cas 92339-07-6, 2,3,5,6-Tetrafluoro-1,4-benzenedimethanol

Articles about 92339-07-6Total 23 be found

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A substituted aromatic alcohols of the economical efficiency of the synthesis process (by machine translation)
The invention discloses a substituted aromatic alcohols of the economical efficiency of the synthesis process, the COOR1 - C6 F4 - COOR1 (R1 Representative C1 - C4 Alkyl) to the organic solvent in the input, in the NaBH4 Under the action of the shall CH reduction reaction2 OH - C6 F4 - CH2 OH (II) and CH2 OH - C6 F4 - COOH (III); the mixture is dissolved in a weak acid buffer solution, after adjusting the pH of the extraction, the aqueous layer containing in II, III contained in the oil reservoir; the oil reservoir into the non-protic solvent removes the carboxyl, shall be CH2 OH - C6 HF4 . The present invention, reduction process residence in the intermediate state, the process on the reduction reducing the requirements of the complete degree, reduce the used as the reducing agent; the mixture with chemical separation, the product is very good use can be obtained. (by machine translation)
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Paragraph 0029; 0032; 0038; 0040

(2019/05/15)

Synthesis method of 2,3,5,6-tetrafluoro-4-methoxymethyl benzyl alcohol
The invention discloses a method for synthesizing 2,3,5,6-tetrafluoro-4-methoxymethyl benzyl alcohol through 1,4-di(methoxymethyl)-2,3,5,6-tetrafluorobenzene and belongs to the technical field of organic synthesis. The method comprises the following steps: taking the 1,4-di(methoxymethyl)-2,3,5,6-tetrafluorobenzene to react in a mixed solution composed of a sulfuric acid water solution and organiccarboxylic acid; carrying out ester group hydrolysis reaction on an obtained mixture under the action of inorganic alkali; carrying out methylation reaction of hydroxyl under the action of the inorganic alkali; finally, separating and purifying to obtain the 2,3,5,6-tetrafluoro-4-methoxymethyl benzyl alcohol and recycling the 1,4-di(methoxymethyl)-2,3,5,6-tetrafluorobenzene. According to the method provided by the invention, resource utilization of the low-value 1,4-di(methoxymethyl)-2,3,5,6-tetrafluorobenzene is realized; meanwhile, the method has the advantages of cheap and easy-to-obtain reaction reagents, moderate reaction conditions, simplicity in operation, high synthesis yield, good product quality and the like, and has very high social and economic value.
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Paragraph 0047-0048; 0063-0064

(2019/03/30)

Technology for preparing 2,3,5,6-tetrafluoro-1,4-benzenedimethanol
The invention discloses a technology for preparing 2,3,5,6-tetrafluoro-1,4-benzenedimethanol, and belongs to the technical field of fine chemical synthesis. The technology includes the following reaction steps that (1) dry hydrogen chloride gas is led into 2,3,5,6-tetrafluoro-1,4-terephthalonitrile in an ether solvent for reaction, then low carbon alcohol is added for reaction, and a solution of 2,3,5,6-tetrafluoro-1,4-imino-terephthalate is obtained; (2) the 2,3,5,6-tetrafluoro-1,4-imino-terephthalate is reacted with water, an organic phase substance is collected and washed with water to be neutral, the solvent is removed in a vacuum distillation mode, and 2,3,5,6-tetrafluoro-1,4-terephthalic acid diester is obtained; (3) the 2,3,5,6-tetrafluoro-1,4-terephthalic acid diester is subjected to a catalyzed hydrogeneration reduction reaction, an organic phase substance is collected, cooled, subjected to suction filtration and dried, and the 2,3,5,6-tetrafluoro-1,4-benzenedimethanol is obtained. The technology has the advantages that the raw materials are low in cost, operation is easy and convenient, and high-concentration acid wastewater is avoided.
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(2017/05/16)

