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4-Isopropylbenzaldehyde is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 122-03-2 Structure
  • Basic information

    1. Product Name: 4-Isopropylbenzaldehyde
    2. Synonyms: 4-(1-methylethyl)-benzaldehyd;4-(1-Methylethyl)benzaldehyde;4-(1-methylethyl)-Benzaldehyde;4-(2-propyl)benzaldehyde;4-iPr-Benzaldehyde;Benzaldehyde, p-isopropyl-;Cumal;Cumic aldehyde
    3. CAS NO:122-03-2
    4. Molecular Formula: C10H12O
    5. Molecular Weight: 148.2
    6. EINECS: 204-516-9
    7. Product Categories: Benzene derivatives;Aromatic Aldehydes & Derivatives (substituted)
    8. Mol File: 122-03-2.mol
  • Chemical Properties

    1. Melting Point: 235-236 °C(lit.)
    2. Boiling Point: 235-236 °C(lit.)
    3. Flash Point: 200 °F
    4. Appearance: Clear colorless to yellow/Liquid
    5. Density: 0.977 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 0.0482mmHg at 25°C
    7. Refractive Index: n20/D 1.529(lit.)
    8. Storage Temp.: Store below +30°C.
    9. Solubility: ethanol: soluble1mL/4ML, clear, colorless (70%)
    10. Water Solubility: insoluble
    11. Sensitive: Air Sensitive
    12. Merck: 14,2621
    13. BRN: 636547
    14. CAS DataBase Reference: 4-Isopropylbenzaldehyde(CAS DataBase Reference)
    15. NIST Chemistry Reference: 4-Isopropylbenzaldehyde(122-03-2)
    16. EPA Substance Registry System: 4-Isopropylbenzaldehyde(122-03-2)
  • Safety Data

    1. Hazard Codes: Xn,Xi
    2. Statements: 22-36/37/38
    3. Safety Statements: 26-36-37/39
    4. WGK Germany: 2
    5. RTECS: CU7000000
    6. TSCA: Yes
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 122-03-2(Hazardous Substances Data)

122-03-2 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 122-03-2 differently. You can refer to the following data:
1. clear colorless to yellow liquid
2. Cuminaldehyde has a strong, pungent, cumin-like odor and similar taste.

Occurrence

Reported in a large number of essential oils, cumin, Acacia farnesiana, cinnamon, bitter orange, Mexican lime, Eucalyptus globulus, rue, boldus, Artemisia hausiliensis and others. Also reported in lemon and mandarin peel oil, cinnamon bark, anise, clove bud, cumin seed, turmeric, parsley, calabash nutmeg (Monodora myristica Dunal), angelica root, thyme, beef, brandy, grape and mastic gum fruit oil.

Uses

Different sources of media describe the Uses of 122-03-2 differently. You can refer to the following data:
1. Cuminaldehyde is a flavoring agent that is a liquid, colorless to yellow in appearance, with a strong pungent odor resembling cumin oil. It is insoluble in water and soluble in alcohol and ether. It is obtained from cumin oil. It is also termed p-, cumaldehyde, and cuminal.
2. Cuminaldehyde has been used to study larvicidal and adulticidal toxicity of monoterpenes against Culex pipiens. It has been used in evaluation of chemical composition, antimicrobial and antioxidant activities of essential oil and various extracts of Eucalyptus gilii.

Definition

ChEBI: A member of the class of benzaldehydes that is benzaldehyde substituted by an isopropyl group at position 4. It is a component of essential oils from Cumin and exhibits insecticidal activities.

Preparation

From p-isopropylbenzyl chloride and hexamethylenetetramine (Arctander, 1969).

Taste threshold values

Taste characteristics at 10 ppm: spicy with green cumin and herbal nuances.

General Description

Cuminaldehyde is a constituent of cumin oil that exhibits strong antifungal and antibacterial activities.

Biochem/physiol Actions

Cuminaldehyde increases the insulin secretion in streptozotocin-induced diabetic rats. It suppresses melanin formation in cultured murine B16-F10 melanoma cells.

Safety Profile

Moderately toxic by ingestion and skin contact. A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.

Synthesis

Prepared synthetically by heating p-isopropyl benzoyl chloride with an aqueous or alcoholic hexamethylenetetraamine solution.

Purification Methods

A likely impurity is the benzoic acid. Check the IR for the presence of OH from CO2H, and the CO frequencies. If the acid is present, then dissolve the aldehyde in Et2O, wash it with 10% NaHCO3 until effervescence ceases, then with brine, dry over CaCl2, evaporate and distil the residual oil, preferably under vacuum. It is almost insoluble in H2O, but soluble in EtOH and Et2O. The thiosemicarbazone has m 147o after recrystallisation from aqueous EtOH, MeOH or *C6H6. [Crounse J Am Chem Soc 71 1263 1949, Bernstein et al. J Am Chem Soc 73 906 1951, Gensler & Berman J Am Chem Soc 80 4949 1958, Beilstein 7 H 318, 7 II 347, 7 III 1095, 7 IV 723.]

Check Digit Verification of cas no

The CAS Registry Mumber 122-03-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 2 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 122-03:
(5*1)+(4*2)+(3*2)+(2*0)+(1*3)=22
22 % 10 = 2
So 122-03-2 is a valid CAS Registry Number.

