108-39-4

3-methyl-phenol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

Conditions
ConditionsYield
With zinc(II) oxide at 230℃;
With zinc(II) oxide at 230℃;
isopropyl chloride
75-29-6

isopropyl chloride

3-methyl-phenol
108-39-4

3-methyl-phenol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

Conditions
ConditionsYield
With aluminium trichloride; 1,2-dichloro-ethane at -10 - 0℃;
di-isopropyl ether
108-20-3

di-isopropyl ether

3-methyl-phenol
108-39-4

3-methyl-phenol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

Conditions
ConditionsYield
With Fuller's Earth at 140 - 150℃;
With Fuller's Earth at 230 - 250℃;
at 350℃;
Dipropyl ether
111-43-3

Dipropyl ether

3-methyl-phenol
108-39-4

3-methyl-phenol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

Conditions
ConditionsYield
With Fuller's Earth at 140 - 150℃;
With Fuller's Earth at 230 - 250℃;
3-methyl-phenol
108-39-4

3-methyl-phenol

isopropyl alcohol
67-63-0

isopropyl alcohol

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

Conditions
ConditionsYield
With sulfuric acid at 80℃;
With amberlyst-15; carbon dioxide; hydrogen; platinum at 200℃; under 75006 Torr; for 8h; Friedel-Craft alkylation;30 % Chromat.
3-methyl-phenol
108-39-4

3-methyl-phenol

isopropyl alcohol
67-63-0

isopropyl alcohol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

Conditions
ConditionsYield
With tungstophosphoric acid at 160℃;
With phosphoric acid at 150℃;
With aluminium trichloride at 125℃;
3-methyl-phenol
108-39-4

3-methyl-phenol

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

Conditions
ConditionsYield
With sulfuric acid Erwaermen mit Propanol-(2) unter Zusatz von konz. Schwefelsaeure auf 65-70grad und anschliessendes Erhitzen mit Wasser unter Durchleiten von Wasserdampf;
3-methyl-phenol
108-39-4

3-methyl-phenol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

Conditions
ConditionsYield
at 120 - 125℃; Sulfurieren, Beh. der Sulfonsaeure mit Isopropylalkohol od. Propylalkohol in Gegenw. v. Schwefelsaeure u. nachf. Destillieren mit Wasserdampf;
durch Sulfurieren; Behandeln der Sulfonsaeure mit Propylalkohol oder Isopropylalkohol in Gegenwart von Schwefelsaeure und folgende Destillation mit Wasserdampf bei 120-125grad;
durch Sulfonieren, Behandeln der Sulfonsaeure mit Propylalkohol oder Isopropylalkohol in Gegenwart von Schwefelsaeure und nachfolgende Destillation mit Wasserdampf bei 120-125grad;
4-Isopropyl-3-methylaniline
4534-10-5

4-Isopropyl-3-methylaniline

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite
1-(2-Hydroxy-5-isopropyl-4-methyl-phenyl)-propan-1-one
121194-62-5

1-(2-Hydroxy-5-isopropyl-4-methyl-phenyl)-propan-1-one

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

1-(2-hydroxy-4-methyl-phenyl)-propan-1-one
2886-52-4

1-(2-hydroxy-4-methyl-phenyl)-propan-1-one

Conditions
ConditionsYield
With aluminium trichloride In chlorobenzene 1.) 20 deg C, 20 h, 2.) 50 deg C, 4 h, 3) 100 deg C, 2 h;A 6 % Chromat.
B 85 % Chromat.
phosphoric acid
86119-84-8, 7664-38-2

phosphoric acid

3-methyl-phenol
108-39-4

3-methyl-phenol

isopropyl alcohol
67-63-0

isopropyl alcohol

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

Conditions
ConditionsYield
at 150℃;
1-Chloropropane
540-54-5

1-Chloropropane

3-methyl-phenol
108-39-4

3-methyl-phenol

ZnO

ZnO

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

Conditions
ConditionsYield
at 230℃;
aluminium trichloride
7446-70-0

aluminium trichloride

isopropyl chloride
75-29-6

isopropyl chloride

3-methyl-phenol
108-39-4

3-methyl-phenol

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-isopropyl-5-methylphenol
3228-03-3

