Product Name

  • Name

    2-ISO-PROPOXYBENZALDEHYDE

  • EINECS
  • CAS No. 22921-58-0
  • Article Data30
  • CAS DataBase
  • Density 1.036 g/cm3
  • Solubility
  • Melting Point
  • Formula C10H12O2
  • Boiling Point 257.3 °C at 760 mmHg
  • Molecular Weight 164.204
  • Flash Point 107.9 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 22921-58-0 (2-ISO-PROPOXYBENZALDEHYDE)
  • Hazard Symbols
  • Synonyms 2-(Methylethoxy)benzaldehyde;
  • PSA 26.30000
  • LogP 2.28630

Synthetic route

salicylaldehyde
90-02-8

salicylaldehyde

isopropyl bromide
75-26-3

isopropyl bromide

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 20h; Inert atmosphere;98%
With potassium carbonate In N,N-dimethyl-formamide for 48h; Ambient temperature;96%
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 60℃;95%
2-iodo-propane
75-30-9

2-iodo-propane

salicylaldehyde
90-02-8

salicylaldehyde

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate95%
With potassium carbonate In N,N-dimethyl-formamide at 20 - 60℃; for 16h; Inert atmosphere; Sealed vial;88%
With potassium carbonate; caesium carbonate In acetonitrile at 50℃; for 24h;85%
1-bromo-2-isopropoxybenzene
701-07-5

1-bromo-2-isopropoxybenzene

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

Conditions
ConditionsYield
70%
2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

isopropyl bromide
75-26-3

isopropyl bromide

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 2h;
2-ethoxylbenzaldehyde
613-69-4

2-ethoxylbenzaldehyde

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 87 percent / pyridine / ethanol / 1 h / Heating
2: 15 percent / 650 °C / 0.03 Torr
3: 27 percent / K2CO3 / dimethylformamide / 21 h / 20 °C
View Scheme
2-methoxybenzaldehyde O-methyloxime
107369-63-1

2-methoxybenzaldehyde O-methyloxime

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 24 percent / 650 °C / 0.03 Torr
2: 27 percent / K2CO3 / dimethylformamide / 21 h / 20 °C
View Scheme
ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

1-<3.5-dibromo-2.4-dihydroxy-phenyl>-ethanone-(1)

1-<3.5-dibromo-2.4-dihydroxy-phenyl>-ethanone-(1)

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 81 percent / pyridine / ethanol / 1 h / Heating
2: 24 percent / 650 °C / 0.03 Torr
3: 27 percent / K2CO3 / dimethylformamide / 21 h / 20 °C
View Scheme
2-ethoxybenzaldehyde O-methyloxime
403705-98-6

2-ethoxybenzaldehyde O-methyloxime

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 15 percent / 650 °C / 0.03 Torr
2: 27 percent / K2CO3 / dimethylformamide / 21 h / 20 °C
View Scheme
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

1-(2-Isopropoxy-phenyl)-prop-2-en-1-ol

1-(2-Isopropoxy-phenyl)-prop-2-en-1-ol

Conditions
ConditionsYield
In tetrahydrofuran100%
glycine ethyl ester hydrochloride
623-33-6

glycine ethyl ester hydrochloride

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

(E)-ethyl 2-((2-isopropoxybenzylidene)amino)acetate

(E)-ethyl 2-((2-isopropoxybenzylidene)amino)acetate

Conditions
ConditionsYield
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 0.0833333h;
Stage #2: 2-isopropoxybenzaldehyde In dichloromethane		96%
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 0.0833333h;
Stage #2: 2-isopropoxybenzaldehyde In dichloromethane at 20℃; for 16h;		96%
N-methoxylamine hydrochloride
593-56-6

N-methoxylamine hydrochloride

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

2-isopropoxybenzaldehyde O-methyloxime
403705-99-7

2-isopropoxybenzaldehyde O-methyloxime

Conditions
ConditionsYield
With pyridine In ethanol for 1h; Heating;90%
2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2-(2-isopropoxyphenyl)-5-nitro-1H-benzo[d]imidazole
1233488-54-4

2-(2-isopropoxyphenyl)-5-nitro-1H-benzo[d]imidazole

Conditions
ConditionsYield
With sodium metabisulfite In N,N-dimethyl-formamide at 70℃; Microwave irradiation;90%
2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

C10H13NO2

C10H13NO2

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium hydroxide In methanol; water at 20℃; for 1h;90%
Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

o-isopropoxystyrene
67191-35-9

o-isopropoxystyrene

Conditions
ConditionsYield
With potassium 2-methylbutan-2-olate In toluene at -20℃; for 1h;89%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In diethyl ether at 0℃; for 1h; Schlenk technique; Glovebox; Inert atmosphere;
Stage #2: 2-isopropoxybenzaldehyde In diethyl ether at 0℃; for 1h;		80%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; pentane at 0 - 20℃; for 1h;
Stage #2: 2-isopropoxybenzaldehyde In tetrahydrofuran; pentane at 0℃; for 12h; Further stages.;		3.2 g
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 4h;
Stage #2: 2-isopropoxybenzaldehyde In tetrahydrofuran; hexane for 1h;		3.66 g
2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