122-03-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (I0168)  Cuminaldehyde  >97.0%(GC)

  • 122-03-2

  • 25g

  • 170.00CNY

  • Detail
  • TCI America

  • (I0168)  Cuminaldehyde  >97.0%(GC)

  • 122-03-2

  • 500g

  • 1,140.00CNY

  • Detail
  • Alfa Aesar

  • (A14019)  4-Isopropylbenzaldehyde, tech. 90%   

  • 122-03-2

  • 25g

  • 227.0CNY

  • Detail
  • Alfa Aesar

  • (A14019)  4-Isopropylbenzaldehyde, tech. 90%   

  • 122-03-2

  • 100g

  • 454.0CNY

  • Detail
  • Alfa Aesar

  • (A14019)  4-Isopropylbenzaldehyde, tech. 90%   

  • 122-03-2

  • 500g

  • 986.0CNY

  • Detail

122-03-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name cuminaldehyde

1.2 Other means of identification

Product number -
Other names Cuminaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fragrances
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:122-03-2 SDS

122-03-2Synthetic route

cuminol
536-60-7

cuminol

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In dichloromethane; water under 760.051 Torr; for 2h; Green chemistry;100%
With dmap; C25H30F17N5O4S(1-)*K(1+); oxygen; copper(II) sulfate In water at 25℃; for 2h; chemoselective reaction;99%
With titanium(IV) oxide; oxygen at 29.84℃; under 760.051 Torr; for 6h; Sealed tube; Irradiation;99%
isopropyllithium
1888-75-1

isopropyllithium

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
Stage #1: 4-bromo-benzaldehyde With bis(tri-tert-butylphosphine)palladium(0); sodium chloride In water at 20℃; for 0.166667h; Negishi Coupling; Schlenk technique;
Stage #2: isopropyllithium With zinc(II) chloride In 2-methyltetrahydrofuran; water at 10℃; for 0.00555556h; Schlenk technique; chemoselective reaction;
98%
4-isopropylbenzaldehyde oxime
3717-17-7, 3717-18-8, 13372-80-0

4-isopropylbenzaldehyde oxime

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With iron(III) chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In water; toluene at 60℃; under 760.051 Torr; for 4h;95%
With tungsten(VI) chloride; zinc In acetonitrile at 20℃; for 0.333333h;92%
2-(4-isopropylphenyl)-1,3-dithiane

2-(4-isopropylphenyl)-1,3-dithiane

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; dimethyl sulfoxide In dichloromethane at 20℃; for 1h;94%
2-(4-isopropylphenyl)-1,3-dithiolane
23229-31-4

2-(4-isopropylphenyl)-1,3-dithiolane

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; dimethyl sulfoxide In dichloromethane at 20℃; for 2.45h;93%
With Oxone; potassium bromide In water; acetonitrile at 20℃; for 0.333333h;92%
With iodosylbenzene In dichloromethane at 20℃; for 0.25h;91%
4-isopropylstyrene
2055-40-5

4-isopropylstyrene

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With dihydrogen peroxide In acetonitrile at 65℃; for 6h;93%
With sodium periodate In water; ethyl acetate; acetonitrile at 0℃; for 3.5h;63%
Stage #1: 4-isopropylstyrene With BO40W12(5-)*2C12H12N6*Co(2+)*3H(1+)*10H2O In acetonitrile for 0.0833333h;
Stage #2: With dihydrogen peroxide In acetonitrile at 70℃; for 7h;
4-isopropylbenzyl chloride
2051-18-5

4-isopropylbenzyl chloride

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With potassium hydroxide; cetyltrimethylammonim bromide; potassium nitrate In water for 4h; pH=10 - 11; Reflux;92%
With 4Na(1+)*6H(1+)*NiMo6O24(10-)=Na4H6NiMo6O24; oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 12h; Irradiation;92%
With potassium nitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; potassium bromide In water for 5h; Reflux;89%
4-i-propylbenzyl bromide
73789-86-3

4-i-propylbenzyl bromide

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With potassium nitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In water for 4h; Reflux;92%
Multi-step reaction with 2 steps
1: eosin y; oxygen / dimethyl sulfoxide / 12 h / 25 °C / Irradiation
2: eosin y / dimethyl sulfoxide / 24 h / 80 °C / Irradiation
View Scheme
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

isopropyl zinc bromide
77047-87-1

isopropyl zinc bromide

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
Stage #1: 4-bromo-benzaldehyde With C40H55Cl5N3Pd In toluene at 0℃; for 0.0833333h; Negishi Coupling; Inert atmosphere; Cooling with ice;
Stage #2: isopropyl zinc bromide In tetrahydrofuran; toluene at 23℃; for 0.5h; Inert atmosphere;
92%
With dichloro(1,3-bis(2,6-bis(3-pentyl)phenyl)imidazolin-2-ylidene)(3-chloropyridyl)palladium(II) In tetrahydrofuran; toluene at 0 - 20℃; for 3h; Negishi coupling reaction; Inert atmosphere;78%
tert-butyl-(4-isopropyl-benzyloxy)-dimethyl-silane

tert-butyl-(4-isopropyl-benzyloxy)-dimethyl-silane

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With N-hydroxyphthalimide; oxygen; cobalt(II) benzoate In acetonitrile at 20℃; for 0.666667h;90%
1,1-diacetoxy-1-(4-i-propylphenyl)methane
7154-10-1

1,1-diacetoxy-1-(4-i-propylphenyl)methane

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With saccharin sulfonic acid at 90℃; for 0.0333333h; Neat (no solvent);90%
With water at 20℃; for 0.166667h; Green chemistry;96 %Chromat.
2-(4-isopropyl-phenyl)-[1,3]oxathiolane
23229-35-8