Extending the series of p-substituted tetrafluorobenzoic acids: synthesis, properties and structure
The synthesis of the derivatives of p-aminotetrafluorobenzoic acid, p-H2NC6F4CO2H (2b), by hydrolysis, acylation or interaction with aldehydes was developed giving H2NC6F4CO2K (2a), C6F5C(O)N(H)C6F4CO2Et (3) and (E)-ArCH[dbnd]NC6F4CO2Et (4–11). The chemical derivatization of tetrafluoroterephthalic acid, p-HO2CC6F4CO2H (12), by hydrolysis, etherification and reduction was performed giving a number of symmetrical X(O)CC6F4C(O)X (13–15; X?=?Cl, NEt2, OMe) or unsymmetrical YC6F4CO2Me (15a–b, 16, 18–21; Y?=?CO2K, CO2H, CH2OH, C(O)Cl, C(O)C6H3(i-Pr)2, CO2CH2C6F4CO2Me, CO2C6H4Bu-t), HOCH2C6F4CO2H (17), [MeO2CC6F4]2Y (22, 23; Y?=?OCH2CH2O, N(H)C6H4N(H)) compounds. All substances were thoroughly investigated by spectroscopic methods (multinuclear NMR and IR spectroscopy, mass-spectrometry). The molecular structures of p-H2NC6F4CO2Et (2) and p-HO2CC6F4CO2Me (15b) have been determined by X-ray diffraction analysis.
Zaitsev, Kirill V.,Oprunenko, Yuri F.,Lermontova, Elmira Kh.,Churakov, Andrei V.
p. 49 - 58
(2017/03/22)

Preparation method of 2,3,5,6-tetrafluorohydrazine-1,4-benzene dimethanol
The invention discloses a preparation method of 2,3,5,6-tetrafluorohydrazine-1,4-benzene dimethanol, and belongs to the technical field of fine chemical synthesis. The preparation method is characterized by comprising the following reaction steps that (1) chlorine is led into paraxylene under catalyzing of a catalyst and irradiation of visible light to achieve chlorination, then nitrogen is led in to expel residual hydrogen chloride gas, and 1,4-dual(trichloromethyl)-2,3,5,6-tetrachlorobenzene is obtained; (2) the 1,4-dual(trichloromethyl)-2,3,5,6-tetrachlorobenzene and potassium fluoride are subject to fluorization and alcoholysis in an alcohol solvent, the solvent is recycled through reduced pressure distillation, washing is carried out the neutral state is obtained, drying is carried out, and 1,4-dual(silane oxygen methyl chloride)-2,3,5,6-tetrachlorobenzene is obtained; and (3) hydrogen is led into the 1,4-dual(silane oxygen methyl chloride)-2,3,5,6-tetrachlorobenzene in a solvent containing a metal catalyst and an acid-binding agent to be subject to catalytic hydrogenation reduction, an upper-layer organic phase is subject to cooling, suction filtration and drying to obtain the2,3,5,6-tetrafluorohydrazine-1,4-benzene dimethanol. The preparation method has the beneficial effects that the raw materials are low in price and easy to obtain, the synthetic route is short, operation is easy and convenient, and the product cost is low.
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Paragraph 0049; 0050

(2017/05/10)

Luminogenic and fluorogenic compounds and methods to detect molecules or conditions
A method to detect the presence or amount of at least one molecule in a sample which employs a derivative of luciferin or a derivative of a fluorophore is provided.
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Paragraph 0422

(2016/07/27)

