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CAS No. : | 1204-28-0 | MDL No. : | MFCD00005924 |
Formula : | C9H3ClO4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | NJMOHBDCGXJLNJ-UHFFFAOYSA-N |
M.W : | 210.57 | Pubchem ID : | 70998 |
Synonyms : |
|
Num. heavy atoms : | 14 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.0 |
Num. rotatable bonds : | 1 |
Num. H-bond acceptors : | 4.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 46.37 |
TPSA : | 60.44 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.31 cm/s |
Log Po/w (iLOGP) : | 1.0 |
Log Po/w (XLOGP3) : | 1.8 |
Log Po/w (WLOGP) : | 1.38 |
Log Po/w (MLOGP) : | 1.2 |
Log Po/w (SILICOS-IT) : | 2.32 |
Consensus Log Po/w : | 1.54 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.53 |
Solubility : | 0.62 mg/ml ; 0.00295 mol/l |
Class : | Soluble |
Log S (Ali) : | -2.69 |
Solubility : | 0.432 mg/ml ; 0.00205 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -3.04 |
Solubility : | 0.193 mg/ml ; 0.000916 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 3.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.93 |
Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P260-P261-P264-P270-P271-P280-P301+P312-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P310-P312-P321-P322-P330-P363-P405-P501 | UN#: | 3261 |
Hazard Statements: | H302-H312-H314-H332 | Packing Group: | Ⅲ |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86.9% | With dmap; thionyl chloride In cyclohexane at 90℃; for 6 h; | 50g of trimellitic anhydride, and45mL of cyclohexane was added dimethylaminopyridine 0.05g4- reaction flask washeated to 90 ° C, Was slowly added dropwise 37.2g of thionyl chloride (TMA /SOCl 2 molar ratio of 1: 1.2), the reaction was refluxed for 6h, until no gasevolution, The reaction solution obtained at the end the reaction, the reactionsolution was -0.085MPa recovered by distillation at 90 ° C the remainingcyclohexane and excess thionyl chloride, And then by vacuum distillation(degree of vacuum of 750 mm Hg) collected 180 ~ 190 ° C fraction obtained in47.6 g of trimellitic anhydride acid chloride, cooled After it is a whitecrystalline solid, mp 67.5~ 68.8 ° C, HPLC chromatography 99.5percent, yield 86.9percent. |
150.6 g | With thionyl chloride; tributylphosphine In ethyl acetate at 80℃; for 6 h; | 200 g of trimellitic anhydride, 120 mL of ethyl acetate and 0.02 g of tri-n-butylphosphine were added to the reaction flask, and the temperature was raised to 80 ° C.156 g of thionyl chloride was slowly added dropwise, and the reaction was refluxed for 6 hours until no gas evolved, and the reaction was completed to obtain a reaction solution.The reaction solution was distilled at -0.085 MPa at 80 ° C to recover residual benzene and excess thionyl chloride, and then vacuum distilled through a thin film evaporator.The degree of vacuum was 660 mmHg and the temperature was 130 °C.Collect 180-190 ° C fractions,Obtained 150.6 g of trimellitic anhydride acid chloride,After cooling, it was a white solid crystal with a melting point of 68.1 ° C and an HPLC chromatographic content of 99.25percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In 1,2-dichloro-benzene; at 150℃; for 2h; | A mixture of trimellitic anhydride chloride (2.1 g, 9.97 mmol, Aldrich) and 1,4-benzodioxan-6-amine (1.5 g, 9.98 mmol, Aldrich) in dichlorobenzene (20 mL) was heated at 150 C. with stirring for 2 h. The reaction mixture was left to reach room temperature during which an yellow solid precipitated. The solid was filtered, washed with dichlorobenzene (20 mL) and dichloromethane (20 mL), and dried in vacuo to give the title compound as an yellow amorphous solid. MS (ESI, pos. ion) m/z: 326.5 (M+1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | With pyridine; In toluene; at 20℃; for 3h; | Example 86; 2- [3- (5-Benzyloxycarbonyl-1, 3-dioxo-1, 3-dihydro-isoindol-2-yl) phenyl] benzoxazole-6- carboxylic acid; a) 1,2, 4-Benzenetricarboxylic anhydride benzyl ester; A solution of benzyl alcohol (513mg, 4. 75mmol) and pyridine (375mg, 4. 75mmol) in toluene (25mol) were added dropwise with stirring to a solution of <strong>[1204-28-0]trimellitic anhydride acid chloride</strong> (1. OOg, 4. 75mmol) in toluene (25ml). After addition was complete the reaction was stirred at room temperature for 3h. The reaction mixture was concentrated to give the subtitle compound as a white solid (1. 08mg, 81%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyridine; In butanone; at 0℃; for 4h;Heating / reflux; | EXAMPLE 7; [00212] 39.6g (0.2 mol) of3,5-dinitrobenzyl alcohol, 23.7 g (0.3 mol) of pyridine and 200 ml of methyl ethyl ketone were introduced into a reactor and dissolved by stirring under a nitrogen gas stream at about 70 C. 35.3 g (0.2 mol) of pelargonic acid chloride was dissolved in 100 ml of methyl ethyl ketone and the resultant solution was added dropwise into the reactor as described above. After the completion of the addition, the mixture was refluxed and stirred under nitrogen for about 2 hours. Then the reactor was cooled by allowing to stand and pyridine hydrochloride was removed by filtration. The filtrate was concentrated and purified by using a column to give 50.8 g of 3,5-dinitrobenzyl pelargonate. 