2-(4-isopropyl-phenyl)-[1,3]oxathiolane

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate at 90℃; for 0.05h;90%
4-iso-propylbenzyl trimethylsilyl ether
71700-48-6

4-iso-propylbenzyl trimethylsilyl ether

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With N-hydroxyphthalimide; oxygen; cobalt(II) benzoate In acetonitrile at 20℃; for 0.333333h;89%
With silica chromate; silica gel In dichloromethane at 20℃; for 0.666667h;82%
2-(4-Isopropylbenzyloxy)-tetrahydropyran
394738-99-9

2-(4-Isopropylbenzyloxy)-tetrahydropyran

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With 1,4-dichloro-1,4-diazoniabicyclo[2,2,2]octane bis-chloride In water at 50℃; for 0.25h; pH=7;88%
1-(4-isopropylphenyl)ethanol
1475-10-1

1-(4-isopropylphenyl)ethanol

A

4-Isopropylbenzoic acid
536-66-3

4-Isopropylbenzoic acid

B

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With sodium nitrate; water; oxygen In dimethyl sulfoxide at 130℃; for 24h;A 88%
B 8%
4-isopropylbenzylamine
4395-73-7

4-isopropylbenzylamine

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With immobilised amine transaminase from the moderate halophilic bacterium Halomonas elongata; sodium pyruvate In aq. phosphate buffer; dimethyl sulfoxide at 37℃; under 760.051 Torr; for 5h; pH=8;84%
4-i-propylbenzyl bromide
73789-86-3

4-i-propylbenzyl bromide

A

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

B

cuminol
536-60-7

cuminol

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In water for 4h; Reflux;A 19%
B 76%
4-isopropylbenzyl chloride
2051-18-5

4-isopropylbenzyl chloride

A

4-Isopropylbenzoic acid
536-66-3

4-Isopropylbenzoic acid

B

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With potassium hydroxide; cetyltrimethylammonim bromide; potassium nitrate In water for 4h; pH=10 - 11; Reflux;A 2 g
B 71%
Isopropylbenzene
98-82-8

Isopropylbenzene

carbon dioxide
124-38-9

carbon dioxide

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
Stage #1: carbon dioxide With zinc(II) cyanide; ruthenium trichloride; rhodium (III) acetate; cobalt(II) acetate; zirconium(IV) acetate for 1h; Autoclave;
Stage #2: Isopropylbenzene at 50℃; under 15001.5 Torr; for 5h;
70.2%
4-isopropylbenzaldehyde oxime
3717-17-7, 3717-18-8, 13372-80-0

4-isopropylbenzaldehyde oxime

A

p-Cyanocumen
13816-33-6

p-Cyanocumen

B

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With pyridine; N-chloro-succinimide In acetonitrile at 20℃;A 70%
B n/a
(4-isopropylphenyl)acetic acid
4476-28-2

(4-isopropylphenyl)acetic acid

A

1-(fluoromethyl)-4-isopropylbenzene
477219-29-7

1-(fluoromethyl)-4-isopropylbenzene

B

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With xenon fluoride In dichloromethane at 20℃; for 14 - 18h; Inert atmosphere;A 67%
B 10%
isopropylboronic acid
80041-89-0

isopropylboronic acid

4-(trifluormethanesulfonyloxy)benzaldehyde
17763-69-8

4-(trifluormethanesulfonyloxy)benzaldehyde

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With potassium phosphate; C20H34O3P2; [Pd(cinnamyl)Cl]2 In toluene at 110℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere;67%
4-methylisopropylbenzene
99-87-6

4-methylisopropylbenzene

A

(4-Isopropyl-phenyl)-nitromethan
33241-77-9

(4-Isopropyl-phenyl)-nitromethan

B

4-isopropylbenzyl nitrate
95543-77-4

4-isopropylbenzyl nitrate

C

para-methylacetophenone
122-00-9

para-methylacetophenone

D

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In acetonitrile at 17℃; for 0.666667h; Irradiation;A 3%
B 62%
C 6%
D 6%
With ammonium cerium(IV) nitrate In acetonitrile at 17℃; for 0.666667h; Irradiation; Further byproducts given;A 3%
B 62%
C 6%
D 6%
2-hydroxy-2-(4-isopropylphenyl)acetonitrile
91132-18-2

2-hydroxy-2-(4-isopropylphenyl)acetonitrile

A

4-Isopropylbenzoic acid
536-66-3

4-Isopropylbenzoic acid

B

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
Stage #1: 2-hydroxy-2-(4-isopropylphenyl)acetonitrile With (η(6)-benzene)chloro[1,2-bis(diphenylphosphino)ethane]ruthenium(II) chloride In benzene at 120℃; for 24h; Inert atmosphere; Schlenk technique;
Stage #2: With water In dichloromethane; ethyl acetate; benzene for 24h;
A 58%
B 36%
4-isopropyl-1-cyclopropylbenzene
27546-49-2

4-isopropyl-1-cyclopropylbenzene

A

(E)-3-(4-isopropylphenyl)acrylaldehyde
86604-05-9

(E)-3-(4-isopropylphenyl)acrylaldehyde

B

5-(4-isopropylphenyl)isoxazoline
119200-34-9

5-(4-isopropylphenyl)isoxazoline

C

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With dinitrogen tetraoxide; triethylamine In dichloromethane at -30℃; for 1h;A 28%
B 50%
C 7%
With dinitrogen tetraoxide In pentane at -30℃; for 6h;A 41%
B 40%
C 10%
With dinitrogen tetraoxide In pentane at -30℃; for 6h;A 40%
B 40%
C 10%
With dinitrogen tetraoxide In dichloromethane at -30℃; for 1h;A 39%
B 40%
C 8%
4-methylisopropylbenzene
99-87-6