3-isopropyl-5-methylphenol

Conditions
ConditionsYield
at -13 - -11℃;
di-isopropyl ether
108-20-3

di-isopropyl ether

3-methyl-phenol
108-39-4

3-methyl-phenol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

Conditions
ConditionsYield
at 350℃;
aluminium trichloride
7446-70-0

aluminium trichloride

di-isopropyl ether
108-20-3

di-isopropyl ether

3-methyl-phenol
108-39-4

3-methyl-phenol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

Conditions
ConditionsYield
at 150 - 350℃; auch in Gegenwart anderer Katalysatoren;
di-isopropyl ether
108-20-3

di-isopropyl ether

sulfuric acid
7664-93-9

sulfuric acid

3-methyl-phenol
108-39-4

3-methyl-phenol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

Conditions
ConditionsYield
at 160 - 190℃;
3-methyl-phenol
108-39-4

3-methyl-phenol

isopropyl alcohol
67-63-0

isopropyl alcohol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

Conditions
ConditionsYield
at 350℃;
aluminium trichloride
7446-70-0

aluminium trichloride

3-methyl-phenol
108-39-4

3-methyl-phenol

isopropyl alcohol
67-63-0

isopropyl alcohol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

Conditions
ConditionsYield
at 150 - 350℃; auch in Gegenwart anderer Katalysatoren;
phosphoric acid
86119-84-8, 7664-38-2

phosphoric acid

3-methyl-phenol
108-39-4

3-methyl-phenol

isopropyl alcohol
67-63-0

isopropyl alcohol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

Conditions
ConditionsYield
at 50 - 60℃;
perchloric acid
7601-90-3

perchloric acid

water
7732-18-5

water

3-methyl-phenol
108-39-4

3-methyl-phenol

isopropyl alcohol
67-63-0

isopropyl alcohol

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

Conditions
ConditionsYield
at 100℃;
propan-1-ol
71-23-8

propan-1-ol

3-methyl-phenol
108-39-4

3-methyl-phenol

active Fuller's earth

active Fuller's earth

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

Conditions
ConditionsYield
at 140 - 150℃;
Dipropyl ether
111-43-3

Dipropyl ether

3-methyl-phenol
108-39-4

3-methyl-phenol

active Fuller's earth

active Fuller's earth

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

Conditions
ConditionsYield
at 140 - 150℃;
3-methyl-phenol
108-39-4

3-methyl-phenol

isopropyl alcohol
67-63-0

isopropyl alcohol

tungstophosphoric acid

tungstophosphoric acid

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

Conditions
ConditionsYield
at 160℃;
at 160℃;
propan-1-ol
71-23-8

propan-1-ol

3-methyl-phenol
108-39-4

3-methyl-phenol

ZnCl2

ZnCl2

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

Conditions
ConditionsYield
at 200 - 250℃;
Dipropyl ether
111-43-3

Dipropyl ether

3-methyl-phenol
108-39-4

3-methyl-phenol

ZnCl2

ZnCl2

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

3-methyl-5-isopropyl-phenol and diisopropyl-m-cresols

Conditions
ConditionsYield
at 200 - 250℃;
propene
187737-37-7

propene

3-methyl-phenol
108-39-4

3-methyl-phenol

Fuller's earth

Fuller's earth

A

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

B

thymol
89-83-8

thymol

C

3-methyl-2-isopropyl-phenol
3228-01-1

3-methyl-2-isopropyl-phenol

D

diisopropyl-m-cresols

diisopropyl-m-cresols

Conditions
ConditionsYield
at 170 - 230℃; (oder andere Katalysatoren);
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

methyl 2-(4-isopropyl-3-methylphenoxy)-acetate
649774-36-7

methyl 2-(4-isopropyl-3-methylphenoxy)-acetate

Conditions
ConditionsYield
With potassium carbonate In butanone for 20h; Heating / reflux;100%
With potassium carbonate In butanone for 20h; Heating / reflux;100%
With potassium hydroxide In tetrahydrofuran; dimethyl sulfoxide at 20℃; for 2h;84.4%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

tri(1-methylethyl)-(4-(1-methylethyl)-3-methylphenoxy)silane

tri(1-methylethyl)-(4-(1-methylethyl)-3-methylphenoxy)silane

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; Sealed tube;99%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

C15H10Cl2N2O2

C15H10Cl2N2O2

N-(4-(5-chlorobenzo[d]oxazol-2-yl)phenyl)-2-(4-isopropyl-3-methylphenoxy)acetamide

N-(4-(5-chlorobenzo[d]oxazol-2-yl)phenyl)-2-(4-isopropyl-3-methylphenoxy)acetamide