Introducing Solubility Control for Improved Organic P-Type Dopants
To overcome the poor solubility of the widely used p-type dopant 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4TCNQ), we have synthesized a series of structure-modified, organic p-type dopants to include alkyl ester groups designed to enable solubility and miscibility control. UV-vis-NIR and cyclic voltammetry measurements show increased solubility of mono- and diester substituted dopants with only modest changes to acceptor strength. Using absorption spectroscopy, photoluminescence, and in-plane conductivity measurements, we demonstrate that the new dopants can successfully p-type dope poly(3-hexylthiophene-2,5-diyl) (P3HT). Monoester substituted dopants are characterized by only slightly reduced electron affinity relative to F4TCNQ, but greater doping effectiveness due to increased miscibility with P3HT. Diester substituted dopants undergo a dimerization reaction before assuming their doped states, which may help anchor dopants into position post deposition, thus decreasing the negative effect of dopant drift and diffusion. We conclude that increased dopant solubility/miscibility increases the overall effectiveness of doping in solution-cast polymer films and that ester modification is a practical approach to achieving solubility/miscibility control in TCNQ-type dopants (Figure Presented).
Li, Jun,Zhang, Guangwu,Holm, Daniella M.,Jacobs, Ian E.,Yin, Bin,Stroeve, Pieter,Mascal, Mark,Moulé, Adam J.
p. 5765 - 5774
(2015/09/02)

METHOD FOR PRODUCING ALCOHOL COMPOUND
A method for producing an alcohol compound, wherein a carboxylic acid ester compound is reduced with hydrogen in the presence of a ruthenium complex which is obtained by reacting an imidazolium salt (A) having at least one optionally substituted amino group with a ruthenium compound (B) in the presence of a base (C).
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Page/Page column 12

(2012/01/15)

METHOD FOR PRODUCING ALCOHOL COMPOUND AND CATALYST THEREFOR
A method for producing an alcohol compound, wherein a carboxylic acid ester compound is reduced with hydrogen in the presence of a ruthenium complex which is obtained by reacting a pyridine compound having at least one optionally substituted amino group with a ruthenium compound.
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Page/Page column 11

(2012/02/06)

METHOD FOR PRODUCING HALOGEN-SUBSTITUTED BENZENE DIMETHANOL
A method for producing a halogen-substituted benzene dimethanol, the method including: a first step of reacting a compound represented by formula (1) with a compound represented by formula (2) to obtain a dicarboxamide compound represented by formula (3), and a second step of reducing the dicarboxamide compound using a borohydride compound to obtain a halogen-substituted benzene dimethanol represented by formula (4).
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Page/Page column 6

(2012/01/13)

PRODUCTION PROCESS OF NUCLEUS-HALOGENATED METHYLBENZYL ALCOHOL
The present invention provides an industrially advantageous process for preparing nuclear halogenated methylbenzyl alcohol which is a useful substance as a raw material, an intermediate for manufacturing medicines, agricultural chemicals, etc. The process of the present invention for preparing nucleus-halogenated methylbenzyl alcohol represented by the following formula (II) comprises hydrogenating nucleus-halogenated benzene carbaldehyde represented by the following formula (I); wherein m is an integer of 0 to 3, and n is an integer of 1 to 4, with the proviso that m+n is an integer of 1 to 4, wherein m and n are the same as those in the formula (I).
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Page/Page column 5

(2010/06/19)

METHOD FOR PRODUCING 4-METHYL-2,3,5,6-TETRAFLUOROBENZYL ALCOHOL
A process for producing 4-methyl-2,3,5,6-tetrafluorobenzyl alcohol comprising the following steps (A) to (D): Step (A): a step for fluorinating 2,3,5,6-tetrachloroterephthaloyl dichloride, Step (B): a step for reducing the product obtained in step (A), Step (C): a step for chlorinating the product obtained in step (B), Step (D): a step for hydrogenating the product obtained in step (C).
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Page/Page column 12

(2009/12/07)

A new synthetic route to polyfluorobenzyl alcohol
The synthesis of polyfluorinated benzyl alcohol from pentafluorobenzoic acid has been developed. An economical and effective direct reduction method of polyfluorobenzoic acid by zinc borohydride is described.
Zhang, Deyan,Chen, Zizhan,Cai, Huihua,Zou, Xinzhuo
experimental part
p. 938 - 941
(2010/01/15)