4-methylisopropylbenzene

A

1-methyl-4-isopropenylbenzene
1195-32-0

1-methyl-4-isopropenylbenzene

B

2-(4-isopropylbenzyl)-1,4-benzoquinone
69897-58-1

2-(4-isopropylbenzyl)-1,4-benzoquinone

C

4-(2-hydroxy-2-propyl)benzene-1-carbaldehyde
81036-81-9

4-(2-hydroxy-2-propyl)benzene-1-carbaldehyde

D

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With sodium persulfate; sulfuric acid; silver nitrate; p-benzoquinone In water at 60℃; for 0.5h;A 5%
B 45%
C 10%
D 20%
4-methylisopropylbenzene
99-87-6

4-methylisopropylbenzene

A

2-(4-isopropylbenzyl)-1,4-benzoquinone
69897-58-1

2-(4-isopropylbenzyl)-1,4-benzoquinone

B

4-(2-hydroxy-2-propyl)benzene-1-carbaldehyde
81036-81-9

4-(2-hydroxy-2-propyl)benzene-1-carbaldehyde

C

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

D

cuminol
536-60-7

cuminol

Conditions
ConditionsYield
With sodium persulfate; sulfuric acid; silver nitrate; p-benzoquinone In water at 60℃; for 0.5h; Further byproducts given;A 45%
B 10%
C 20%
D 5%
4-methylisopropylbenzene
99-87-6

4-methylisopropylbenzene

p-benzoquinone
106-51-4

p-benzoquinone

A

2-(4-isopropylbenzyl)-1,4-benzoquinone
69897-58-1

2-(4-isopropylbenzyl)-1,4-benzoquinone

B

4-(2-hydroxy-2-propyl)benzene-1-carbaldehyde
81036-81-9

4-(2-hydroxy-2-propyl)benzene-1-carbaldehyde

C

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

D

cuminol
536-60-7

cuminol

Conditions
ConditionsYield
With sodium persulfate; sulfuric acid; silver nitrate In water at 60℃; for 0.5h; Further byproducts given;A 45%
B 10%
C 20%
D 5%
Isopropylbenzene
98-82-8

Isopropylbenzene

tris(diformylamino)methane
332047-72-0

tris(diformylamino)methane

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
Stage #1: Isopropylbenzene; tris(diformylamino)methane With aluminium trichloride In 1,2-dichloro-ethane at -13 - -1℃; for 14h;
Stage #2: With water
38%
With aluminium trichloride In 1,2-dichloro-ethane at -13 - -1℃; for 14h;38%
(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

4-isopropylbenzaldehyde oxime
3717-17-7, 3717-18-8, 13372-80-0

4-isopropylbenzaldehyde oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In ethanol; water Reflux;100%
With hydroxylamine hydrochloride; sodium carbonate In methanol; water at 20℃; for 19.5h;99%
With bismuth(lll) trifluoromethanesulfonate; acetylhydroxamic acid In methanol for 24h; Reflux;97%
cis, trans-1,3-dimethylaminocyclohexane
2579-20-6

cis, trans-1,3-dimethylaminocyclohexane

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

C28H38N2
1217526-87-8

C28H38N2

Conditions
ConditionsYield
In methanol at 20℃; Molecular sieve;100%
In methanol at 20℃; Molecular sieve;
propylamine
107-10-8

propylamine

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

C13H19N
100617-19-4

C13H19N

Conditions
ConditionsYield
at 20℃; for 12h;100%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

2-(4-isopropylphenyl)-1,3-dithiane

2-(4-isopropylphenyl)-1,3-dithiane

Conditions
ConditionsYield
With 1-methyl-3-octylimidazolium hydrogen sulfate ionic liquid [OMIm]HSO4 inside the mesochannels of SBA-15-Pr-SO3H In neat (no solvent) at 20℃; for 2h; chemoselective reaction;100%
With oxygen In acetonitrile at 20℃; for 24h; Irradiation; Green chemistry; chemoselective reaction;95%
With cobalt(II) chloride In acetonitrile at 20℃;93%
With boron trifluoride diethyl etherate In dichloromethane Inert atmosphere;
C17H25NO3

C17H25NO3

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

C27H36N2O2

C27H36N2O2

Conditions
ConditionsYield
With ammonium acetate In ethanol at 20℃; for 17h; Inert atmosphere;100%
C21H27NO3

C21H27NO3

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

C31H38N2O2

C31H38N2O2

Conditions
ConditionsYield
With ammonium acetate In ethanol at 60℃; Inert atmosphere; Sealed tube;100%
C21H28FNO3

C21H28FNO3

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

C31H37FN2O2

C31H37FN2O2

Conditions
ConditionsYield
With ammonium acetate In ethanol at 20℃; for 16h; Inert atmosphere; Sealed tube;100%
ethylenediamine
107-15-3

ethylenediamine

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

N,N‐bis(4‐isopropylbenzylidene)ethane‐1,2‐diamine

N,N‐bis(4‐isopropylbenzylidene)ethane‐1,2‐diamine

Conditions
ConditionsYield
In ethanol at 20℃; for 6h;99%
In methanol for 6h;92%
In ethanol at 40℃; for 10h;80%
at 120℃;
In methanol Inert atmosphere;
(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