33.8 g of 3,5-dinitrobenzyl pelargonate and 4 g of a catalyst (5% palladium carried on active carbon) were introduced into a hydrogenation apparatus and reduced with hydrogen. After filtration and concentration, 27.8 g (0.1 mol) of 3,5-diaminobenzyl pelargonate was obtained. [00213] 42.1 g (0.2 mol) of trimellitic acid anhydride chloride and 300 ml of methyl ethyl ketone were introduced into a reactor and stirred with ice-cooling under a nitrogen gas stream. 27.8 g (0.1 mol) of 3,5-diaminobenzyl pelargonate and 23.7 g (0.3 mol) of pyridine were dissolved in 300 ml of methyl ethyl ketone and the obtained solution was dropped into the reactor as described above. After the completion of the addition, the mixture was stirred with ice-cooling under nitrogen for about 2 hours and then refluxed and stirred for 2 hours. After the completion of the reaction, the reactor was ice-cooled and pyridine hydrochloride was removed by filtration. The filtrate was concentrated and the solid matter thus obtained was recrystallized from acetic anhydride to give 48 g of 3,5-(benzyl-pelargonate)-diabenzamide-3,3',4,4'-tetracarboxylic acid dianhydride. [00214] 4.32 g (0.01 mol) of BAPS-M and 30 g of DMAc were introduced into a 300 ml separable flask provided with a stirrer. Then 6.3 g (0.01 mol) of the acid dianhydride of this Example was added at once thereto under vigorously stirring and stirring was continued as such for 30 minutes. 0.93 g (0.02 mol) of beta-picoline, 5 g of acetic anhydride and 10 g of DMAC were added to the reaction solution and the resultant mixture was heated to about 120 C. for imidation. These reactions were carried out under a nitrogen gas stream. After the completion of the reaction, the reaction mixture was poured into methanol, filtered and dried to thereby give 9.8 g of a yellow polyimide powder. This polyimide powder had a weight-average molecular weight of 80,000. A film was formed as in Example 1 and the water absorption was measured. As a result, this film showed a water absorption of 1.2%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyridine; In dichloromethane; | Synthesis Example 10 Synthesis of p-isopropenylphenyltrimellitic anhydride To a methylene chloride solution (50ml) of trimellitic anhydride chloride (2.11 g, 0.0100 mol), a methylene chloride solution (50 ml) containing p-isopropenylphenol (1.34 g, 0.0100 mol) and pyridine (0.80 ml) was dropwise added over a period of 10 minutes with ice cooling. After stirring for 6 hours at room temperature, the reaction mixture was concentrated, then purified by silica gel column chromatography and recrystallized from ethyl acetate to obtain of p-isopropenylphenyltrimellitic anhydride (1.54 g, 0.000500 mol). The results of 1H-NMR (270 MHz) analysis of the resulting polar group-containing unsaturated compound are given below and shown in Fig. 1. The structural formula of the compound is given below. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1.3 g of 6-amino-1- (4-aminophenyl) -1,3,3-trimethylindane (PIDA, diamine monomer)Was dissolved in 4 volumes of NMP by stirring,Adding 5percent triethylamine (the mass ratio of adding triethylamine is 1: 1) as acid-binding agent to obtain a light yellow transparent solution,Placed under N2 atmosphere;The corresponding amount of trimellitic anhydride acid chloride (TMAC) was dissolved in NMP,Stir into the reaction flask,The reaction was carried out at room temperature (about 20 ° C) for 2h.Then4-phenylacetylene phthalic anhydride(PEPA) added to the reaction system,Continue to react 20h.In the above reaction, the molar ratio of PIDA, TMAC and PEPA is 1: 2: 2,A light yellow transparent polyamic acid having a constant viscosity of repeating units n = 1 was obtained. Marked as PAI-1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyridine; In tetrahydrofuran; at 0 - 20℃; for 12h;Sealed tube; | General procedure: An ester-linked s-spiro-type tetracarboxylic dianhydride wassynthesized according to the reaction scheme shown in Fig. 3 s-SpiroFLBP (10.01 mmol) was dissolved in anhydrous tetrahydrofuran (THF,47.1 mL) in the presence of pyridine (60 mmol, 4.85 mL) as an HClacceptor in a sealed flask with a septum cap. In a separate sealed flask,trimellitic anhydride chloride (TMAC, 30.09 mmol) was dissolved in THF (16.6 mL). To the TMAC solution cooled at 0 C, the s-Spiro FLBPsolution was slowly added using a syringe with continuous magneticstirring, after which the reaction mixture was stirred at roomtemperature for 12 h. The precipitate formed was collected byfiltration and washed with THF and subsequently water. The whiteproduct was dried at 160 C for 12 h to ensure cyclodehydration of ahydrolyzed portion (yield: 67%). |
Tags: 1204-28-0 synthesis path| 1204-28-0 SDS| 1204-28-0 COA| 1204-28-0 purity| 1204-28-0 application| 1204-28-0 NMR| 1204-28-0 COA| 1204-28-0 structure
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H320 | Causes eye irritation |
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H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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