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N-(2-Bromoethyl)phthalimide

CAS No.
574-98-1
Chemical Name:
N-(2-Bromoethyl)phthalimide
Synonyms
2-(2-Bromoethyl)isoindoline-1,3-dione;2-(2-BROMO-ETHYL)-ISOINDOLE-1,3-DIONE;AURORA KA-575;N-(2-BromoethyL;TIMTEC-BB SBB003129;N-(2-Bromoethyl)phth;SPECS AE-641/00791032;Indobufen Impurity 95;-Bromoethylphthalimide;LABOTEST-BB LT00439821
CBNumber:
CB8227544
Molecular Formula:
C10H8BrNO2
Molecular Weight:
254.08
MDL Number:
MFCD00005902
MOL File:
574-98-1.mol
MSDS File:
SDS
Last updated:2026-05-28 03:09:57

N-(2-Bromoethyl)phthalimide Properties

Melting point 80-83 °C (lit.)
Boiling point 318 °C
Density 1.6254 (rough estimate)
refractive index 1.6320 (estimate)
storage temp. Sealed in dry,Room Temperature
pka -2.35±0.20(Predicted)
form Crystalline Powder
color White to slightly pink or beige
Water Solubility insoluble
BRN 148736
InChI InChI=1S/C10H8BrNO2/c11-5-6-12-9(13)7-3-1-2-4-8(7)10(12)14/h1-4H,5-6H2
InChIKey CHZXTOCAICMPQR-UHFFFAOYSA-N
SMILES C1(=O)C2=C(C=CC=C2)C(=O)N1CCBr
CAS DataBase Reference 574-98-1(CAS DataBase Reference)
NIST Chemistry Reference N-(beta-bromoethyl)phthalimide(574-98-1)
EPA Substance Registry System 1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- (574-98-1)
UNSPSC Code 12352111
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)
GHS05
Signal word  Danger
Hazard statements  H314-H290
Precautionary statements  P501-P260-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405
PPE Eyeshields, Gloves, type N95 (US)
Risk Statements  36/37/38
Safety Statements  24/25
WGK Germany  3
TSCA  TSCA listed
HS Code  29251995
Storage Class 11 - Combustible Solids
NFPA 704
1
0 0

N-(2-Bromoethyl)phthalimide price More Price(80)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B66302 N-(2-Bromoethyl)phthalimide 95% 574-98-1 25g $57.9 2026-04-30 Buy
Sigma-Aldrich B66302 N-(2-Bromoethyl)phthalimide 95% 574-98-1 100g $105 2026-04-30 Buy
TCI Chemical B0597 N-(2-Bromoethyl)phthalimide >98.0%(GC)(T) 574-98-1 25g $44 2026-04-30 Buy
TCI Chemical B0597 N-(2-Bromoethyl)phthalimide >98.0%(GC)(T) 574-98-1 100g $145 2026-04-30 Buy
Usbiological 264230 N-(2-Bromoethyl)phthalimide Asreported 574-98-1 50g $380 2026-06-03 Buy
Product number Packaging Price Buy
B66302 25g $57.9 Buy
B66302 100g $105 Buy
B0597 25g $44 Buy
B0597 100g $145 Buy
264230 50g $380 Buy

N-(2-Bromoethyl)phthalimide Chemical Properties, Uses, Production

Chemical Properties

white powder

Uses

N-(2-Bromoethyl)phthalimide is an intermediate used in organic synthesis. It can react with phenyl magnesium bromide to get 2-(2-bromo-ethyl)-3-hydroxy-3-phenyl-isoindolin-1-one.

Synthesis Reference(s)

Journal of the American Chemical Society, 71, p. 2425, 1949 DOI: 10.1021/ja01175a052
Organic Syntheses, Coll. Vol. 1, p. 119, 1941

reaction suitability

reagent type: cross-linking reagent

Synthesis

1H-Isoindol-1-one, 3-hydroxy-

136918-14-4

1,2-Dibromoethane

106-93-4

N-(2-Bromoethyl)phthalimide

574-98-1

In a 250 mL two-necked round-bottomed flask, 50 mmol of 3-hydroxy-1H-isoindol-1-one, 150 mmol of 1,2-dibromoethane, 2.0 g of tetrabutylammonium bromide (TBAB) as a phase-transfer catalyst, and 120 mL of dimethylformamide (DMF) were sequentially added. The reaction mixture was heated to 50-80 °C and maintained at this temperature for 5 h, during which the progress of the reaction was monitored by thin-layer chromatography (TLC) [unfolding reagent ratio: petroleum ether:ethyl acetate = 5:1 (v/v)]. After completion of the reaction, the solvent was removed by distillation under reduced pressure. Ice water was added to the residue and a large white solid was precipitated, which was filtered, washed and dried. The resulting solid was transferred to a 250 mL dry round bottom flask and recrystallized by adding 30 mL of methanol. After cooling to room temperature, the crystals were precipitated, and after filtration and drying, 10.3 g of white solid product was obtained in 81% yield.

