2-(6-hydroxyhexyl)-2,3-dihydro-1H-isoindole-1,3-dione

Base Information

• Chemical Name: 2-(6-hydroxyhexyl)-2,3-dihydro-1H-isoindole-1,3-dione
• CAS No.: 63945-11-9
• Molecular Formula: C14H17NO3
• Molecular Weight: 247.294
• European Community (EC) Number: 825-727-8
• DSSTox Substance ID: DTXSID70513713
• Nikkaji Number: J1.366.897C
• Wikidata: Q82373648
• Mol file: 63945-11-9.mol

Synonyms:63945-11-9;2-(6-hydroxyhexyl)-2,3-dihydro-1H-isoindole-1,3-dione;2-(6-hydroxyhexyl)isoindoline-1,3-dione;N-(6-hydroxyhexyl)-phthalimide;2-(6-HYDROXYHEXYL)ISOINDOLE-1,3-DIONE;6-Phthalimidohexanol;1H-Isoindole-1,3(2H)-dione, 2-(6-hydroxyhexyl)-;SCHEMBL4179085;N-(6-hydroxyhexyl) phthalimide;DTXSID70513713;TQP1028;RWPZKDNKHUEITE-UHFFFAOYSA-N;GEO-04641;AKOS028113820;EN300-131689;2-(6-Hydroxyhexyl)-1H-isoindole-1,3(2H)-dione;Z276204572

Chemical Property of 2-(6-hydroxyhexyl)-2,3-dihydro-1H-isoindole-1,3-dione

Chemical Property:

• PSA: 57.61000
• LogP: 1.77320
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 247.12084340
• Heavy Atom Count: 18
• Complexity: 292

Purity/Quality:

99% ^*data from raw suppliers

2-(6-Hydroxyhexyl)-2,3-dihydro-1H-isoindole-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCCCCCO
• Use Description: N-(6-hydroxyhexyl)-phthalimide, a chemical compound, serves various purposes across different fields. In the realm of organic synthesis, it acts as a crucial intermediate for the production of specialty chemicals and pharmaceutical compounds, making it invaluable in drug development and chemical manufacturing. In the field of materials science, this compound can be employed in the creation of polymers and coatings, contributing to the development of advanced materials with applications in industries such as automotive, aerospace, and electronics, where its properties enhance performance and durability. Additionally, in research and development, N-(6-hydroxyhexyl)-phthalimide is used as a starting material for exploring new synthetic pathways and studying reaction mechanisms, fostering innovation in both academia and industry. Its versatility as a chemical building block underscores its significance in pharmaceuticals, materials science, and chemical research, facilitating progress and advancements in these diverse fields.

Technology Process of 2-(6-hydroxyhexyl)-2,3-dihydro-1H-isoindole-1,3-dione

There total 9 articles about 2-(6-hydroxyhexyl)-2,3-dihydro-1H-isoindole-1,3-dione 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: 97.0%

phthalic anhydride (85-44-9) + 6-amino-1-hexanol (4048-33-3) → 6-phthalimido-1-hexanol (63945-11-9)

Guidance literature:

for 0.0333333h; Irradiation;

DOI:10.1016/S0040-4020(00)00445-2

Reference yield: 92.0%

6-chloro-1-hexanol (2009-83-8) + potassium phtalimide (1074-82-4) → 6-phthalimido-1-hexanol (63945-11-9)

Guidance literature:

In N,N-dimethyl-formamide; at 130 ℃; for 3.5h;

DOI:10.1002/chem.201000677

Reference yield: 78.0%

phthalimide (136918-14-4,85-41-6) + 1-bromo-6-hexanol (4286-55-9) → 6-phthalimido-1-hexanol (63945-11-9)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; Heating; 25 deg C, overnight; 55 deg C, 6 h;

DOI:10.1016/S0040-4020(01)91979-9

upstream raw materials:

phthalic anhydride

6-amino-1-hexanol

phthalimide

1-bromo-6-hexanol

Downstream raw materials:

1-O-4,4'-dimethoxytrityl-6-(N-phthaloylamino)-1-hexanol

2-(6-phenoxyhexyl)-1H-isoindole-1,3(2H)-dione

2-(6-(3-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydro-4-hydroxyfuran-2-yl)-2,3-dihydro-5-methyl-2,6-dioxopyrimidin-1(6H)-yl)hexyl)isoindoline-1,3-dione

3-(6-aminohexyl)-1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-tetrahydro-4-hydroxyfuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

Refernces

• 1、 Ishida, Naoki,Kawasaki, Tairin,Murakami, Masahiro,Tosaki, Tomohiro. "Visible-Light-Driven Dehydrogenative Coupling of Primary Alcohols with Phenols Forming Aryl Carboxylates". supporting information. p. 7683 - 7687. Retrieved 2021/10/12.
• 2、 Fuse, Hiromu,Mitsunuma, Harunobu,Kanai, Motomu. "Catalytic Acceptorless Dehydrogenation of Aliphatic Alcohols". supporting information. p. 4493 - 4499. Retrieved 2020/03/05.