4-Isopropylbenzoic acid
536-66-3

4-Isopropylbenzoic acid

Conditions
ConditionsYield
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;99%
With 4H3N*4H(1+)*CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h;99%
With tris[2-(4,6-difluorophenyl)pyridinato-C2,N]-iridium(III); oxygen In acetonitrile at 20℃; Irradiation; Sealed tube; Green chemistry; chemoselective reaction;95%
acetone
67-64-1

acetone

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

(E)-4-(4-isopropylphenyl)but-3-en-2-one
74389-78-9, 81467-89-2

(E)-4-(4-isopropylphenyl)but-3-en-2-one

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 6h; Claisen-Schmidt Condensation;99%
With sodium hydroxide In water at 25℃; for 18h;41%
With sodium hydroxide In water Ambient temperature;16%
With sodium hydroxide In water at 25℃; for 12h;
With sodium hydroxide at 20℃; for 24h; Claisen-Schmidt Condensation;
cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

3-(p-isopropylphenyl)propionic acid
58420-21-6

3-(p-isopropylphenyl)propionic acid

Conditions
ConditionsYield
Stage #1: cycl-isopropylidene malonate; (4-isopropylbenzaldehyde) With formic acid; triethylamine In N,N-dimethyl-formamide at 0 - 80℃; for 14h;
Stage #2: With hydrogenchloride; water In N,N-dimethyl-formamide pH=1 - 2;
99%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

malononitrile
109-77-3

malononitrile

6-amino-2,4-dihydro-4-(4-isopropylphenyl)-3-methylpyrano[2,3-c]pyrazole-5-carbonitrile
326915-75-7, 340812-03-5

6-amino-2,4-dihydro-4-(4-isopropylphenyl)-3-methylpyrano[2,3-c]pyrazole-5-carbonitrile

Conditions
ConditionsYield
With hydrazine hydrate; heptakis(6-amino-6-deoxy)-β-cyclodextrin at 20℃; for 0.0166667h; Neat (no solvent);99%
With hydrazine hydrate; 2-amino-2-hydroxymethyl-1,3-propanediol In ethanol; water at 20℃; for 2.5h; Green chemistry;84%
(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

malononitrile
109-77-3

malononitrile

β,β-dicyano-4-isopropylstyrene
26088-83-5

β,β-dicyano-4-isopropylstyrene

Conditions
ConditionsYield
With Zn(N4,N4'-di(pyridin-4-yl)biphenyl-4,4'-dicarboxamide)(5-aminoisophthalate) In neat (no solvent) for 4h; Knoevenagel Condensation;99%
With 1-butyl-1,2,4-triazolium tetrafluoroborate In ethanol; water at 70℃; for 0.25h; Reagent/catalyst; Knoevenagel Condensation;92%
With tin dioxide In neat (no solvent) at 20℃; Knoevenagel Condensation; Green chemistry;90%
2-Hydroxy-1,4-naphthoquinone
83-72-7

2-Hydroxy-1,4-naphthoquinone

1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

C26H22O4

C26H22O4

Conditions
ConditionsYield
With silica-supported tungstic acid In neat (no solvent) at 60℃; for 0.0666667h; Sonication; Green chemistry;99%
(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

2-((4-isopropylbenzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-((4-isopropylbenzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With C34H28N6Zn In neat (no solvent) at 20℃; for 1h; Glovebox; Schlenk technique;99%
With C24H34N5PSeTi In neat (no solvent) at 30℃; for 2h; Glovebox; Schlenk technique; chemoselective reaction;96%
With [{2-(AdN=CH)–C4H3NK(THF)}n] at 30℃; for 1h; Inert atmosphere; Glovebox; Schlenk technique;92 %Spectr.
triethylsilane
617-86-7

triethylsilane

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

triethyl((4-isopropylbenzyl)oxy)silane
53172-95-5

triethyl((4-isopropylbenzyl)oxy)silane

Conditions
ConditionsYield
With C42H43BN3P2(1+)*C18HBF15(1-) In chloroform at 40℃; for 1h; Reagent/catalyst; Temperature; Schlenk technique; Glovebox;99%
ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

2-(4-isopropylphenyl)-1,3-dithiolane
23229-31-4

2-(4-isopropylphenyl)-1,3-dithiolane

Conditions
ConditionsYield
at 20℃;99%
1-methylindole
603-76-9

1-methylindole

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

bis(1-methyl-indol-3-yl)-4-isopropylphenylmethane

bis(1-methyl-indol-3-yl)-4-isopropylphenylmethane

Conditions
ConditionsYield
With ruthenium trichloride In methanol at 20℃; for 0.05h;98%
2-hydroxy-2-phenylacetophenone
119-53-9

2-hydroxy-2-phenylacetophenone

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

2‐(4‐isopropylphenyl)‐4,5‐diphenyl‐1H‐imidazole
5496-37-7

2‐(4‐isopropylphenyl)‐4,5‐diphenyl‐1H‐imidazole

Conditions
ConditionsYield
With 4,4'-diiodobiphenyl; ammonium acetate In ethanol for 0.5h; Heating;98%
With oxaline; ammonium acetate at 110℃; for 1h;80%
3-amino-2-methyl-6,7-methylenedioxyquinazolin-4(3H)-one
66117-84-8

