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1H-Isoindole-1,3(2H)-dione,2-amino-
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Name

1H-Isoindole-1,3(2H)-dione,2-amino-

 EINECS 217-505-9
CAS No. 1875-48-5 Density 1.472 g/cm3
PSA 63.40000 LogP 0.79450
Solubility N/A Melting Point 200-202 °C
Formula C9H10O4 Boiling Point 348.6 °C at 760 mmHg
Molecular Weight 162.148 Flash Point 164.6 °C
Transport Information N/A Appearance white to off-white crystalline powder
Safety 22-26-36/37-45 Risk Codes 36/37/38-42/43
Molecular Structure Molecular Structure of 1875-48-5 (N-AMINOPHTHALIMIDE) Hazard Symbols HarmfulXn
Synonyms

Phthalic acid,cyclic hydrazide;NSC 91685;Phthalimide,N-amino- (7CI,8CI);1,1-Phthaloylhydrazine;2-Amino-1H-isoindole-1,3(2H)-dione;2-Aminoisoindole-1,3-dione;Hydrazine, 1,1-(1,2-phenylenedicarbonyl)-;N-Aminophthalimide;NSC 407982;

Article Data 47

1H-Isoindole-1,3(2H)-dione,2-amino- Synthetic route

136918-14-4

phthalimide

1875-48-5

N-aminophthalamide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 0 - 20℃; for 2h; Large scale;99.5%
With hydrazine hydrate In ethanol; water at -20 - 20℃; for 4h;92%
With hydrazine In ethanol at 5℃; for 2h;75%
49678-79-7

3t-(4-chloro-phenyl)-2-cyano-1-phthalimido-aziridine-2r-carboxylic acid methyl ester

A

1875-48-5

N-aminophthalamide

B

84118-25-2

methyl 2-cyano-3-(isopropylamino)-4-phenylbut-2-enoate

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 2h; Ambient temperature;A n/a
B 98%
72011-38-2

2-cyano-3-(isopropylimino)-2-(methoxycarbonyl)-4-(p-methoxyphenyl)-1-phthalimidoazetidine

A

1875-48-5

N-aminophthalamide

B

84118-27-4

methyl 2-cyano-3-(isopropylamino)-4-(p-methylphenyl)-but-2-enoate

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 2h; Ambient temperature;A n/a
B 95%
72011-33-7

2-cyano-2-(methoxycarbonyl)-4-(p-chlorophenyl)-1-phthalimido-3-(tert-butylimino)azetidine

A

1875-48-5

N-aminophthalamide

B

84130-26-7

methyl 2-cyano-3-(tert-butylamino)-4-(p-chlorophenyl)but-2-enoate

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 2h; Ambient temperature;A n/a
B 95%
343797-05-7

2-cyano-3-(isopropylimino)-2-(methoxycarbonyl)-4-(p-chlorophenyl)-1-phthalimidoazetidine

A

1875-48-5

N-aminophthalamide

B

84118-26-3

methyl 2-cyano-3-(isopropylamino)-4-(p-chlorophenyl)-but-2-enoate

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 2h; Ambient temperature;A n/a
B 95%
1074-82-4

potassium phtalimide

1875-48-5

N-aminophthalamide

Conditions
ConditionsYield
With O-(diphenylphosphinyl)hydroxylamine In N,N-dimethyl-formamide at 20℃; for 4h;92%
75889-07-5

N-(2-hydroxyethyl)-2-phthalimidoaceto-2',6'-xylidide

A

1875-48-5

N-aminophthalamide

B

75889-12-2

N-(2-hydroxyethyl)-2-aminoaceto-2',6'-xylidide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; hydrazine hydrate In ethanol Heating; 1.) 2 h, 2.) 0.5 h;A 86%
B 87%

1H-Isoindole-1,3(2H)-dione,2-amino- Specification

The 1H-Isoindole-1,3(2H)-dione,2-amino-, with the CAS registry number 1875-48-5, is also known as 1,1-Phthaloylhydrazine. It belongs to the product categories of N-Substituted Maleimides, Succinimides & Phthalimides; N-Substituted Phthalimides. Its EINECS registry number is 217-505-9. This chemical's molecular formula is C9H10O4 and molecular weight is 162.15. What's more, its IUPAC name is 2-Aminoisoindole-1,3-dione. Additionally, it should be preserved hermetically at 2-8 °C.

Physical properties about 1H-Isoindole-1,3(2H)-dione,2-amino-: (1)ACD/LogP: 0.04; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.04; (4)ACD/LogD (pH 7.4): 0.04; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 24.9; (8)ACD/KOC (pH 7.4): 24.9; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 40.62 Å2; (13)Index of Refraction: 1.67; (14)Molar Refractivity: 41.19 cm3; (15)Molar Volume: 110.1 cm3; (16)Surface Tension: 70.2 dyne/cm; (17)Density: 1.472 g/cm3; (18)Flash Point: 164.6 °C; (19)Enthalpy of Vaporization: 59.3 kJ/mol; (20)Boiling Point: 348.6 °C at 760 mmHg; (21)Vapour Pressure: 4.97E-05 mmHg at 25 °C; (22)Melting point: 200-202 °C.

Preparation of 1H-Isoindole-1,3(2H)-dione,2-amino-: this chemical is prepared from Phthalimideb by the following reaction. The reaction occurs with reagent Hydrazine hydrate and solvent Ethanol heating for 30 minutes. The yield is 44.2 %.

1H-Isoindole-1,3(2H)-dione,2-amino- is prepared from Phthalimideb

Uses of 1H-Isoindole-1,3(2H)-dione,2-amino-: it is used to produce other chemicals. For example, it can react with Benzaldehyde to get N-Benzylideneamino-phthalimide. The reaction occurs with reagent Ethanol and solvent Ethyl acetate and catalyst Palladium on charcoal at room temperature for 2.5 hours. The yield is 90 %.

1H-Isoindole-1,3(2H)-dione,2-amino- can react with Benzaldehyde to get N-benzylideneamino-phthalimide

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory systemmay. What’s more, it may cause sensitisation by inhalation and skin contacting. You can not breathe it. Therefore, you should wear suitable protective clothing and gloves. And in case of contacting with eyes, you should rinse immediately with plenty of water and if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C2c1ccccc1C(=O)N2N
(2) InChI: InChI=1/C8H6N2O2/c9-10-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H,9H2
(3) InChIKey: KSILMCDYDAKOJD-UHFFFAOYAE

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