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2028-33-3

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Basic Information
CAS No.: 2028-33-3
Name: 2-(1-Methyl-2-oxopropyl)-1H-isoindole-1,3-(2H)-dione
Article Data: 16
Molecular Structure:
Molecular Structure of 2028-33-3 (2-(1-Methyl-2-oxopropyl)-1H-isoindole-1,3-(2H)-dione)
Formula: C12H11NO3
Molecular Weight: 217.224
Synonyms: Phthalimide,N-(1-methylacetonyl)- (6CI,7CI,8CI);3-Phthalimido-2-butanone;
Density: 1.29 g/cm3
Melting Point: 85-86 °C
Boiling Point: 345.3 °C at 760 mmHg
Flash Point: 154.2 °C
Appearance: white crystalline powder
PSA: 54.45000
LogP: 1.19800
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Synthetic route
1074-82-4

potassium phtalimide

814-75-5

3-bromo-butanone

2028-33-3

2-(1-methyl-2-oxo-propyl)-isoindole-1,3-dione

Conditions
ConditionsYield
at 20℃; for 0.233333h; Ionic liquid;96%
In N,N-dimethyl-formamide at 20℃;
4091-39-8

3-chloro-2-butanone

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potassium phtalimide

2028-33-3

2-(1-methyl-2-oxo-propyl)-isoindole-1,3-dione

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20 - 25℃; for 8h; Temperature;95%
In N,N-dimethyl-formamide at 20℃;
In N,N-dimethyl-formamide at 20℃; for 3h;
In N,N-dimethyl-formamide at 20℃;

2-(2-hydroxy-1-methyl-propyl)-isoindole-1,3-dione

2028-33-3

2-(1-methyl-2-oxo-propyl)-isoindole-1,3-dione

Conditions
ConditionsYield
With manganese(IV) oxide; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 2,6-Di-tert-butyl-1,4-benzoquinone In acetone at 65℃; for 17h; Temperature; Inert atmosphere;80%
7065-05-6

2-(1-methylallyl)isoindole-1,3-dione

A

2028-33-3

2-(1-methyl-2-oxo-propyl)-isoindole-1,3-dione

B

4667-80-5

2-(1,3-dioxoisoindolin-2-yl)butan-4-al

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride; silver(I) nitrite; copper(II) choride dihydrate; nitromethane; oxygen; tert-butyl alcohol at 20℃; under 760.051 Torr; for 6h; Wacker Oxidation;A n/a
B 79%
917-54-4

methyllithium

21860-84-4

2-phthalimidopropionic acid

2028-33-3

2-(1-methyl-2-oxo-propyl)-isoindole-1,3-dione

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at -70 - 20℃; for 1h; Temperature;62%
3416-57-7

N-acetonylphthalimide

74-88-4

methyl iodide

2028-33-3

2-(1-methyl-2-oxo-propyl)-isoindole-1,3-dione

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide at 60℃; for 17h;
2028-33-3

2-(1-methyl-2-oxo-propyl)-isoindole-1,3-dione

21419-24-9

3-Amino-2-butanone hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In acetic acid Heating;
2028-33-3

2-(1-methyl-2-oxo-propyl)-isoindole-1,3-dione

2-hydroxymethyl-N-(2-hydroxy-1-methylpropyl)-benzamide

Conditions
ConditionsYield
With sodium borohydrid In aqueous propan-2-ol; water; acetic acid
2028-33-3

2-(1-methyl-2-oxo-propyl)-isoindole-1,3-dione

70386-38-8

D,L-1-bromo-3-phthalimido-2-butanone

Conditions
ConditionsYield
With bromine In water; acetic acid at 20℃;
With bromine; acetic acid at 20℃;
2028-33-3

2-(1-methyl-2-oxo-propyl)-isoindole-1,3-dione

1240790-62-8

C21H16N4O2S

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: bromine; acetic acid / 20 °C
2.1: ethanol / 20 °C
2.2: Reflux
3.1: sodium hydrogencarbonate / ethanol / Reflux
View Scheme
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    Product Name: 2-(1-Methyl-2-oxopropyl)-1H-isoindole-1,3-(2H)-dione Synonyms: N-[3-BUTANONE(2)]-PHTHALIMIDE;2-(1-Methyl-2-Oxopropyl)-1h-Isoindole-1,3(2h)-Dione;N-(1-Methyl-2-oxopropyl)phthalimide CAS: 2028-33-3 MF: C12H11NO3 MW: 217.22 EINECS:

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Specification

The systematic name of 2-(1-Methyl-2-oxopropyl)-1H-isoindole-1,3-(2H)-dione is 2-(1-methyl-2-oxopropyl)-1H-isoindole-1,3(2H)-dione. With the CAS registry number 2028-33-3, it is also named as N-(1-Methyl-2-oxo-propyl)phthalimide. The product is white crystalline powder, which  is used as intermediate of Ftibamzone. In addition, its molecular formula is C12H11NO3 and its molecular weight is 217.22.

The other characteristics of 2-(1-Methyl-2-oxopropyl)-1H-isoindole-1,3-(2H)-dione can be summarized as: (1)ACD/LogP: 1.67; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.67; (4)ACD/LogD (pH 7.4): 1.67; (5)ACD/BCF (pH 5.5): 10.93; (6)ACD/BCF (pH 7.4): 10.93; (7)ACD/KOC (pH 5.5): 192.75; (8)ACD/KOC (pH 7.4): 192.75; (9)H bond acceptors: 4; (10)H bond donors: 0; (11)Freely Rotating Bonds: 2; (12)Polar Surface Area: 54.45 Å2; (13)Index of Refraction: 1.581; (14)Molar Refractivity: 56.16 cm3; (15)Molar Volume: 168.3 cm3; (16)Polarizability: 22.26×10-24cm3; (17)Surface Tension: 52.2 dyne/cm; (18)Density: 1.29 g/cm3; (19)Flash Point: 154.2 °C; (20)Melting Point: 85-86 °C; (21)Enthalpy of Vaporization: 58.94 kJ/mol; (22)Boiling Point: 345.3 °C at 760 mmHg; (23)Vapour Pressure: 6.21E-05 mmHg at 25 °C.

Production methods of 2-(1-Methyl-2-oxopropyl)-1H-isoindole-1,3-(2H)-dione: use Phthalimide reacting with Potassium hydroxide to get Phthalimide potassium salt, and then use the latter heating and condensation with 3 - Bromo D -2 ketone to get the product.

People can use the following data to convert to the molecule structure.
SMILES:CC(=O)C(C)N2C(=O)c1ccccc1C2=O
InChI:InChI=1/C12H11NO3/c1-7(8(2)14)13-11(15)9-5-3-4-6-10(9)12(13)16/h3-7H,1-2H3
InChIKey:NKPDEEQLUDNJPD-UHFFFAOYAO
Std. InChI:InChI=1S/C12H11NO3/c1-7(8(2)14)13-11(15)9-5-3-4-6-10(9)12(13)16/h3-7H,1-2H3
Std. InChIKey:NKPDEEQLUDNJPD-UHFFFAOYSA-N