N-(6-Bromohexyl)phthalimide

Base Information

• Chemical Name: N-(6-Bromohexyl)phthalimide
• CAS No.: 24566-79-8
• Molecular Formula: C14H16BrNO2
• Molecular Weight: 310.191
• Hs Code.: 2925190090
• European Community (EC) Number: 674-071-7
• NSC Number: 28852
• DSSTox Substance ID: DTXSID20179303
• Nikkaji Number: J1.633.919I
• Wikidata: Q83049814
• Mol file: 24566-79-8.mol

Synonyms:N-(6-Bromohexyl)phthalimide;24566-79-8;2-(6-Bromohexyl)isoindoline-1,3-dione;2-(6-bromohexyl)isoindole-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-(6-bromohexyl)-;2-(6-Bromohexyl)-1H-isoindole-1,3(2H)-dione;MFCD00023098;2-(6-bromohexyl)-2,3-dihydro-1h-isoindole-1,3-dione;N-(6-Bromohexyl)-phthalimide;6-(N-Phthalimido)Hexyl Bromide;N-(6-Bromohex-1-yl)phthalimide;NSC28852;2-(6-bromo-hexyl)-isoindole-1,3-dione;6-phthalimidohexyl bromide;1-bromo-6-phthalimidohexane;SCHEMBL98805;1H-Isoindole-1,3(2H)-dione,2-(6-bromohexyl)-;N-[6-(bromo)hexyl]phthalimide;DTXSID20179303;STR06918;AM9832;GEO-04399;NSC 28852;NSC-28852;AKOS000122999;SB66200;SY049452;B4987;CS-0158364;FT-0629255;EN300-12389;D70948;2-(6-bromohexyl)-1H-isoindol-1,3(2H)-dione;A817370;SR-01000311301;2-(6-Bromohexyl)-1H-isoindole-1,3(2H)-dione #;SR-01000311301-1

Chemical Property of N-(6-Bromohexyl)phthalimide

Chemical Property:

• Vapor Pressure: 8.93E-07mmHg at 25°C
• Melting Point: 55 °C
• Refractive Index: 1.582
• Boiling Point: 405.2 °C at 760 mmHg
• PKA: -2.12±0.20(Predicted)
• Flash Point: 198.9 °C
• PSA: 37.38000
• Density: 1.414 g/cm³
• LogP: 3.17580
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 309.03644
• Heavy Atom Count: 18
• Complexity: 295

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(6-Bromohexyl)phthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• 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)CCCCCCBr
• Uses: N-(6-Bromohexyl)phthalimide is used as a pharmaceutical intermediate and in organic synthesis.

Technology Process of N-(6-Bromohexyl)phthalimide

There total 20 articles about N-(6-Bromohexyl)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: 100.0%

C15H19NO5S (1313403-99-4) → 2-(6-bromohexyl)isoindole-1,3-dione (24566-79-8)

Guidance literature:

With lithium bromide; In acetone; at 20 ℃;

DOI:10.1002/chem.201000677

Reference yield: 95.0%

1 ,6-dibromohexane (629-03-8) + potassium phtalimide (1074-82-4) → 2-(6-bromohexyl)isoindole-1,3-dione (24566-79-8)

Guidance literature:

With octadecyltributylphosphonium bromide; In benzene; at 80 ℃; for 4h;

DOI:10.1007/BF00597577

Reference yield: 94.0%

phthalimide (136918-14-4,85-41-6) + 1 ,6-dibromohexane (629-03-8) → 2-(6-bromohexyl)isoindole-1,3-dione (24566-79-8)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In acetone; at 20 ℃; for 24h;

DOI:10.1021/acschemneuro.9b00226

upstream raw materials:

1 ,6-dibromohexane

potassium phtalimide

6-phthalimido-1-hexanol

6-chloro-1-hexanol

Downstream raw materials:

6-(piperidine-1-yl)hexan-1-amine

N,N-dimethyl-1,6-hexanediamine

N-(3-{1-[6-(1,3-dioxo-1,3-dihydroisoindol-2-yl)hexyl]piperidin-4-yl}-phenyl)isobutyramide

2-[6-(4-phenyl-1-piperidinyl)hexyl]-1H-isoindole-1,3(2H)-dione

Refernces

• 1、 Mutunga, James M.,Chen, Qiao-Hong,Wong, Dawn M.,Lam, Polo C.-H.,Li, Jianyong,Totrov, Maxim M.,Gross, Aaron D.,Carlier, Paul R.,Bloomquist, Jeffrey R.. "Bivalent carbamates as novel control agents of the malaria mosquito, Anopheles gambiae". . p. 704 - 708. Retrieved 2016.
• 2、 Ford, H.,Chang, C.-H.,Behrman, E.J.. "Sequence-Specific Osmium Reagents for Polynucleotides. 2. A Method for Thymine-Cytosine Pairs". . p. 7773 - 7779. Retrieved 1981.
• 3、 Sato, Toshinori,Akino, Hiroyuki,Okahata, Yoshio. "Preparation of a DNA Complex with Lipoglutamide Having Tetraethylene Glycol Tails, and Its Application to DNA Delivery into Tumor Cells1". . p. 2335 - 2340. Retrieved 1996.
• 4、 Drabczyk, Anna K.,Latacz, Gniewomir,Ja?kowska, Jolanta,Ku?aga, Damian,Pla?uk, Damian,Rózga, Karolina,Sata?a, Grzegorz. "Design and synthesis of new potent 5-HT7 receptor ligands as a candidate for the treatment of central nervous system diseases". supporting information. . Retrieved 2021/10/29.
• 5、 Lachance-Brais, Christophe,Hennecker, Christopher D.,Alenaizan, Asem,Luo, Xin,Toader, Violeta,Taing, Monica,Sherrill, C. David,Mittermaier, Anthony K.,Sleiman, Hanadi F.. "Tuning DNA Supramolecular Polymers by the Addition of Small, Functionalized Nucleobase Mimics". supporting information. p. 19824 - 19833. Retrieved 2021/11/30.