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; Inert atmosphere;96%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

thianthrene cation radical perchlorate
35787-71-4

thianthrene cation radical perchlorate

5-(2-Hydroxy-5-isopropyl-4-methyl-phenyl)-thianthren-5-ium; perchlorate

5-(2-Hydroxy-5-isopropyl-4-methyl-phenyl)-thianthren-5-ium; perchlorate

Conditions
ConditionsYield
In acetonitrile for 7h;95%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

benzyl bromide
100-39-0

benzyl bromide

4-(isopropyl)-3-methylphenyl benzyl ether
101747-14-2

4-(isopropyl)-3-methylphenyl benzyl ether

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran; dimethyl sulfoxide at 20℃; for 2h;94.7%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

propionic acid anhydride
123-62-6

propionic acid anhydride

4-(isopropyl)-3-methylphenyl propionate
101267-52-1

4-(isopropyl)-3-methylphenyl propionate

Conditions
ConditionsYield
With pyridine for 24h; Heating;94%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

C11H13F3O3S

C11H13F3O3S

Conditions
ConditionsYield
With triethylamine In dichloromethane for 1.5h;94%
With triethylamine In toluene at 20℃; Flow reactor;
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

acetic anhydride
108-24-7

acetic anhydride

3-methyl-4-(1-methylethyl)phenyl ethanoate
38770-70-6

3-methyl-4-(1-methylethyl)phenyl ethanoate

Conditions
ConditionsYield
93%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

phenylacetyl chloride
103-80-0

phenylacetyl chloride

4-isopropyl-3-methylphenyl phenylacetate

4-isopropyl-3-methylphenyl phenylacetate

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 5h;92.3%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

4-ethyl-2,3-dioxopiperazine-1-carbonyl chloride
59703-00-3

4-ethyl-2,3-dioxopiperazine-1-carbonyl chloride

4-isopropyl-3-methylphenyl N-(4-ethyl-2,3-dioxo-1-piperazine)carbamate

4-isopropyl-3-methylphenyl N-(4-ethyl-2,3-dioxo-1-piperazine)carbamate

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 4h;92%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

4-(tert-butylperoxy)-4-isopropyl-3-methyl-2,5-cyclohexadien-1-one

4-(tert-butylperoxy)-4-isopropyl-3-methyl-2,5-cyclohexadien-1-one

Conditions
ConditionsYield
With tris(triphenylphosphine)ruthenium(II) chloride In benzene at 20℃; Inert atmosphere;92%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

Heptanoic acid chloride
2528-61-2

Heptanoic acid chloride

3-methyl-4-(1-methylethyl)phenyl heptanoate
129375-06-0

3-methyl-4-(1-methylethyl)phenyl heptanoate

Conditions
ConditionsYield
With pyridine91%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

2,4,5-trifluorobenzoyl chloride
88419-56-1

2,4,5-trifluorobenzoyl chloride

4-isopropyl-3-methylphenyl 2,4,5-trifluorobenzoate

4-isopropyl-3-methylphenyl 2,4,5-trifluorobenzoate

Conditions
ConditionsYield
Stage #1: 3-Methyl-4-isopropylphenol With triethylamine In acetonitrile for 0.5h;
Stage #2: 2,4,5-trifluorobenzoyl chloride In acetonitrile at 0 - 20℃; for 3h;
90.2%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

tertiary butyl chloride
507-20-0

tertiary butyl chloride

6-tert-butyl-4-isopropyl-3-methylphenol
30061-94-0

6-tert-butyl-4-isopropyl-3-methylphenol

Conditions
ConditionsYield
at 80 - 85℃; for 24h;90%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

phenylglyoxal hydrate
1074-12-0

phenylglyoxal hydrate

1-(2-hydroxy-5-isopropyl-4-methylphenyl)-2-phenylethane-1,2-dione

1-(2-hydroxy-5-isopropyl-4-methylphenyl)-2-phenylethane-1,2-dione

Conditions
ConditionsYield
With copper(II) acetate monohydrate In toluene at 60℃; for 5h;90%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

2-Fluorobenzaldehyde
446-52-6

2-Fluorobenzaldehyde

C17H18O2

C17H18O2

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 1h;90%
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 2h;80%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

1,2,3,4,6-penta-O-acetyl-D-glucose

1,2,3,4,6-penta-O-acetyl-D-glucose

C24H32O10

C24H32O10

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 3h;88.8%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