1-(2,2-dichloroethyl-1-ene)-2-iso-propyloxybenzene

1-(2,2-dichloroethyl-1-ene)-2-iso-propyloxybenzene

Conditions
ConditionsYield
88%
2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

N-butylamine
109-73-9

N-butylamine

C14H23NO

C14H23NO

Conditions
ConditionsYield
Stage #1: 2-isopropoxybenzaldehyde; N-butylamine With sodium sulfate In tetrahydrofuran for 2h;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol for 2h;		88%
2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

[2-(propan-2-yloxy)phenyl]methanol

[2-(propan-2-yloxy)phenyl]methanol

Conditions
ConditionsYield
With sodium tetrahydroborate; sodium hydroxide In water at 20℃; for 4h;85%
With sodium tetrahydroborate In methanol at 20℃; Cooling with ice;
ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

C16H20O4
1173178-82-9

C16H20O4

Conditions
ConditionsYield
With piperidine; acetic acid In benzene Knoevenagel condensation; Inert atmosphere; Reflux;84%
malonic acid
141-82-2

malonic acid

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

(E)-3-(2-isopropoxyphenyl)acrylic acid
60326-41-2

(E)-3-(2-isopropoxyphenyl)acrylic acid

Conditions
ConditionsYield
With piperidine; pyridine at 100℃; for 4h;82%
With piperidine; pyridine
2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

2-(2-propoxy)-5-bromobenzaldehyde
138505-25-6

2-(2-propoxy)-5-bromobenzaldehyde

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃;82%
carbon dioxide
124-38-9

carbon dioxide

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

α-bromoacetophenone
70-11-1

α-bromoacetophenone

(3-(2-isopropoxyphenyl)oxiran-2-yl)(phenyl)methanone

(3-(2-isopropoxyphenyl)oxiran-2-yl)(phenyl)methanone

4-benzoyl-5-(2-isopropoxyphenyl)-1,3-dioxolan-2-one

4-benzoyl-5-(2-isopropoxyphenyl)-1,3-dioxolan-2-one

Conditions
ConditionsYield
With lithium diisopropyl amide In 1,4-dioxane at 35℃; under 760.051 Torr; for 0.166667h;A 5%
B 82%
...Expand
methylamine hydrochloride
593-51-1

methylamine hydrochloride

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

N-(2-isopropoxybenzylidene)methanamine
1428568-81-3

N-(2-isopropoxybenzylidene)methanamine

Conditions
ConditionsYield
With sodium hydrogencarbonate In neat (no solvent) at 20℃; for 1h; Green chemistry;82%
BARBITURIC ACID
67-52-7

BARBITURIC ACID

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

5-(2-isopropyloxybenzylidene)barbituric acid

5-(2-isopropyloxybenzylidene)barbituric acid

Conditions
ConditionsYield
In ethanol; water at 75℃; for 0.0833333h;82%
2,2,2-trifluorodiazoethane
371-67-5

2,2,2-trifluorodiazoethane

4-methoxy-aniline
104-94-9

4-methoxy-aniline

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

C26H29F3N2O3

C26H29F3N2O3

Conditions
ConditionsYield
With (R)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-1,1'-binaphthyl phosphate; meso-tetraphenylporphyrin iron(III) chloride In toluene at -10℃; for 0.5h; Molecular sieve; Inert atmosphere; stereoselective reaction;81%
...Expand
2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

2-phenoxyaniline
2688-84-8

2-phenoxyaniline

N-(2-isopropoxybenzyl)-2-phenoxyaniline

N-(2-isopropoxybenzyl)-2-phenoxyaniline

Conditions
ConditionsYield
Stage #1: 2-isopropoxybenzaldehyde; 2-phenoxyaniline In methanol at 20℃; for 0.5h;
Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h;		80%
With sodium borohydrid; acetic acid In methanol
2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

2-(furan-2-yl)-2-methyl-[1,3]dioxolane
69536-36-3

2-(furan-2-yl)-2-methyl-[1,3]dioxolane

(2-methoxyphenyl)-[5-(2-methyl[1,3]dioxolane-2-yl)furan-2-yl]methyl alcohol
500367-42-0

(2-methoxyphenyl)-[5-(2-methyl[1,3]dioxolane-2-yl)furan-2-yl]methyl alcohol

Conditions
ConditionsYield
Stage #1: 2-(furan-2-yl)-2-methyl-[1,3]dioxolane With n-butyllithium In tetrahydrofuran; hexane at -78 - -30℃; for 1.16667h;
Stage #2: 2-isopropoxybenzaldehyde In tetrahydrofuran; hexane at -78 - 0℃; for 0.333333h;
Stage #3: With ammonium chloride; water In tetrahydrofuran; hexane		77%
1-(3-isopropoxyphenyl)ethanone
114590-73-7