3-amino-2-methyl-6,7-methylenedioxyquinazolin-4(3H)-one

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

3-[(4-isopropylbenzylidene)amino]-2-methyl-6,7-methylenedioxy-quinazolin-4(3H)-one
1192243-22-3

3-[(4-isopropylbenzylidene)amino]-2-methyl-6,7-methylenedioxy-quinazolin-4(3H)-one

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 20℃; for 1h; diastereoselective reaction;98%
anthranilic acid amide
28144-70-9

anthranilic acid amide

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

2,3-dihydro-2-(4-isopropylphenyl)quinazolin-4(1H)-one
83800-96-8

2,3-dihydro-2-(4-isopropylphenyl)quinazolin-4(1H)-one

Conditions
ConditionsYield
With phosphatidylcholine In water at 80℃; for 1h; Green chemistry;98%
With 1,3,5-trichloro-2,4,6-triazine In acetonitrile at 20℃; for 0.166667h; chemoselective reaction;90%
With silica supported ceric ammonium nitrate (CAN*SiO2) In acetonitrile at 20℃; for 0.166667h;90%
2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

C12H16O2

C12H16O2

Conditions
ConditionsYield
With cyclohexane-1,2-dione hydrolase In aq. buffer at 30℃; for 48h; pH=6.5; Enzymatic reaction;98%
1H-benzimidazol-2-amine
934-32-7

1H-benzimidazol-2-amine

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

malononitrile
109-77-3

malononitrile

2-amino-4-(4-isopropylphenyl)-1,4-dihydrobenzo[4,5]imidazolo[1,2-a]pyrimidine-3-carbonitrile
932995-93-2

2-amino-4-(4-isopropylphenyl)-1,4-dihydrobenzo[4,5]imidazolo[1,2-a]pyrimidine-3-carbonitrile

Conditions
ConditionsYield
With poly(vinylpyrrolidonium) perchlorate ([PVPH]ClO4) at 100℃; for 0.0666667h;98%
With toluene-4-sulfonic acid In neat (no solvent) at 80℃; for 0.55h; Green chemistry;92%
With 1-methyl-3-(trimethoxysilylpropyl)imidazolium hydrogen sulfate supported on rice husk ash In neat (no solvent) at 100℃; for 0.0833333h; Green chemistry;88%
cyclohexanecarbohydrazide
38941-47-8

cyclohexanecarbohydrazide

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

(E)-N'-(4-isopropylbenzylidene)cyclohexanecarbohydrazide

(E)-N'-(4-isopropylbenzylidene)cyclohexanecarbohydrazide

Conditions
ConditionsYield
In ethanol at 20℃; for 2h;98%
diisopropyl hydrogenphosphonate
1809-20-7

diisopropyl hydrogenphosphonate

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

malononitrile
109-77-3

malononitrile

diisopropyl [2,2-dicyano-1-(4-isopropylphenyl)ethyl]phosphonate

diisopropyl [2,2-dicyano-1-(4-isopropylphenyl)ethyl]phosphonate

Conditions
ConditionsYield
With dibutylamine In neat (no solvent) at 20℃; Green chemistry;98%
1-(7-hydroxy-2,2-dimethylchroman-6-yl)ethanone
31273-58-2

1-(7-hydroxy-2,2-dimethylchroman-6-yl)ethanone

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

(E)-1-(7-hydroxy-2,2-dimethylchroman-6-yl)-3-(4-isopropylphenyl)prop-2-en-1-one

(E)-1-(7-hydroxy-2,2-dimethylchroman-6-yl)-3-(4-isopropylphenyl)prop-2-en-1-one

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 90℃; Claisen-Schmidt Condensation; Microwave irradiation;98%
cuminol
536-60-7

cuminol

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In dichloromethane; water under 760.051 Torr; for 2h; Green chemistry;100%
With dmap; C25H30F17N5O4S(1-)*K(1+); oxygen; copper(II) sulfate In water at 25℃; for 2h; chemoselective reaction;99%
With titanium(IV) oxide; oxygen at 29.84℃; under 760.051 Torr; for 6h; Sealed tube; Irradiation;99%
isopropyllithium
1888-75-1

isopropyllithium

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
Stage #1: 4-bromo-benzaldehyde With bis(tri-tert-butylphosphine)palladium(0); sodium chloride In water at 20℃; for 0.166667h; Negishi Coupling; Schlenk technique;
Stage #2: isopropyllithium With zinc(II) chloride In 2-methyltetrahydrofuran; water at 10℃; for 0.00555556h; Schlenk technique; chemoselective reaction;
98%
4-isopropylbenzaldehyde oxime
3717-17-7, 3717-18-8, 13372-80-0

4-isopropylbenzaldehyde oxime

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With iron(III) chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In water; toluene at 60℃; under 760.051 Torr; for 4h;95%
With tungsten(VI) chloride; zinc In acetonitrile at 20℃; for 0.333333h;92%
2-(4-isopropylphenyl)-1,3-dithiane

2-(4-isopropylphenyl)-1,3-dithiane

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; dimethyl sulfoxide In dichloromethane at 20℃; for 1h;94%
2-(4-isopropylphenyl)-1,3-dithiolane
23229-31-4

2-(4-isopropylphenyl)-1,3-dithiolane

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; dimethyl sulfoxide In dichloromethane at 20℃; for 2.45h;93%
With Oxone; potassium bromide In water; acetonitrile at 20℃; for 0.333333h;92%
With iodosylbenzene In dichloromethane at 20℃; for 0.25h;91%

