3,3-Bis(4-(dimethylamino)phenyl)phthalide

Base Information

• Chemical Name: 3,3-Bis(4-(dimethylamino)phenyl)phthalide
• CAS No.: 5339-80-0
• Molecular Formula: C24H24N2O2
• Molecular Weight: 372.467
• Hs Code.: 2932209090
• European Community (EC) Number: 226-274-3
• NSC Number: 3561
• DSSTox Substance ID: DTXSID60201556
• Nikkaji Number: J57.984J
• Wikidata: Q83074759
• Mol file: 5339-80-0.mol

Synonyms:5339-80-0;3,3-Bis(4-(dimethylamino)phenyl)phthalide;3,3-BIS[4-(DIMETHYLAMINO)PHENYL]PHTHALIDE;EINECS 226-274-3;AI3-17348;3,3-Bis(4-(dimethylamino)phenyl)isobenzofuran-1(3H)-one;C24H24N2O2;NSC3561;3,3-BIS[4-(DIMETHYLAMINO)PHENYL]-2-BENZOFURAN-1-ONE;ChemDiv1_018826;SCHEMBL50863;DivK1c_003610;NIOSH/TI3688000;HMS640H16;DTXSID60201556;NSC 3561;NSC-3561;CCG-15159;CDS1_002570;3,3-bis(4-dimethylaminophenyl)phthalide;3,3-Bis-(p-dimethylaminophenyl)phthalide;3,3-Bis(p-(dimethylamino)phenyl)phthalide;EU-0000245;TI36880000;Phthalide, 3,3-bis(p-(dimethylamino)phenyl)-;3,3-bis[4-(dimethylamino)phenyl]-2-benzofuran-1(3H)-one;1(3H)-Isobenzofuranone, 3,3-bis(4-(dimethylamino)phenyl)-

Chemical Property of 3,3-Bis(4-(dimethylamino)phenyl)phthalide

Chemical Property:

• Vapor Pressure: 3.87E-12mmHg at 25°C
• Refractive Index: 1.652
• Boiling Point: 549.8°Cat760mmHg
• Flash Point: 286.3°C
• PSA: 32.78000
• Density: 1.205g/cm³
• LogP: 4.28090
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 372.183778013
• Heavy Atom Count: 28
• Complexity: 517

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C2(C3=CC=CC=C3C(=O)O2)C4=CC=C(C=C4)N(C)C

Technology Process of 3,3-Bis(4-(dimethylamino)phenyl)phthalide

There total 16 articles about 3,3-Bis(4-(dimethylamino)phenyl)phthalide 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: 49.0%

phthalic anhydride (85-44-9) + 4-dimethylaminophenylmagnesium bromide (7353-91-5) → 3,3-bis-p-dimethylaminophenylphthalide (5339-80-0)

Guidance literature:

In tetrahydrofuran; for 3h; Ambient temperature;

Reference yield: 20.0%

2-(4-(dimethylamino)benzoyl)benzoic acid (21528-31-4) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → 3,3-bis-p-dimethylaminophenylphthalide (5339-80-0)

Guidance literature:

With methanesulfonic acid; at 20 - 90 ℃; for 12h;

DOI:10.1039/C9CC01145E

Reference yield:

N,N-dimethyl-aniline (121-69-7,77733-26-7) + o-carboxybenzaldehyde (119-67-5) → 3,3-bis-p-dimethylaminophenylphthalide (5339-80-0)

Guidance literature:

With copper(I) bromide; at 100 ℃; for 10h;

upstream raw materials:

phthalic anhydride

N,N-dimethyl-aniline

(E)-3-Ureido-but-2-enoic acid ethyl ester

2-(4,4'-bis-dimethylamino-benzhydryl)-benzoic acid

Downstream raw materials:

2-(4-(dimethylamino)benzoyl)benzoic acid

N,N-dimethyl-4-(4-nitrophenylazo)aniline

2-(4,4'-bis-dimethylamino-benzhydryl)-benzoic acid

4,4-bis-(p-dimethylaminophenyl)-3,4-dihydro-1(2H)-phthalazinone

Refernces

• 1、 Deng, Xinyuan,Guo, Hongwei,Meng, Xiao,Wang, Kai,Zou, Bo,Ma, Yuguo. "Visible responses under high pressure in crystals: phenolphthalein and its analogues with adjustable ring-opening threshold pressures". supporting information. p. 4663 - 4666. Retrieved 2019/05/02.
• 2、 Oparin, D. A.,Melent'eva, T. G.,Pavlova, L. A.. "INVESTIGATION OF THE STRUCTURE OF 3,3-DIALKYL(ARYL)PHTHALIDES AND 3,3-DIALKYL(ARYL)THIOPHTHALIDES BY IR SPECTROSCOPY". . p. 2149 - 2151. Retrieved 2007/10/02.