2,3,6-trifluorobenzoyl chloride

2,3,6-trifluorobenzoyl chloride

4-isopropyl-3-methylphenyl 2,3,6-trifluorobenzoate

4-isopropyl-3-methylphenyl 2,3,6-trifluorobenzoate

Conditions
ConditionsYield
Stage #1: 3-Methyl-4-isopropylphenol With triethylamine In acetonitrile for 0.5h;
Stage #2: 2,3,6-trifluorobenzoyl chloride In acetonitrile at 0 - 20℃; for 3h;
85.3%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

benzoyl chloride
98-88-4

benzoyl chloride

3-methyl-4-(1-methylethyl)phenyl benzoate
143815-16-1

3-methyl-4-(1-methylethyl)phenyl benzoate

Conditions
ConditionsYield
With sodium hydroxide for 2h; Ambient temperature;85%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

β-ferrocenylacrylic acid
67462-91-3, 12154-65-3

β-ferrocenylacrylic acid

6-isopropyl-7-methyl-4-ferrocenylchroman-2-one

6-isopropyl-7-methyl-4-ferrocenylchroman-2-one

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃;83%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

3,5-dichlorobenzoyl chloride
2905-62-6

3,5-dichlorobenzoyl chloride

4-isopropyl-3-methylphenyl 3,5-dichlorobenzoate

4-isopropyl-3-methylphenyl 3,5-dichlorobenzoate

Conditions
ConditionsYield
Stage #1: 3-Methyl-4-isopropylphenol With triethylamine In acetonitrile for 0.5h;
Stage #2: 3,5-dichlorobenzoyl chloride In acetonitrile at 0 - 20℃; for 3h;
81.3%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

2-(2-amino-1,3-thiazol-4-yl)-1-(1,3-benzothiazol-2-ylsulfanyl)-2-(methoxyimino)ethan-1-one
94088-75-2

2-(2-amino-1,3-thiazol-4-yl)-1-(1,3-benzothiazol-2-ylsulfanyl)-2-(methoxyimino)ethan-1-one

4-isopropyl-3-methylphenyl (2-aminothiazol-4-yl)methoxyiminoacetate

4-isopropyl-3-methylphenyl (2-aminothiazol-4-yl)methoxyiminoacetate

Conditions
ConditionsYield
With triethylamine In methanol; dichloromethane for 8h;75.2%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

2,4,6-triazido-4-isopropyl-3-methylcyclohexa-2,5-dien-1-one

2,4,6-triazido-4-isopropyl-3-methylcyclohexa-2,5-dien-1-one

Conditions
ConditionsYield
With Amberlyst A26-resin bound iodine azide In acetonitrile at 20℃; for 2h; Catalytic behavior; Inert atmosphere;75%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

3-methyl-4-(1-methylethyl)phenyl 4-methoxybenzoate
129375-07-1

3-methyl-4-(1-methylethyl)phenyl 4-methoxybenzoate

Conditions
ConditionsYield
With pyridine74%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

methyl 3-(2-bromoacetamido)benzoate
257622-59-6

methyl 3-(2-bromoacetamido)benzoate

methyl 3-[2-(4-isopropyl-3-methyl-phenoxy)-acetylamino]-benzoate
430470-37-4

methyl 3-[2-(4-isopropyl-3-methyl-phenoxy)-acetylamino]-benzoate

Conditions
ConditionsYield
With potassium carbonate In butanone for 12h; Heating / reflux;73%
With potassium carbonate In butanone for 12h; Heating / reflux;73%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

2-chloro-3-quinoline carboxaldehyde
73568-25-9

2-chloro-3-quinoline carboxaldehyde

2-(4-isopropyl-3-methylphenoxy)quinoline-3-carbaldehyde

2-(4-isopropyl-3-methylphenoxy)quinoline-3-carbaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 150℃;72%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

(+/-)-4-Fluoro-4-isopropyl-3-methylcyclohexa-2,5-dienone

(+/-)-4-Fluoro-4-isopropyl-3-methylcyclohexa-2,5-dienone

Conditions
ConditionsYield
With Selectfluor In acetonitrile at 22℃; for 7h; Fluorination;71%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

2-bromo-5-methyl-4-(1-methylethyl)phenol
143815-14-9

2-bromo-5-methyl-4-(1-methylethyl)phenol

Conditions
ConditionsYield
With bromine In tetrachloromethane; diethyl ether70%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