PROCESS FOR PRODUCTION OF HALOGEN-SUBSTITUTED BENZENEDIMETHANOL
A process for the production of a halogen-substituted benzenedimethanol represented by the formula (2): wherein X1, X2, X3 and X4 are the same or different and independently represent a hydrogen atom or a halogen atom, provided that at least one of X1, X2, X3 and X4 represents a halogen atom, comprising reacting a halogen-substituted terephthalic acid diester represented by the formula (1): wherein X1, X2, X3 and X4 are the same meanings as defined above and R1 and R2 are the same or different and independently represent an unsubstituted or substituted alkyl group, a metal borohydride compound and an acid in the presence of an ether solvent, wherein the amount of the acid is 0.2 to 3 moles per 1 mole of the metal borohydride compound based on protons, and the reaction is conducted under the condition where the liquid phase of the reaction mixture is a single layer.
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Page/Page column 5

(2009/04/23)

METHOD FOR PRODUCING HALOGEN-SUBSTITUTED BENZENEDIMETHANOL
A method for producing a halogen-substituted benzenedimethanol represented by the formula (2): wherein X1, X2, X3 and X4 are the same or different and each independently represent a hydrogen atom or a halogen atom, provided that X1, X2, X3 and X4 are not hydrogen atoms at the same time, by reacting a halogen-substituted terephthalic acid represented by the formula (1): wherein X1, X2, X3 and X4 are the same meanings as defined above, with a borohydride compound in an organic solvent, followed by contacting the obtained reaction mixture with hydrogen chloride at 40 to 70°C.
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Page/Page column 3-4

(2008/12/08)

METHOD FOR PRODUCING HALOGEN-SUBSTITUTED BENZENEDIMETHANOL
A method for producing a halogen-substituted benzenedimethanol represented by the formula (2): wherein X1 to X4 are the same or different and independently represent a halogen atom or the like, provided that at least one of X1 to X4 is a halogen atom, by reacting a halogen-substituted terephthalic acid diester represented by the formula (1): wherein R1 and R2 are the same or different and independently represent a C1-C20 alkyl group which may have a substitutent or substituents, and X1 to X4 is the same as defined above, with a borohydride compound in the presence of an alcohol which comprises adding the alcohol into a mixture of the halogen-substituted terephthalic acid diester represented by the formula (1), the borohydride compound and a solvent.
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(2008/06/13)

Preparation of one intermediate for pyrethroids
Methods for preparing 2,3,5,6-tetrafluorodimethylolbenzene, an intermediate for the preparation of pyrethroids, are disclosed. A method for preparing 2,3,5,6-tetrafluorodimethylolbenzene includes the reduction of tetrafluoroterephthalate. Various reduction processes are disclosed, which are simple and safe and can afford the product in high yield and purity. Processes for preparing tefluthrin from 2,3,5,6-tetrafluorodimethylolbenzene, by halogenation, hydrogenation, and esterification, are also disclosed.
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Page/Page column 3

(2008/06/13)

METHOD FOR PRODUCING HALOGEN-SUBSTITUTED BENZENEDIMETHANOL
Disclosed is a method for producing a halogen-substituted benzenedimethanol represented by the following formula (2) (wherein X1-X4 are as defined below) in which method a halogen-substituted terephthalic acid diester represented by the following formula (1) (wherein R1 and R2 may be the same or different and respectively represent an optionally substituted alkyl group having 1-20 carbon atoms, X1-X4 may be the same or different and respectively represent a halogen atom or the like, and at least one of X1-X4 is a halogen atom) is reacted with a borane compound (borohydride compound) in the presence of an alcohol. Such a method for producing a halogen-substituted benzenedimethanol is characterized in that an alcohol is added into a mixture of the halogen-substituted terephthalic acid diester represented by the above formula (1), the borane compound (borohydride compound) and a solvent.
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Page/Page column 7-8

(2008/06/13)

