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89331-94-2

89331-94-2

Identification

  • Product Name:Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one,6'-(dibutylamino)-3'-methyl-2'-(phenylamino)-

  • CAS Number: 89331-94-2

  • EINECS:403-830-5

  • Molecular Weight:532.682

  • Molecular Formula: C35H36N2O3

  • HS Code:

  • Mol File:89331-94-2.mol

Synonyms:2-Phenylamino-3-methyl-6-(di-n-butylamino)fluorane;3-Di-n-butylamino-6-methyl-7-anilinofluoran;3-Dibutylamino-6-methyl-7-phenylaminofluoran;3'-(Dibutylamino)-6'-methyl-7'-anilinofluoran;7'-Anilino-3'-(dibutylamino)-6'-methylfluoran;BK 400;Copikem 34;Copikem 34Black;6'-(Dibutylamino)-3'-methyl-2'-(phenylamino)-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one;H 638;ODB 2;Pergascript Black 2C;2-Anilino-3-methyl-6-(di-n-butylamino)fluoran;2-Anilino-6-di-n-butylamino-3-methylfluoran;

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2'-Anilino-6'-(dibutylamino)-3'-methylfluoran
  • Packaging:25G
  • Price:$ 85
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2'-Anilino-6'-(dibutylamino)-3'-methylfluoran
  • Packaging:5G
  • Price:$ 28
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:6'-(Dibutylamino)-3'-methyl-2'-(phenylamino)-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one 95+%
  • Packaging:100g
  • Price:$ 297
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  • Manufacture/Brand:Chem-Impex
  • Product Description:2'-Anilino-6'-(dibutylamino)-3'-methylfluoran,≥98%(HPLC) ≥98%(HPLC)
  • Packaging:25G
  • Price:$ 88.52
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  • Manufacture/Brand:Chem-Impex
  • Product Description:2'-Anilino-6'-(dibutylamino)-3'-methylfluoran,98%(HPLC) 98%(HPLC)
  • Packaging:5G
  • Price:$ 24.64
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  • Manufacture/Brand:Chemenu
  • Product Description:6''-(Dibutylamino)-3''-methyl-2''-(phenylamino)-3H-spiro[isobenzofuran-1,9''-xanthen]-3-one 98%
  • Packaging:1000g
  • Price:$ 96
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:2-Anilino-6-dibutylamino-3-methylfluoran
  • Packaging:100 g
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:2-Anilino-6-dibutylamino-3-methylfluoran
  • Packaging:50 g
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:2-Anilino-6-dibutylamino-3-methylfluoran
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:2-Anilino-6-dibutylamino-3-methylfluoran
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Relevant articles and documentsAll total 6 Articles be found

A highly selective and sensitive colorimetric chemosensor for Fe2+ based on fluoran dye

Wang, Sheng,Gwon, Seon-Yeong,Kim, Sung-Hoon

, p. 293 - 296 (2010)

A highly selective chemosensor based on fluoran dye for Fe2+, 2′-anilino-3′-methyl-6′-dibuthylamino-N-((2′-(2″-ethylimino) methyl) naphthalen-2-ol) iso-indolin-1-one-fluoran (5), was designed and synthesized. The chemical structures of all the intermediates and the fluoran dye 5 are characterized by 1H NMR, 13C NMR, Ms and elemental analysis. Upon addition of Fe2+, the fluoran dye 5 shows a new peak around 658 nm in its absorption spectra, and the color of solution changed from colorless to greenish black. Whereas other ions including Mg2+, Pb2+, Ni2+, Hg2+, Cd2+, Fe3+, Cu2+, Zn2+ and Al3+ and so on induced basically no spectral change, which constituted a Fe2+ highly sensitive and selective colorimetric chemosensor by naked eyes .

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

Yanagita, Mitsuhiro,Aoki, Izuo,Tokita, Sumio

, p. 2757 - 2763 (1997)

The equilibrium between the colorless lactone (L) and the colored zwitterion (Z) forms of the fluoran compound 1, which has been widely used as a typical black color former in data-recording systems, has been studied by 13CNMR and electronic absorption spectroscopies. Fluoran 1 showed no visible absorption in aprotic solvents, while a black color appeared in phenolic solvents. The 13CNMR and signal of the spiro carbon of 1 in CDCl3 appeared at 84.2ppm, indicating that 1 exists substantially as L in aprotic solvents. In phenol d6 at 50°C, the signal of the spiro carbon in 1 shifted to a lower magnetic field and appeared in the sp2-hybridization region (δ = 162.7), suggesting that in phenol-d6 a cleavage of the C(spiro)-O bond in the lactone ring occurs and that the ring-opened Z form is produced. The equilibrium between L and Z depended strongly on the temperature and solvents. The high temperature and inhibition of the solute (1)-solvent interaction by steric hindrance, self-association and intramolecular chelation of the solvent shifted the L-Z equilibrium toward L. The thermodynamic parameters for the equilibrium reaction in phenolic solvents were also estimated.