1-(3-isopropoxyphenyl)ethanone

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

C21H24O3

C21H24O3

Conditions
ConditionsYield
With potassium hydroxide In ethanol75%
5-amino-1-(4-bromophenyl)-1H-pyrazole-4-carboxamide
50427-80-0

5-amino-1-(4-bromophenyl)-1H-pyrazole-4-carboxamide

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

1-(4-bromophenyl)-6-(2-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

1-(4-bromophenyl)-6-(2-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

Conditions
ConditionsYield
With iodine In acetonitrile for 6h; Reflux;70%
1-(benzo[d]thiazol-2-ylsulfonyl)propan-2-one
105445-57-6

1-(benzo[d]thiazol-2-ylsulfonyl)propan-2-one

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

(E)-3-(benzo[d]thiazol-2-ylsulfonyl)-4-(2-isopropoxyphenyl)but-3-en-2-one

(E)-3-(benzo[d]thiazol-2-ylsulfonyl)-4-(2-isopropoxyphenyl)but-3-en-2-one

Conditions
ConditionsYield
Stage #1: 1-(benzo[d]thiazol-2-ylsulfonyl)propan-2-one With titanium(IV) isopropylate In acetonitrile at 20℃; for 0.5h; Knoevenagel Condensation; Sealed tube;
Stage #2: 2-isopropoxybenzaldehyde In acetonitrile at 20℃; for 5h; Knoevenagel Condensation; Sealed tube;		69%
formaldehyd
50-00-0

formaldehyd

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

5-(chloromethyl)-2-isopropyloxybenzaldehyde

5-(chloromethyl)-2-isopropyloxybenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride In water at 50℃; for 3h;66%
With hydrogenchloride35%
2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

2-isopropoxy-5-nitro-benzaldehyde
166263-27-0

2-isopropoxy-5-nitro-benzaldehyde

Conditions
ConditionsYield
With nitric acid In dichloromethane at 10℃; for 2h;65%
With nitric acid In dichloromethane at -10 - 10℃;50%
5-amino-1-phenyl-1H-pyrazole-4-carboxamide
50427-77-5

5-amino-1-phenyl-1H-pyrazole-4-carboxamide

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

1-(4-phenyl)-6-(2-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

1-(4-phenyl)-6-(2-isopropoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

Conditions
ConditionsYield
With iodine In acetonitrile for 6h; Reflux;65%
2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

benzylamine
100-46-9

benzylamine

C14H23NO

C14H23NO

Conditions
ConditionsYield
Stage #1: 2-isopropoxybenzaldehyde; benzylamine With sodium sulfate In tetrahydrofuran for 2h;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol for 2h;		61%
ethyl-2-azidoacetate
637-81-0

ethyl-2-azidoacetate

sodium methylate
124-41-4

sodium methylate

2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

methyl 2-azido-3-(2-propoxyphenyl)acrylate

methyl 2-azido-3-(2-propoxyphenyl)acrylate

Conditions
ConditionsYield
In methanol at -20 - 0℃; for 14h;57%
...Expand
2-isopropoxybenzaldehyde
22921-58-0

2-isopropoxybenzaldehyde

phenylacetylene
536-74-3

phenylacetylene

1-(2-isopropoxyphenyl)-3-phenylprop-2-yn-1-ol

1-(2-isopropoxyphenyl)-3-phenylprop-2-yn-1-ol

Conditions
ConditionsYield
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: 2-isopropoxybenzaldehyde In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Inert atmosphere;		54.4%

Benzaldehyde,2-(1-methylethoxy)- Specification

The Benzaldehyde,2-(1-methylethoxy)-, with the CAS registry number of 22921-58-0, is also known as 2-(Methylethoxy)benzaldehyde. This chemical's molecular formula is C10H12O2 and molecular weight is 164.21. What's more, its IUPAC name is 2-Propan-2-yloxybenzaldehyde.

Physical properties about the Benzaldehyde,2-(1-methylethoxy)- are: (1)ACD/LogP: 2.59; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 3; (6)Polar Surface Area: 26.3 Å2; (7)Index of Refraction: 1.529; (8)Molar Refractivity: 48.9 cm3; (9)Molar Volume: 158.4 cm3; (10)Surface Tension: 35.1 dyne/cm; (11)Density: 1.036 g/cm3; (12)Flash Point: 107.9 °C; (13)Enthalpy of Vaporization: 49.49 kJ/mol; (14)Boiling Point: 257.3 °C at 760 mmHg; (15)Vapour Pressure: 0.0146 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O=Cc1ccccc1OC(C)C
(2) InChI: InChI=1/C10H12O2/c1-8(2)12-10-6-4-3-5-9(10)7-11/h3-8H,1-2H3
(3) InChIKey: ZZJVNPRHHLLANO-UHFFFAOYAX

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