A new route to 2,3,5,6-tetrafluoroterephthal aldehyde and its chemical transformation
The title compound was prepared from commercial available and cheaper starting material terephthalolyl chloride by six-step reaction sequence in total 40% yield. Its chemical transformations were also studied.
Zhu, Shizheng,Zhao, Jingwei,Cai, Xian
p. 451 - 454
(2007/10/03)

Process for producing tetrafluorobenzenemethanols
The present invention relates to a process by a series of reactions using tetrafluorocyanobenzens as material for producing tetrafluorobenzenemethanols, tetrafluorobenzenecarbaldehyde dialkylacetals and tetrafluorobenzenecarbaldehydes in a high purity and a high yield which are useful as intermediates in the production of cyclopropanecarboxylic acid esters having insecticidal action, and also relates to a novel tetrafluorobenzenecarbaldehyde dimethylacetal.
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(2008/06/13)

Production method for benzenedimethanol compound
To provide a novel method for producing a fluorinated benzenedimethanol compound useful as a starting material or an intermediate in the production of agricultural or medicinal chemicals in an industrially advantageous manner. A method for producing a fluorinated benzenedimethanol compound according to the present invention comprises the steps of reducing the nitrile groups of a fluorinated benzenedinitrile compound to obtain a fluorinated xylylenediamine compound and then converting the aminomethyl groups of the fluorinated xylylenediamine compound into hydroxymethyl groups.
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(2008/06/13)

Fluorinated molecules relevant to conducting polymer research
The synthesis of versatile fluorine compounds for conducting polymer research on fluorinated materials is presented. 1,2,4,5-Tetrafluorobenzene was converted to 1,2,4,5-tetrafluorobenzaldehyde (1) and protected as an acetal. This gave the acetals 1,2,4,5-tetrafluoro-3-(1,3-dioxol-2-yl)benzene (2a) and 1,2,4,5-tetrafluoro-3-(5,5-dimethyl-1,3-dioxan-2-yl)benzene (2b). Compounds 2a and 2b were converted into the semiprotected 2,3,5,6-tetrafluoroterephthaldehydes: 1,2,4,5-tetrafluoro-3-(1,3-dioxol-2-yl)-6-formylbenzene (3a) and 1,2,4,5- tetrafluoro-3-(5,5-dimethyl-1,3-dioxan-2-yl)-6-formylbenzene (3b). While 3a was easily deprotected to give 2,3,5,6-tetrafluoroterephthaldehyde (4) compound 3b proved very resilient to hydrolysis and gave a 1:1 mixture of 4 and 1,2,4,5-tetrafluoro-3,6-bis(5,5-dimethyl-1,3-dioxan-2-yl)benzene (5). Compound 4 was reduced to 1,2,4,5-tetrafluoro-3,6-dihydroxymethylbenzene (6) and converted into 1,2,4,5-tetrafluoro-3,6-dibromomethylbenzene (7). Compound 7 was finally converted into 1,2,4,5-tetrafluoro-3,6-bis(diethylphosponylmethyl)benzene (8). Compounds 4 and 8 are versatile fluorinated molecules that can be used to replace their hydrogen counterparts in many molecules and materials. To illustrate this compounds 4 and 8 were oligomerised to give partially fluorinated polyphenylenevinylene (9).
Krebs, Frederik C.,Jensen, Thomas
p. 77 - 84
(2007/10/03)

Linked cyclic polyamines with activity against hiv.
There is disclosed a pharmaceutical composition comprising as active ingredient a linked cyclic compound of general formula I,Z - R - A - R' - Y in which Z and Y are independently cyclic polyamine moieties having from 9 to 32 ring members and from 3 to 8 amine nitrogens in the ring spaced by 2 or more carbon atoms from each other, ???A is an aromatic or heteroaromatic moiety, ???R and R' are each a substituted or unsubstituted alkylene chain or heteroatom containing chain. or an acid addition salt or metal complex thereof, in admixture or association with a pharmaceutically acceptable diluent or carrier.
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Page 4

(2010/01/31)