1-(tert-butylperoxy)-1,2-benziodoxol-3(1H)-one
142260-70-6

1-(tert-butylperoxy)-1,2-benziodoxol-3(1H)-one

4-(tert-butylperoxy)-4-isopropyl-3-methyl-2,5-cyclohexadien-1-one

4-(tert-butylperoxy)-4-isopropyl-3-methyl-2,5-cyclohexadien-1-one

Conditions
ConditionsYield
In ethyl acetate at 50℃; for 5.5h;70%
3-Methyl-4-isopropylphenol
3228-02-2

3-Methyl-4-isopropylphenol

1,3-bis(bromomethyl)-4-nitrophenol
98437-49-1

1,3-bis(bromomethyl)-4-nitrophenol

2,6-bis(2-hydroxy-4-methyl-5-isopropylbenzyl)-4-nitrophenol
193359-91-0

2,6-bis(2-hydroxy-4-methyl-5-isopropylbenzyl)-4-nitrophenol

Conditions
ConditionsYield
In acetic acid at 90℃; for 5h;65%

3228-02-2Relevant academic research and scientific papers

Preparation method 3 - methyl -4 - isopropylphenol (by machine translation)

-

Paragraph 0039-0050, (2020/10/04)

The invention discloses a preparation method of 3 - methyl -4 - isopropyl phenol, and belongs to the technical field of organic synthesis. The method comprises the following steps: (1) reacting m-cresol with a base under 5 - 20 °C conditions in water; (2) separating the intermediate A and the triphosgene in an organic solvent A, and separating the organic phase to obtain the intermediate C; (20 - 50 °C) the intermediate C is obtained by hydrolyzing the intermediate C in an organic solvent B under 3 conditions and separating the organic phase to obtain an intermediate C; (5 - 15 °C) the intermediate C is obtained by hydrolyzing the intermediate C in an organic solvent B in an organic solvent B in an organic 50 - 90 °C. solvent B in an organic solvent B and in an organic solvent B. The reaction is complete. 97% 4. The intermediate C is obtained by hydrolyzing the 70% intermediate C in an organic solvent B in an organic solvent B in an organic solvent B. (by machine translation)

METHOD FOR PRODUCING ALKYLPHENOLS

-

Paragraph 0053-0057; 0060-0094, (2019/12/05)

PROBLEM TO BE SOLVED: To provide an economically excellent and industrially advantageous method for producing 6-tert-butyl-4-isopropyl-3-methylphenol and 4-isopropyl-3-methylphenol. SOLUTION: The method for producing 6-tert-butyl-4-isopropyl-3-methylphenol by isopropylation of 6-tert-butyl-3-methylphenol is characterized by using an isopropylating agent in an amount of 1.0 mol equivalent or more based on 6-tert-butyl-3-methylphenol. The method for producing 4-isopropyl-3-methylphenol comprises subjecting 6-tert-butyl-4-isopropyl-3-methylphenol produced by the above-mentioned production method to debutylation. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Selective alkylation of m-cresol with isopropyl alcohol under solvent-free conditions

Teodorescu, Florina,Enache, Adrian,Sandulescu, Madalina

, p. 58 - 66 (2017/07/26)

The outcome of the solvent free alkylation of m-cresol with isopropyl alcohol over strong acid resin catalyst has been investigated under microwave irradiation as well as conventional heating. The various reaction parameters like catalyst amount, mole rat

PRODUCTION METHOD OF DIALKYLPHENOL

-

Paragraph 0031, (2016/12/07)

PROBLEM TO BE SOLVED: To provide a method of producing a dialkylphenol safely in a high yield which causes a reaction to proceed under relatively low temperature and pressure conditions. SOLUTION: A method of producing a dialkylphenol comprises reacting m-cresol with an organic acid isopropyl ester, such as isopropyl acetate, in the presence of a zeolite type catalyst, especially β-type zeolite catalyst at a reaction pressure of about 0-1.0 MPa and a reaction temperature of about 180-200°C to obtain a dialkylphenol, such as 4-isopropyl-3-methylphenol or thymol. COPYRIGHT: (C)2016,JPOandINPIT

Improving carbon retention in biomass conversion by alkylation of phenolics with small oxygenates

Nie, Lei,Resasco, Daniel E.