122-03-2Relevant articles and documents

A polyoxometalate@covalent triazine framework as a robust electrocatalyst for selective benzyl alcohol oxidation coupled with hydrogen production

Li, Zhen,Zhang, Junhao,Jing, Xiaoting,Dong, Jing,Liu, Huifang,Lv, Hongjin,Chi, Yingnan,Hu, Changwen

, p. 6152 - 6159 (2021)

Electrocatalytic oxidation has been proven as a sustainable and promising alternative to traditional chemical transformation, but its further development is limited by the use of noble-metal electrocatalysts. Herein, a polyoxometalate-based electrode material,H5PMo10V2O40@CTF(denoted asPMo10V2@CTF), has been successfully fabricated through electrostatic assembly of a molecular polyoxometalate catalyst,PMo10V2, with a porous cationic covalent triazine framework (CTF), which, to our knowledge, represents the first combination of polyoxometalate with a cationic CTF. The resultingPMo10V2@CTFexhibits high activity for the selective electrocatalytic oxidation of alcohols to aldehydes, achieving 99% conversion of benzyl alcohol, over 99% selectivity of benzyl aldehyde, and at the same time near unity H2production. Notably, the reported electrocatalytic system presents good atom economy, high energy conversion (96% faradaic efficiency), remarkable catalytic activity and robustness for at least eight recycles. Based on the various experimental and spectroscopic analyses, a possible catalytic mechanism was proposed, revealing that such excellent electrocatalytic performance is attributed to the versatile redox ability ofPMo10V2and the good porosity and adsorption property of the CTF in the constructedPMo10V2@CTFcomposite.

Comparison of selective oxidation of aromatic alcohols using copper(II) chromite-titanium dioxide nanocomposite at reflux, light irradiation, and microwave conditions

Shojaei, Abdollah Fallah,Shirini, Farhad,Hedayati, Elaheh

, p. 1312 - 1317 (2017)

CuCr2O4/TiO2 nanocomposites with different TiO2 contents were synthesized by using sol-gel method. Products were characterized by X-ray diffraction, scanning electron microscopy, and transmission electron microscopy. Results demonstrated a cubic normal spinel structure for copper (2+) chromite, with the particle sizes of about 25–40 nm. Activities of CuCr2O4 nanopowders and CuCr2O4/TiO2 nanocomposite were tested for oxidation of benzylic alcohols to aldehydes at reflux, light irradiation, and microwave conditions. The influence of some parameters on the oxidation of alcohol, such as optimum molar ratio of chromite to titanium dioxide, catalyst dosage, and type and amount of oxidant and solvents (dichloromethane, acetonitrile, and ethanol) was studied to determine the optimal operating conditions for alcohol oxidation in reflux, light irradiation, and microwave conditions.

Gold nanoparticles supported on Cs2CO3 as recyclable catalyst system for selective aerobic oxidation of alcohols at room temperature

Karimi, Babak,Kabiri Esfahani, Farhad

, p. 5555 - 5557 (2009)

NaAuCl4/Cs2CO3 was found to be a simple bench top, recyclable and selective catalyst system for the aerobic oxidation of various types of alcohols into their corresponding aldehydes and ketones at room temperature without the need for any further polymeric and/or oxidic support.

A chloro bridged Cu(II)-Cu(II) complex of a new aminophenol ligand: Magnetostructural, radical decay kinetic studies, highly efficient and aerial alcohol oxidation

Balaghi, S. Esmael,Safaei, Elham,Rafiee, Mohammad,Kowsari, Mohammad Hossein

, p. 94 - 103 (2012)

A new tripodal aminophenol-based ligand containing a pyridine unit was synthesized and characterized by IR and 1H NMR spectroscopic techniques. A dimeric copper(II) complex of this ligand was prepared and characterized by X-ray crystallography, DFT calculations, spectroscopic techniques and magnetic susceptibility measurements. X-ray analysis revealed a complex in which one phenolate, and amine and imine nitrogens of the ligand are arranged in a distorted square pyramidal geometry (SP) around the copper ions. Two chloride bridges hold both copper atoms together to form the binuclear [LAphCuCl]2 complex. This complex exhibits nearly no superexchange coupling between the copper centers. The phenolate moieties of the copper complex were electrochemically oxidized to phenoxyl radical cations [LAphCuCl]2+. The decay kinetics of the mentioned radical were investigated using a simulation of the voltammogram data. In addition, highly efficient and eco-friendly oxidation of alcohols to aldehydes was achieved with molecular oxygen or air as the oxidant and the [LAphCuCl]2-Cs2CO3 system as a catalyst.

Design and development of natural and biocompatible raffinose-Cu2O magnetic nanoparticles as a heterogeneous nanocatalyst for the selective oxidation of alcohols

Eivazzadeh-Keihan, Reza,Esmaeili, Mir Saeed,Ghafuri, Hossein,Maleki, Ali,Varzi, Zahra

, (2020)

Natural polymers are recently playing a vital role as a support for the noble metals. In the present study, raffinose from the classes of oligosaccharide polymer with a high capacity of magnetization was used as active support for the copper metal. The copper immobilized on the raffinose-based magnetic nanoparticles (MNPs) which can be used as a recyclable heterogeneous nanocatalyst for the selective oxidation of primary benzyl alcohols (PBA) to benzaldehyde (BAD) derivatives. The morphology and structure of the recoverable magnetic nanocatalyst were characterized using different microscopic and spectroscopic techniques including FT-IR, GC, VSM, XRD, TEM, TGA, FESEM and EDS analyses. Also, the optimum conditions of co-reactant, reaction time, oxidant, temperature and amount of the nanocatalyst for oxidation reaction were investigated. Moreover, the Fe3O4?raffinose-Cu2O NPs had a significant effect to enhance yield and reduce the reaction time.

