cis-1,2,3,6-Tetrahydrophthalimide

Base Information

• Chemical Name: cis-1,2,3,6-Tetrahydrophthalimide
• CAS No.: 1469-48-3
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.165
• Hs Code.: 29251900
• European Community (EC) Number: 215-999-0,248-667-9
• NSC Number: 41605
• UNII: ES57D28O1U
• DSSTox Substance ID: DTXSID0041220
• Nikkaji Number: J80.124K
• ChEMBL ID: CHEMBL3186573
• Mol file: 1469-48-3.mol

Synonyms:cis-4-cycloxexene-1,2-dicarboximide;tetrahydrophthalimide

Chemical Property of cis-1,2,3,6-Tetrahydrophthalimide

Chemical Property:

• Appearance/Colour: pale yellow or light beige to yellow-brownish
• Vapor Pressure: 0.00011mmHg at 25°C
• Melting Point: 129-133 °C(lit.)
• Refractive Index: 1.532
• Boiling Point: 336.8 °C at 760 mmHg
• PKA: 11.69±0.20(Predicted)
• Flash Point: 165 °C
• PSA: 46.17000
• Density: 1.228 g/cm³
• LogP: 0.55400
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

cis-Tetrahydrophthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21
• Safety Statements: 7-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C=CCC2C1C(=O)NC2=O
• Isomeric SMILES: C1C=CC[C@H]2[C@@H]1C(=O)NC2=O
• Uses: cis-Tetrahydrophthalimide is an intermediate to synthesize cis-Captafol (C175740), which was used as a fungicide.

Technology Process of cis-1,2,3,6-Tetrahydrophthalimide

There total 6 articles about cis-1,2,3,6-Tetrahydrophthalimide 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: 97.4%

phthalimide (136918-14-4,85-41-6) → cis-1,2,3,6-Tetrahydrophthalimide (1469-48-3,565227-54-5)

Guidance literature:

With hydrogen; In N,N-dimethyl-formamide; at 110 - 115 ℃; for 1.66667h; under 0 Torr; Temperature; Autoclave;

Reference yield: 85.0%

cis-1,2,3,6-tetrahydrophthalic anhydride (935-79-5) → cis-1,2,3,6-Tetrahydrophthalimide (1469-48-3,565227-54-5)

Guidance literature:

With potassium cyanate; In N,N-dimethyl-formamide; for 5h; Heating;

DOI:10.3987/COM-06-10762

Reference yield:

→ cis-1,2,3,6-Tetrahydrophthalimide (1469-48-3,565227-54-5)

Guidance literature:

With ethanol; ammonia; at 160 ℃; nicht rein dargestellt;

upstream raw materials:

cis-1,2,3,6-tetrahydrophthalic anhydride

phthalimide

Downstream raw materials:

captan

N,N-(cis-cyclohex-4-ene-1,2-dicarbonyl)-β-alanine-nitrile

(+/-)-cis-octahydro-isoindol-1-one

N-benzyloxymethyl-cis-1,2,3,6-tetrahydrophthalimide

Refernces

• 1、 -. "Synthesizing method of cis-1,2,3,6-tetrahydrophthalimide". Paragraph 0033-0039; 0040-0045; 0047-0053; 0054-0060. . Retrieved 2018/09/11.
• 2、 Nikpour, Farzad,Kazemi, Samira,Sheikh, Davood. "A facile and convenient synthesis of 1H-isoindole-1,3(2H)-diones". . p. 1559 - 1564. Retrieved 2007/10/03.