N-(4-Bromobutoxy)phthalimide

Base Information

• Chemical Name: N-(4-Bromobutoxy)phthalimide
• CAS No.: 5093-32-3
• Molecular Formula: C₁₂H₁₂BrNO₃
• Molecular Weight: 298.136
• Hs Code.: 2925190090
• European Community (EC) Number: 661-582-5
• DSSTox Substance ID: DTXSID40427272
• Nikkaji Number: J2.341.094J
• Wikidata: Q82239965
• Mol file: 5093-32-3.mol

Synonyms:N-(4-BROMOBUTOXY)PHTHALIMIDE;5093-32-3;2-(4-Bromobutoxy)isoindoline-1,3-dione;2-(4-bromobutoxy)isoindole-1,3-dione;2-(4-bromobutoxy)-1H-isoindole-1,3(2H)-dione;SCHEMBL958845;DTXSID40427272;HNQARTGCJCNOSX-UHFFFAOYSA-N;MFCD00517028;AKOS025295400;SB66094;AS-63871;CS-0132480;FT-0629206;D93195;2-(4-bromobutoxy)-2,3-dihydro-1H-isoindole-1,3-dione

Chemical Property of N-(4-Bromobutoxy)phthalimide

Chemical Property:

• Vapor Pressure: 1.01E-06mmHg at 25°C
• Melting Point: 70-72°C
• Refractive Index: 1.613
• Boiling Point: 403.6°Cat760mmHg
• Flash Point: 197.9°C
• PSA: 46.61000
• Density: 1.57g/cm³
• LogP: 2.32720
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 297.00006
• Heavy Atom Count: 17
• Complexity: 284

Purity/Quality:

98%Min ^*data from raw suppliers

2-(5-BROMOPENTYLOXY)ISOINDOLINE-1,3-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)OCCCCBr
• Uses: 2-(4-Bromobutoxy)-1H-isoindole-1,3(2H)-dione is a useful synthesis intermediate.

Technology Process of N-(4-Bromobutoxy)phthalimide

There total 3 articles about N-(4-Bromobutoxy)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%

1,4-dibromo-butane (110-52-1) + N-hydroxyphthalimide (524-38-9) → N-(ω-bromobutoxy)phthalimide (5093-32-3)

Guidance literature:

With sodium carbonate; In acetone; for 21h; Inert atmosphere; Reflux;

DOI:10.1039/c3cc43887b

Reference yield:

phthalic anhydride (85-44-9) → N-(ω-bromobutoxy)phthalimide (5093-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / hydroxylamine hydrochloride; sodium carbonate / H₂O / 1 h / Heating

2: triethylamine / dimethylformamide / 18 h / 25 °C

With hydroxylamine hydrochloride; sodium carbonate; triethylamine; In water; N,N-dimethyl-formamide;

Reference yield:

→ N-(ω-bromobutoxy)phthalimide (5093-32-3)

Guidance literature:

N-Hydroxy-phthalimid, Tetramethylenbromid, Triethylamin, in Dimethylformamid, 25grad, 17 h;

DOI:10.1021/jo01041a042

upstream raw materials:

1,4-dibromo-butane

N-hydroxyphthalimide

phthalic anhydride

Downstream raw materials:

C₂₈H₂₄N₄O₆

C₃₂H₂₅ClN₄O₅S₂

C₃₁H₂₃ClN₄O₄S₂

C₃₁H₂₂Cl₂N₄O₄S₂

Refernces

• 1、 Yoda,Matsushima. "Synthesis and properties of ω-aminooxyalkyliminodiacetic acids, bifunctional chelating agents for carbonyl labeling". . p. 1935 - 1937. Retrieved 1994.
• 2、 Rathore, Kavita,Vyas, Ritu,Talesara. "Synthesis and antibacterial evaluation of some theophylline derivatives". . p. 2166 - 2170. Retrieved 2007/10/03.