N-(2-Bromoethyl)phthalimide

Base Information

• Chemical Name: N-(2-Bromoethyl)phthalimide
• CAS No.: 574-98-1
• Molecular Formula: C10H8BrNO2
• Molecular Weight: 254.083
• Hs Code.: 29251995
• European Community (EC) Number: 209-379-9
• NSC Number: 2688
• DSSTox Substance ID: DTXSID0060357
• Nikkaji Number: J94.971J
• Wikidata: Q72455525
• ChEMBL ID: CHEMBL595355
• Mol file: 574-98-1.mol

Synonyms:N-(2-BROMOETHYL)PHTHALIMIDE;574-98-1;2-(2-bromoethyl)isoindoline-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-;2-(2-Bromoethyl)-1H-isoindole-1,3(2H)-dione;2-(2-bromoethyl)isoindole-1,3-dione;2-(Bromoethyl)phthalimide;1-Bromo-2-phthalimidoethane;beta-Phthalimidoethyl bromide;beta-Bromoethylphthalimide;MFCD00005902;Phthalimide, N-(2-bromoethyl)-;NSC 2688;N-2-Bromoethylphthalimide;2-Phthalimidoethyl bromide;n(2-bromoethyl)phthalimide;.beta.-Bromoethylphthalimide;2-(2-Bromo-ethyl)-isoindole-1,3-dione;N-(2-bromoethyl) phthalimide;.beta.-Phthalimidoethyl bromide;N-(2-Bromoethyl-d4)phthalimide;EINECS 209-379-9;2-(2-bromoethyl)-2,3-dihydro-1H-isoindole-1,3-dione;2-(2-bromoethyl)-isoindole-1,3-dione;2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-ethyl bromide;2-(2-Bromoethyl)-2,3-dihydro-1H-isoindole-1,3-dione;N-(2-Bromoethyl)-phthalimide;N-Bromoethylphthalimide;phthalimidoethyl bromide;2-(2-bromoethyl)-1H-isoindole-1,3-dione;N-(bromoethyl)phthalimide;2-(2-bromoethyl)benzo[c]azoline-1,3-dione;N-(bromoethyl)-phthalimide;n(2-bromoethyl) phthalimide;N-(2-Bromoethyl)phthalimid;SCHEMBL53287;2-(2-Bromoethyl)phthalimide;N-beta-Bromoethyl-phthalimide;N-(2-Bromoethyl)-phthalimid;N-(2- bromoethyl)phthalimide;N-(2-bromo-ethyl)phthalimide;N-(Beta-bromoethyl)phthalimide;CHEMBL595355;N-(2-bromo ethyl)-phthalimide;N-(2-bromo-ethyl)-phthalimide;N-[2-(bromo)ethyl]phthalimide;DTXSID0060357;NSC2688;N-(.beta.-Bromoethyl)phthalimide;NSC-2688;N-(2-Bromoethyl)phthalimide, 95%;AC-165;STK291118;AKOS000119699;1H-Isoindole-1, 2-(2-bromoethyl)-;CS-W008910;2-(2-Bromo-ethyl)isoindole-1,3-dione;2-(2-bromoethyl) isoindoline-1,3-dione;AM808252;AS-11033;BP-13404;SY002569;B0597;FT-0629110;EN300-17894;1H-Isoindole-1,3(2H)-dione,2-(2-bromoethyl)-;A831470;AE-641/00791032;2-(2-Bromoethyl)-1H-isoindole-1,3(2H)-dione #;Q-201420;Z57069240;F3380-0002

Chemical Property of N-(2-Bromoethyl)phthalimide

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 7.3E-05mmHg at 25°C
• Melting Point: 80-83 °C
• Refractive Index: 1.632
• Boiling Point: 342.9 °C at 760 mmHg
• PKA: -2.35±0.20(Predicted)
• Flash Point: 161.2 °C
• PSA: 37.38000
• Density: 1.657 g/cm³
• LogP: 1.61540
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 252.97384
• Heavy Atom Count: 14
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

N-(2-Bromoethyl)phthalimide ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCBr
• 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.

Technology Process of N-(2-Bromoethyl)phthalimide

There total 17 articles about N-(2-Bromoethyl)phthalimide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

potassium phtalimide (1074-82-4) + ethylene dibromide (106-93-4) → 2-(2-bromoethyl)isoindoline-1,3-dione (574-98-1)

Guidance literature:

With tetrabutylammomium bromide; In acetonitrile; for 5h; Heating;

DOI:10.1080/10426500008042098

Reference yield: 95.0%

N-bromophthalimide (2439-85-2) + ethene (74-85-1) → 2-(2-bromoethyl)isoindoline-1,3-dione (574-98-1)

Guidance literature:

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

DOI:10.1021/ol402726d

Reference yield: 90.0%

phthalimide (136918-14-4,85-41-6) + ethylene dibromide (106-93-4) → 2-(2-bromoethyl)isoindoline-1,3-dione (574-98-1)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; at 20 ℃; for 1h; Neat (no solvent);

DOI:10.1002/jhet.5570450519

upstream raw materials:

phthalimide

ethylene dibromide

N-(2-Hydroxyethyl)phthalimide

potassium phtalimide

Downstream raw materials:

1-(2-phthalimido-ethyl)-pyridinium; bromide

2-{2-[(4-methoxyphenyl)thio]ethyl}-1H-isoindole-1,3(2H)-dione

1-[(2-amino-ethyl)-methyl-amino]-propan-2-ol

1-[ethyl-(2-amino-ethyl)-amino]-propan-2-ol

Refernces

• 1、 Yang, Xianteng,Wang, Fan,Zhu, Hua,Yang, Zhi,Chu, Taiwei. "Synthesis and Bioevaluation of Novel [18F]FDG-Conjugated 2-Nitroimidazole Derivatives for Tumor Hypoxia Imaging". . p. 2118 - 2128. Retrieved 2019.
• 2、 Singh, Ved Prakash,Dowarah, Jayanta,Marak, Brilliant N.,Sran, Balkaran Singh,Tewari, Ashish Kumar. "Study of the structure-bioactivity of fleximers: synthesis, crystal structure, Hirshfeld surface analysis, and anti-inflammatory assays". . . Retrieved 2021/05/05.
• 3、 Rad, Mohammad Navid Soltani,Behrouz, Somayeh,Saremi, Hossein,Mohammadtaghi-Nezhad, Javad. "Synthesis of hydroxyethyl methyl morpholinium azide (HEM Morph)N3: A highly efficient new task specific azide-based ionic liquid and its dual application as an azide source and media for synthesis of some novel aromatic O-oxime ethers-1,2,3-triazole conjugates as a potential antihistaminic agents". . . Retrieved 2019/12/27.