Bimetallic synergistic Au/CuO-hydroxyapatite catalyst for aerobic oxidation of alcohols

Tian, Tao,Liu, Ying,Zhang, Xungao

, p. 1358 - 1364 (2015)

A catalyst consisting of Au supported on copper oxide-modified hydroxyapatite (Au/CuO-HAP) was prepared using a homogeneous deposition-precipitation method. The catalyst was characterized using atomic absorption spectrometry, N2 adsorption-desorption, powder X-ray diffraction, transmission electron microscopy, and X-ray photoelectron spectroscopy. The catalytic performance in liquid-phase aerobic oxidation of alcohols was investigated. The catalytic activity and benzaldehyde selectivity in benzyl alcohol oxidation with the bimetallic Au/CuO-HAP catalyst were significantly better than those with monometallic Au/HAP and CuO-HAP catalysts. The conversion of benzyl alcohol and selectivity for benzaldehyde at 120 °C for 1.5 h under aerobic oxidation conditions were 99.7% and 98.4%, respectively. Various aromatic alcohols were selectively converted to their corresponding aldehydes or ketones over Au/CuO-HAP. The Au/CuO-HAP catalyst could be reused at least four times without loss of activity.

Preparation of large-size, superparamagnetic, and highly magnetic Fe3O4@PDA core-shell submicrosphere-supported nano-palladium catalyst and its application to aldehyde preparation through oxidative dehydrogenation of benzyl alcohols

Guo, Haichang,Zheng, Renhua,Jiang, Huajiang,Xu, Zhenyuan,Xia, Aibao

, (2019)

Large-size, superparamagnetic, and highly magnetic Fe3O4@PDA core-shell submicrospheresupported nano-palladium catalysts were prepared in this study. Dopamine was encapsulated on the surface of Fe3O4 particles via self-polymerization and then protonated to positively charge the microspheres. PdCl42- was dispersed on the surface of the microspheres by positive and negative charge attraction and then reduced to nano-palladium. With air as oxidant, the catalyst can successfully catalyze the dehydrogenation of benzyl alcohols to produce the corresponding aldehydes at 120 °C.

Three new imidazole-functionalized hexanuclear oxidovanadium clusters with exceptional catalytic oxidation properties for alcohols

Chen, Baokuan,Huang, Xianqiang,Wang, Boe,Lin, Zhengguo,Hu, Jufang,Chi, Yingnan,Hu, Changwen

, p. 4408 - 4413 (2013)

Cluster cat: Three new imidazole-functionalized neutral hexanuclear vanadium clusters have been prepared, one of which shows exceptional catalytic activity in the selective aerobic oxidation of alcohols (see scheme). Furthermore, these new polyoxovanadium clusters can be readily recycled and reused with unchanged catalytic activity. A plausible catalytic cycle is also proposed. Copyright

Multifunctional radical-doped polyoxometalate-based host-guest material: Photochromism and photocatalytic activity

Liao, Jian-Zhen,Zhang, Hai-Long,Wang, Sa-Sa,Yong, Jian-Ping,Wu, Xiao-Yuan,Yu, Rongmin,Lu, Can-Zhong

, p. 4345 - 4350 (2015)

An effective strategy to synthesize multifunctional materials is the incorporation of functional organic moieties and metal oxide clusters via self-assembly. A rare multifunctional radical-doped zinc-based host-guest crystalline material was synthesized with a fast-responsive reversible ultraviolet visible light photochromism, photocontrolled tunable luminescence, and highly selective photocatalytic oxidation of benzylic alcohols as a result of blending of distinctively different functional components, naphthalenediimide tectons, and polyoxometalates (POMs). It is highly unique to link π-electron-deficient organic tectons and POMs by unusual POMs anion-π interactions, which are not only conducive to keeping the independence of each component but also effectively promoting the charge transfer or exchange among the components to realize the fast-responsive photochromism, photocontrolled tunable luminescence, and photocatalytic activity.

Tuning of the redox potential and catalytic activity of a new Cu(ii) complex by: O -iminobenzosemiquinone as an electron-reservoir ligand

Nasibipour, Mina,Safaei, Elham,Wrzeszcz, Grzegorz,Wojtczak, Andrzej

, p. 4426 - 4439 (2020)

The synthesis and characterization of a new Cu(ii) complex, LNIS2CuII (LNIS = o-iminobenzosemiquinone), are reported. X-ray crystallography studies showed that two o-iminobenzosemiquinone radicals form a distorted square-planar geometry around the Cu(ii) center of LNIS2CuII. Magnetic measurements revealed the paramagnetic character of the complex caused by the presence of three unpaired electrons located on the o-iminobenzosemiquinonate ligands and the CuII center. Magnetochemical experiments, and EPR and DFT studies prove that the ground state of the complex is a doublet, which is consistent with the ferromagnetic coupling between Cu(ii) and o-iminobenzosemiquinone centers and stronger antiferromagnetic coupling between the iminobenzosemiquinone moieties. The ligand-centered redox reactions of the complex were studied by cyclic voltammetry. Aerobic oxidation of alcohols to aldehydes with TEMPO was studied in the presence of LNIS2CuII. Furthermore, LNIS2CuII was found to be an efficient catalyst in homo-coupling of terminal alkynes.

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