, p. 14 - 21 (2013/02/25)

Alkylation of phenolics with alcohols is an efficient way to retain carbon from small oxygenates in the liquid products of pyrolysis bio-oil. In this contribution, we have investigated the alkylation of m-cresol with several alkylating agents over H-Beta zeolite. The alkylation activity follows the sequence 2-propanol > propylene > 1-propanol. In all cases, propylene is the actual alkylation agent since the alcohols dehydrate at a faster rate than the rate of alkylation. A two-stage process is proposed to convert fractions of bio-oil rich in small aldehydes and ketones together with phenolics. In the first stage, aldehydes and ketones are selectively hydrogenated to alcohols. In the second stage, the resulting alcohols alkylate the phenolic compounds and get incorporated into the upgraded liquid. To illustrate this concept, two consecutive catalyst beds have been used. The first bed contains a metal catalyst for the selective hydrogenation. Among several catalysts investigated, Cu/SiO2 and Pt-Fe/SiO2 were found to exhibit good selectivity to hydrogenate the aldehyde and ketone, respectively, while preserving the aromatic ring of the phenolic compound. The second bed contains an H-Beta zeolite for the alkylation stage.

Chloroindate(iii) ionic liquids as catalysts for alkylation of phenols and catechol with alkenes

Gunaratne, H. Q. Nimal,Lotz, Tobias J.,Seddon, Kenneth R.

scheme or table, p. 1821 - 1824 (2011/01/07)

Chloroindate(iii) ionic liquids are shown to be versatile catalysts for the alkylation of phenols with alkenes, giving high conversions to alkylated phenols with high selectivities.

Zirconia-modified superacid UDCaT-5: An efficient and versatile catalyst for alkylation reactions under solvent-free conditions

Yadav, Ganapati D.,Pathre, Ganesh S.

, p. 2684 - 2691 (2008/12/22)

UDCaT-5, a modified version of zirconia, efficiently catalyzes alkylation of phenols with alcohols under environmentally safe, heterogeneous reaction conditions with high selectivity and in excellent yields. The high content present in UDCaT-5 with preservation of tetragonal phase of zirconia was responsible for the superactivity. Several phenolic compounds carrying either electron-sulfer releasing or electron-withdrawing substituents in the ortho, meta, and para positions afforded high yields of the products. Copyright Taylor & Francis Group, LLC.

ALKYLATION OF HYDROXYARENES WITH OLEFINS, ALCOHOLS AND ETHERS IN IONIC LIQUIDS

-

Page/Page column 20-21, (2008/06/13)

Hydroxyarenes are alkylated using an ionic liquid catalyst system with olefins, alcohols, or ethers as alkylating agents. The ionic liquid catalyst system comprises chloroindate (III) anions. The reactions may be conducted at moderate temperatures and pressures to yield commercially relevant alkylated hydroxyarene compounds.

ISOPROPYLMETHYLPHENOL GLYCOSIDE

-

Page/Page column 5, (2008/06/13)

PROBLEM TO BE SOLVED: To provide an isopropylmethylphenol derivative exhibiting excellent antibacterial actions, antioxidation actions, scalp dandruff and itching-preventing actions, pimple symptom-ameliorating actions and carious tooth and periodontal disease-preventing actions, and a skin care preparation for external uses and a hair cosmetic containing the same. SOLUTION: The isopropylmethylphenol glycoside is represented by formula (1) (wherein R is a residue of a sugar selected from the group consisting of glucose, xylose and maltose). The skin care preparation for external uses and the hair cosmetic contain the isopropylmethylphenol glycoside.

2DCOR-GC: An application of the generalized two-dimensional correlation analysis as a route to optimization of continuous flow supercritical fluid reactions

Hyde, Jason R.,Bourne, Richard A.,Noda, Isao,Stephenson, Phil,Poliakoff, Martyn

, p. 6197 - 6206 (2007/10/03)

A new approach for optimization and monitoring of continuous reactions has been developed using 2D correlation methods for the analysis of GC data (2DCOR-GC). 2DCOR-GC maps are obtained following perturbation of the system that allow the effect of changing reaction parameters such as time, temperature, pressure, or concentration to be both monitored and sequenced with regard to changes in the raw GC data. In this paper, we describe the application of the 2DCOR-GC technique to monitoring the reverse water-gas shift reaction in scCO2. 2DCOR-GC is combined with FT-IR data to validate the methodology. We also report the application of 2DCOR-GC to probe the mechanism of the alkylation of m-cresol with isopropyl alcohol in scCO2 using Nafion SAC-13 as the catalyst. These results identify coeluting peaks that could easily be missed without exhaustive method development.

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