Kass-controlled Hg2+ transport from Crystal Violet Lactone to Fluoran

Lee, Eun-Mi,Gwon, Seon-Yeong,Ji, Byung-Chul,Kim, Sung-Hoon

, p. 1058 - 1061 (2012)

We have investigated the Hg2+ transport from Crystal Violet Lactone to Fluoran dye based on the association constant, Kass. Upon addition of Hg2+, the Crystal Violet Lactone shows a new peak at around 603 nm, and the color of the solution changed from colorless to blue. With the addition of Fluoran dye in this solution containing Crystal Violet Lactone and Hg2+, the absorption intensity of Fluoran dye at 447 nm and 586 nm was all increased. So the color of solution gradually became black from blue color. From the changes of the ratio A586/A447, it is apparent that the Hg2+ in Crystal Violet Lactone-Hg 2+ was transported to colored Fluoran. The Hg2+ transport from Crystal Violet Lactone to Fluoran dye was also carried out by the calculation of the association constant: the binding ability for the complex formation of Fluoran dye and Crystal Violet Lactone-Hg2+ is much greater in CH3CN solution (Kass = 3.0 × 10 4 M-1) than that of the Crystal Violet Lactone with Hg2+ (Kass = 1.2 × 103 M-1).

Preparation method for fluorine color former

-

Paragraph 0038; 0039; 0040, (2018/07/30)

The invention especially relates to a preparation method for a fluorine color former, belonging to the field of organic dyes. The preparation method comprises the following steps: mixing a phenol derivative, phthalic anhydride and toluene in a flask, and carrying out stirring, heating and a reaction; after completion of the reaction, carrying out cooling to room temperature, then carrying out filtering, washing a filter cake with an alcohol solvent, and carrying out drying to obtain a pale yellow solid; dissolving the pale yellow solid in concentrated sulfuric acid with a mass fraction of 90-102%, and carrying out stirring to form a uniform solution; adding a m-diphenylamine substituendum and carrying out a reaction; adding a solution obtained after the reaction in the previous step into an ice water mixture, and carrying out stirring for a period of time; then carrying out filtering, dissolving a filter cake in toluene, then adding an aqueous solution of inorganic alkali, carrying outstirring and heating reflux for a period of time; then successively carrying out cooling and standing for layering so as to separate an aqueous phase and an organic phase; and subjecting the organicphase to drying, concentration and crystallization so as to obtain the finished fluorine color former. The preparation method of the invention improves traditional process routes, uses a phenol derivative as a novel reaction raw material, avoids the formation of the by-product rhodamine dye, and is high in the purity and yield of the product fluorine color former.

Method for preparing black fluorane thermal-pressure sensitive dye by virtue of one-step method

-

Paragraph 0059-0078, (2017/04/29)

The invention discloses a method for preparing a black fluorane thermal-pressure sensitive dye by virtue of a one-step method. The method comprises the following steps: (1) acid-catalysis cyclic condensation: adding a diphenyl ketone derivative and 2-methyl-4-methoxydiphenylamine into an organic solvent I with a relatively low boiling point, adding a sulfuric acid solution while stirring, and heating to a reflux temperature to react for 1.5-4.5 hours; and (2) post-processing refining: adding water into reaction liquid obtained in the step (1), recycling the organic solvent I with the relatively low boiling point by virtue of heat release, then adding a nonpolar solvent II into the recycled reaction liquid, carrying out heating reflux to separate a water phase so as to obtain an organic phase, carrying out cooling, crystallization, filtering and solvent washing on the organic phase, and drying, so as to obtain the black fluorane thermal-pressure sensitive dye.

