2-Anilino-3-methyl-6-(dibutylamino)fluoran

Base Information

• Chemical Name: 2-Anilino-3-methyl-6-(dibutylamino)fluoran
• CAS No.: 89331-94-2
• Deprecated CAS: 141262-19-3,379224-91-6
• Molecular Formula: C35H36N2O3
• Molecular Weight: 532.682
• European Community (EC) Number: 403-830-5,618-263-0
• UNII: 2H1E1033W1
• DSSTox Substance ID: DTXSID3029817
• Nikkaji Number: J60.931E
• Wikidata: Q27894671
• Mol file: 89331-94-2.mol

Synonyms:89331-94-2;2-Anilino-6-dibutylamino-3-methylfluoran;2-Anilino-3-methyl-6-(dibutylamino)fluoran;6'-(Dibutylamino)-3'-methyl-2'-(phenylamino)-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one;2-Anilino-6-(dibutylamino)-3-methylfluoran;C35H36N2O3;2'-anilino-6'-(dibutylamino)-3'-methylspiro[2-benzofuran-3,9'-xanthene]-1-one;MFCD00307579;2H1E1033W1;EC 403-830-5;2'-anilino-6'-(dibutylamino)-3'-methyl-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one;6'-(dibutylamino)-3'-methyl-2'-(phenylamino)spiro(isobenzofuran-1(3H),9-(9H)-xanthen)-3-one;Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 6'-(dibutylamino)-3'-methyl-2'-(phenylamino)-;Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 6'-(dibutylamino)-3'-methyl-2'-(phenylamino)-;Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one-6'-(dibutylamino)-3'-methyl-2'-(phenylamino)-;ODB-2;6'-(dibutylamino)-3'-methyl-2'-(phenylamino)spiro[isobenzofuran-1(3H),9-(9H)-xanthen]-3-one;SPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN)-3-ONE-6'-(DIBUTYLAMINO)-3'-METHYL-2'-(PHENYLAMINO)-;Black 400;COPIKEM 34 BLACK;PERGASCRIPT BLACK 2C;SCHEMBL1395591;DTXSID3029817;UNII-2H1E1033W1;AMY21802;STL326007;AKOS001483645;AKOS021983452;3-dibutylamino-6-methyl-7-anilinofluoran;AC-19656;AS-15455;SY105509;CS-0152115;FT-0656078;A11624;2'-Anilino-6'-(dibutylamino)-3'-methylfluoran;A843130;Q27894671;2'-anilino-6'-(dibutylamino)-3'-methyl-1-spiro[isobenzofuran-3,9'-xanthene]one;6'-(dibutylamino)-3'-methyl-2'-(phenylamino)-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one;2'-anilino-6'-(dibutylamino)-3'-methyl-spiro[isobenzofuran-3,9'-xanthene]-1-one;6 inverted exclamation mark -(Dibutylamino)-3 inverted exclamation mark -methyl-2 inverted exclamation mark -(phenylamino)-3H-spiro[isobenzofuran-1,9 inverted exclamation mark -xanthen]-3-one

Chemical Property of 2-Anilino-3-methyl-6-(dibutylamino)fluoran

Chemical Property:

• Vapor Pressure: 1.08E-19mmHg at 25°C
• Melting Point: 179-184°C
• Refractive Index: 1.661
• Boiling Point: 704.461 °C at 760 mmHg
• PKA: 4.53±0.20(Predicted)
• Flash Point: 379.845 °C
• PSA: 50.80000
• Density: 1.24 g/cm³
• LogP: 8.78620
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: 139.2 in mg/100g standard fat at 20 ℃
• Water Solubility.: 1.61-21μg/L at 20℃
• XLogP3: 8.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 532.27259301
• Heavy Atom Count: 40
• Complexity: 837

Purity/Quality:

99% ^*data from raw suppliers

2'-Anilino-6'-(dibutylamino)-3'-methylfluoran ^*data from reagent suppliers

Safty Information:

• Statements: 52/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN(CCCC)C1=CC2=C(C=C1)C3(C4=CC=CC=C4C(=O)O3)C5=C(O2)C=C(C(=C5)NC6=CC=CC=C6)C
• Uses: 2-Anilino-6-dibutylamino-3-methylfluoran is a useful research chemical compound.

Technology Process of 2-Anilino-3-methyl-6-(dibutylamino)fluoran

There total 4 articles about 2-Anilino-3-methyl-6-(dibutylamino)fluoran 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: 94.6%

4-phenylamino-3-methyl-1-methoxybenzene (41317-15-1) + 2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid (54574-82-2) → 2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one (89331-94-2)

Guidance literature:

With sulfuric acid; In dichloromethane; water; at 35 - 40 ℃; for 4.5h; Temperature; Solvent;

Reference yield: 91.0%

C22H17NO5 + N,N,N',N'-tetra-n-butyl-m-phenylenediamine (67676-48-6) → 2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one (89331-94-2)

Guidance literature:

With sulfuric acid; at 15 - 20 ℃;

Reference yield:

N-(4-hydroxy-2-methylphenyl)-N-phenylformamide → 2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one (89331-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 110 °C

2: sulfuric acid / 15 - 20 °C

With sulfuric acid; In toluene;

upstream raw materials:

4-phenylamino-3-methyl-1-methoxybenzene

2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid

N,N,N',N'-tetra-n-butyl-m-phenylenediamine

Downstream raw materials:

C₄₄H₄₆N₄O₃

Refernces

• 1、 Yanagita, Mitsuhiro,Aoki, Izuo,Tokita, Sumio. "13CNMR and Electronic Absorption Spectroscopic Studies on the Equilibrium between the Colorless Lactone and the Colored Zwitterion Forms of a Fluoran-Based Black Color Former". . p. 2757 - 2763. Retrieved 1997.
• 2、 -. "Preparation method for fluorine color former". . . Retrieved 2018/07/30.