Purification Methods

The following is to be carried out in an efficient FUME HOOD. Dissolve the compound (180g) in CS2 (500 mL) by refluxing for 15minutes (to cause the separation of the most likely impurity, 1,2-diphthalimidoethane), filter and evaporate under reduced pressure. The product forms light tan crystals (m 78-80o). Recrystallise it from EtOH (charcoal) [the compound (50g) is dissolved in hot 75% EtOH (200mL), boiled for ca 10 minutes, carbon is added (5g, Norite), filter and cool to 0o], to give white crystals (40g) which can be recrystallised (m 80-81o); and further recrystallisation gives m 82-83o. [Salzberg & Supniewski Org Synth Coll Vol I 119 1932, Landini & Rolla Synthesis 389 1976, Beilstein 21/10 V 275.]

References

[1] Journal of Heterocyclic Chemistry, 2008, vol. 45, # 5, p. 1371 - 1375
[2] Dalton Transactions, 2013, vol. 42, # 44, p. 15735 - 15747
[3] Patent: CN105237451, 2016, A. Location in patent: Paragraph 0051; 0055; 0056; 0057; 0058
[4] Journal of Medicinal Chemistry, 2006, vol. 49, # 26, p. 7826 - 7835
[5] Journal of Organometallic Chemistry, 2018, vol. 868, p. 154 - 163

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View Latest Price from N-(2-Bromoethyl)phthalimide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-(2-bromoethyl)phthalimide pictures 2026-09-17 N-(2-bromoethyl)phthalimide
574-98-1
25kgs/paper drum 98% 10 tons YiZheng HaiFan Chemical CO., LTD.
N-(2-Bromoethyl)phthalimide pictures 2026-06-30 N-(2-Bromoethyl)phthalimide
574-98-1
1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
N-(2-Bromoethyl)phthalimide pictures 2026-05-28 N-(2-Bromoethyl)phthalimide
574-98-1
$10.00 1KG 99.8% 100000kgs Hebei Chuanghai Biotechnology Co,.LTD
AURORA KA-575 BETA-BROMOETHYLPHTHALIMIDE 2-(2-BROMO-ETHYL)-ISOINDOLE-1,3-DIONE TIMTEC-BB SBB003129 1-Bromo-2-phthalimidoethane 1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- 2-(2-Bromoethyl)-1H-isoindole-1,3(2H)-dione 2-(2-bromoethyl)-1h-isoindole-3(2h)-dione 2-(2-Bromoethyl)phthalimide 2-(Bromoethyl)phthalimide 2-Phthalimidoethyl bromide beta-Phthalimidoethyl bromide b-Phthalimidoethyl bromide -Bromoethylphthalimide N-(2-Bromoethyl)pthalimide LABOTEST-BB LT00439821 N-(b-Bromoethyl)phthalimide SPECS AE-641/00791032 N-(2-BROMOETHYL)PHTALIMIDE N-(2-BROMOETHYL)PHTHALIMIDE N-(2-BROMOETHYLYL)-PHTALIMIDE N-(2-BROMETHYL)-PHTHALIMID N-2-Bromethylphthalimide Phthalimide, N-(2-bromoethyl)- N-BROMOETHYLPHTHALIMIDE N-(2-Bromoethyl)phthalimide,98+% N-(2-Bromoethyl)phthalimide, 99+% N-(2-BroMoethyl)phthaliMide, 99+% 100GR N-(2-BroMoethyl)phthaliMide, 99+% 25GR 2-(2-Bromoethyl)-2H-isoindole-1,3-dione N-(2-Bromoethyl)phthalimide ,96% N-(2-Bromoethyl)phth N-(2-Bromoethyl)phthalimide 2-(2-bromoethyl)isoindoline-1,3-quinone N-(2-BroMoethyl)phthaliMide 95% Phthalimide, N-(2-bromoethyl)- (8CI) N-(2-BromoethyL N-(2-Bromoethyl)phthalimide> Indobufen Impurity 95 2-(2-Bromoethyl)isoindoline-1,3-dione 574-98-1 597-98-1 Carbonyl Compounds Building Blocks Organic Building Blocks Cyclic Imides N-Substituted Maleimides, Succinimides & Phthalimides N-Substituted Phthalimides N-Substituted Maleimides, Succinimides & Phthalimides N-Substituted Phthalimides Bifunctional CrosslinkersOrganic Building Blocks Carbonyl Compounds Cyclic Imides Linkers Peptide Synthesis Bifunctional Linkers Building Blocks Carbonyl Compounds