CAS No.574-98-1,N-(2-Bromoethyl)phthalimide Suppliers

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Basic Information

Molecular Structure:
CAS No.:	574-98-1
Name:	N-(2-Bromoethyl)phthalimide
Article Data:	75

Formula:	C₁₀H₈BrNO₂
Molecular Weight:	254.083
Synonyms:	Phthalimide,N-(2-bromoethyl)- (6CI,7CI,8CI);1-Bromo-2-phthalimidoethane;2-(2-Bromoethyl)-1H-isoindole-1,3(2H)-dione;2-(2-Bromoethyl)isoindole-1,3-dione;2-(2-Bromoethyl)phthalimide;2-Phthalimidoethyl bromide;N-(b-Bromoethyl)phthalimide;NSC 2688;beta-Phthalimidoethyl bromide;
EINECS:	209-379-9
Density:	1.657 g/cm³
Melting Point:	80-83 °C
Boiling Point:	342.9 °C at 760 mmHg
Flash Point:	161.2 °C
Solubility:	224 mg/L at 25 °C in water
Appearance:	white powder
Risk Codes:	36/37/38
Safety:	24/25
PSA:	37.38000
LogP:	1.61540

Synthetic route

: 1074-82-4
potassium phtalimide

: 106-93-4
ethylene dibromide

: 574-98-1
2-(2-bromoethyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With tetrabutylammomium bromide In acetonitrile for 5h; Heating;	95%
In N,N-dimethyl-formamide for 15h; Inert atmosphere;	89.6%
In N,N-dimethyl-formamide at 20℃; for 24h;	88.9%

: 2439-85-2
N-bromophthalimide

: 74-85-1
ethene

: 574-98-1
2-(2-bromoethyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With silver tetrafluoroborate; indium(III) bromide In dichloromethane at 20℃; for 12h; Darkness;	95%

: 136918-14-4
phthalimide

: 106-93-4
ethylene dibromide

: 574-98-1
2-(2-bromoethyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate at 20℃; for 1h; Neat (no solvent);	90%
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 40℃; for 18h;	88%
With tetrabutylammomium bromide In N,N-dimethyl-formamide at 50 - 80℃; for 5h;	81%

: 3891-07-4
N-(2-Hydroxyethyl)phthalimide

: 574-98-1
2-(2-bromoethyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With phosphorus tribromide for 0.5h; Reflux;	88.1%
With phosphorus tribromide
With phosphorus tribromide In chloroform for 3h; Heating;
With phosphorus tribromide

: 1074-82-4
potassium phtalimide

: 106-93-4
ethylene dibromide

A: 574-98-1
2-(2-bromoethyl)isoindoline-1,3-dione

B: 607-26-1
N,N'-ethylenediphthalimide

Conditions

Conditions	Yield
for 20h; Heating;	A 75% B n/a
With 18-crown-6 ether In toluene at 100℃; for 6h;	A 45% B 39%

...Expand

: 3339-73-9
3-phthalimidopropanoic acid

: 574-98-1
2-(2-bromoethyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With Ag(Phen)2OTf; dibromoisocyanuric acid In 1,2-dichloro-ethane at 40℃; for 120h; Inert atmosphere; Schlenk technique;	70%

: 33081-78-6
sodium phthalimide

: 106-93-4
ethylene dibromide

: 574-98-1
2-(2-bromoethyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With potassium carbonate In acetone Reflux;	68.1%

: 19263-21-9
2-bromoethyl p-toluenesulfonate

: 1074-82-4
potassium phtalimide

A: 574-98-1
2-(2-bromoethyl)isoindoline-1,3-dione

B: 5460-83-3
2-(1,3-dioxoisoindolin-2-yl)ethyl 4-methylbenzenesulfonate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 50℃;	A 60% B 13%

...Expand

: 3481-09-2
N-chlorophthalimide

: 106-93-4
ethylene dibromide

: 574-98-1
2-(2-bromoethyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 20℃; for 2h;	56%

: 136918-14-4
phthalimide

: 574-98-1
2-(2-bromoethyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With potassium carbonate In water; ethylene dibromide	52%
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol; water / Reflux 2: 12 h / 180 - 190 °C View Scheme
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol; methanol / 3 h / 20 °C 2: potassium carbonate / acetone / 8 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol / 2 h / Reflux 2: tetrabutylammomium bromide / N,N-dimethyl-formamide / 2 h / 70 °C View Scheme
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol / 2 h / Reflux 2: tetrabutylammomium bromide / N,N-dimethyl-formamide / 2 h / 70 °C View Scheme

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Specification

The IUPAC name of 1H-Isoindole-1,3(2H)-dione,2-(2-bromoethyl)- is 2-(2-bromoethyl)isoindole-1,3-dione. With the CAS registry number 574-98-1, it is also named as 1-Bromo-2-phthalimidoethane. The product's categories are N-Substituted Maleimides, Succinimides & Phthalimides; N-Substituted Phthalimides; Bifunctional Crosslinkers Organic Building Blocks; Carbonyl Compounds; Cyclic Imides; Linkers; Peptide Synthesis. Besides, it is white powder, which is insoluble in water. In addition, its molecular formula is C₁₀H₈BrNO₂ and molecular weight is 254.08.

The other characteristics of this product can be summarized as: (1)EINECS: 209-379-9; (2)ACD/LogP: 2.53; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.53; (5)ACD/LogD (pH 7.4): 2.53; (6)ACD/BCF (pH 5.5): 49.61; (7)ACD/BCF (pH 7.4): 49.61; (8)ACD/KOC (pH 5.5): 569.27; (9)ACD/KOC (pH 7.4): 569.27; (10)#H bond acceptors: 3; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 2; (13)Index of Refraction: 1.632; (14)Molar Refractivity: 54.7 cm³; (15)Molar Volume: 153.3 cm³; (16)Surface Tension: 57.4 dyne/cm; (17)Density: 1.657 g/cm³; (18)Flash Point: 161.2 °C; (19)Melting Point: 80-83 °C; (20)Water Solubility: 224 mg/L at 25 °C; (21)Enthalpy of Vaporization: 58.67 kJ/mol; (22)Boiling Point: 342.9 °C at 760 mmHg; (23)Vapour Pressure: 7.3E-05 mmHg at 25 °C.

Preparation of 1H-Isoindole-1,3(2H)-dione,2-(2-bromoethyl)-: this chemical can be prepared by condensation and bromination of Phthalic anhydride.

This reaction needs Ethanolamine and PBr₃.

Uses of 1H-Isoindole-1,3(2H)-dione,2-(2-bromoethyl)-: this chemical is an intermediate used in organic synthesis. Additionally, it can react with phenylmagnesium bromide to get 2-(2-bromo-ethyl)-3-hydroxy-3-phenyl-isoindolin-1-one.

This reaction needs diethyl ether and benzene.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. You should avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCBr
(2)InChI: InChI=1S/C10H8BrNO2/c11-5-6-12-9(13)7-3-1-2-4-8(7)10(12)14/h1-4H,5-6H2
(3)InChIKey: CHZXTOCAICMPQR-UHFFFAOYSA-N