Highly selective colorimetric signaling of iron cations based on fluoran dye

Wang, Sheng,Gwon, Seon-Yeong,Son, Yong-A,Matsumoto, Shinya,Hwang, In Jeong,Kim, Sung-Hoon

scheme or table, p. 155 - 163 (2012/08/08)

A highly selective colorimetric chemosensor based on fluoran dye for iron cations, 2′-anilino-3′methyl-6′-dibuthylamino-N-(2′- (2″-hydroxybenzylideneamino)ethyl) iso-indolin-1-one-fluoran (5), was designed and synthesized. The chemical structures of all t

Process route upstream and downstream products

Process route

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid
54574-82-2

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

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one
89331-94-2

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one

Conditions
Conditions Yield
With sulfuric acid; In dichloromethane; water; at 35 - 40 ℃; for 4.5h; Temperature; Solvent;
94.6%
4-phenylamino-3-methyl-1-methoxybenzene; 2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid; With sulfuric acid; at 15 - 25 ℃; for 24h;
With sodium hydroxide; In toluene; for 1h; Heating;
93%
With sulfuric acid;
58%
With sulfuric acid;
58 %Spectr.
With sulfuric acid;
C<sub>22</sub>H<sub>17</sub>NO<sub>5</sub>

C22H17NO5

N,N,N',N'-tetra-n-butyl-m-phenylenediamine
67676-48-6

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

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one
89331-94-2

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one

Conditions
Conditions Yield
With sulfuric acid; at 15 - 20 ℃;
91%
N-(4-hydroxy-2-methylphenyl)-N-phenylformamide

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

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: toluene / 110 °C
2: sulfuric acid / 15 - 20 °C
With sulfuric acid; In toluene;
C<sub>35</sub>H<sub>36</sub>N<sub>2</sub>O<sub>3</sub>

C35H36N2O3

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one
89331-94-2

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one

Conditions
Conditions Yield
In various solvent(s); at 20 ℃; Further Variations:; Solvents; Temperatures; Equilibrium constant;
lithium tetrakis(pentafluorophenyl)borate
2797-28-6

lithium tetrakis(pentafluorophenyl)borate

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one
89331-94-2

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one

C<sub>35</sub>H<sub>37</sub>N<sub>2</sub>O<sub>3</sub><sup>(1+)</sup>*C<sub>24</sub>BF<sub>20</sub><sup>(1-)</sup>

C35H37N2O3(1+)*C24BF20(1-)

Conditions
Conditions Yield
With hydrogenchloride; In dichloromethane; water; at 20 ℃; for 2h;
24.3 g
(p-vinylphenyl)trifluorobutanesulfonylimidic acid triethylamine salt

(p-vinylphenyl)trifluorobutanesulfonylimidic acid triethylamine salt

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one
89331-94-2

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one

C<sub>35</sub>H<sub>37</sub>N<sub>2</sub>O<sub>3</sub><sup>(1+)</sup>*C<sub>9</sub>H<sub>7</sub>F<sub>3</sub>NO<sub>4</sub>S<sub>2</sub><sup>(1-)</sup>

C35H37N2O3(1+)*C9H7F3NO4S2(1-)

Conditions
Conditions Yield
With hydrogenchloride; In methanol; water; acetone; at 20 ℃; for 1h; Reagent/catalyst;
6.1 g
methanol
67-56-1

methanol

(p-vinylphenyl)trifluorobutanesulfonylimidic acid triethylamine salt

(p-vinylphenyl)trifluorobutanesulfonylimidic acid triethylamine salt

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one
89331-94-2

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one

C<sub>36</sub>H<sub>39</sub>N<sub>2</sub>O<sub>3</sub><sup>(1+)</sup>*C<sub>9</sub>H<sub>7</sub>F<sub>3</sub>NO<sub>4</sub>S<sub>2</sub><sup>(1-)</sup>

C36H39N2O3(1+)*C9H7F3NO4S2(1-)

Conditions
Conditions Yield
methanol; 2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one; With sulfuric acid; for 20h; Reflux;
(p-vinylphenyl)trifluorobutanesulfonylimidic acid triethylamine salt; In acetone; at 20 ℃; for 1h; Reagent/catalyst;
6.1 g
2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one
89331-94-2

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one

2-methyl-3-anilino-7-dibutylamino-9-(o-carboxyphenyl) xanthene

2-methyl-3-anilino-7-dibutylamino-9-(o-carboxyphenyl) xanthene

Conditions
Conditions Yield
With hydrogenchloride; In water; acetone;
2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one
89331-94-2

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one

dibutyl-[9-(2-carboxy-phenyl)-6-methyl-7-phenylamino-xanthen-3-ylidene]-ammonium

dibutyl-[9-(2-carboxy-phenyl)-6-methyl-7-phenylamino-xanthen-3-ylidene]-ammonium

Conditions
Conditions Yield
With hydrogenchloride; In water;
2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one
89331-94-2

2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one

C<sub>35</sub>H<sub>36</sub>N<sub>2</sub>O<sub>3</sub>

C35H36N2O3

Conditions
Conditions Yield
In various solvent(s); at 20 ℃; Further Variations:; Solvents; Temperatures; Equilibrium constant;

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