13360-94-6

Usage

InChI:InChI=1/C16H19OP/c1-2-3-14-17-18(15-10-6-4-7-11-15)16-12-8-5-9-13-16/h4-13H,2-3,14H2,1H3

Upstream product

• 1636-15-3 (diethylamino)diphenylphosphine 
• 71-36-3 butan-1-ol 
• 109-65-9 1-bromo-butane 
• 1707-03-5 diphenyl-phosphinic acid 
• 1079-66-9 chloro-diphenylphosphine 
• 6840-01-3 (dimethylamino)(diphenyl)phosphine 
• 10496-13-6 butyl dichlorophosphite 

Downstream Products

• 18855-54-4 Tris-(diphenyloxophosphinomethyl)-phosphinoxid 
• 92747-74-5 2,6-dinitro-4-trifluoromethylphenyl-diphenylphosphine oxide 
• 1126-79-0 n-butyl phenyl ether 
• 75980-60-8 (2,4,6-trimethylbenzoyl)diphenylphosphine oxide 
• 110304-29-5 {Fe(CO)4(P(C₆H₅)2OC₄H₉)} 
• 80358-47-0 S-(Diphenylphosphinyl)-cysteamin 
• 120-48-9 butyl p-nitrobenzoate 
• 5333-52-8 butyl (4-methoxyphenyl)methyl ether 
• 6946-35-6 butyl 4-methoxybenzoate 
• 136-60-7 benzoic acid, butyl ester 
• 20610-34-8 Diphenyl-phosphinsaeure-n-butylester 
• 145995-55-7 (9,10-dihydro-10-methyl-9-acridinyl)diphenylphosphine oxide 
• 4669-69-6 Diphenylphosphinsaeurecyanide 
• 18788-41-5 3-(1'-dodecyl)-1,1,5,5-tetraphenyl-1,3,5-triphosphapentane 1,3,5-trioxide 

Relevant academic research and scientific papers

Preparation method of material compound

The invention provides a preparation method of a diarylphosphonate compound, which comprises the following steps: in a protective gas atmosphere, taking diarylphosphonic acid and halogenated alkane as raw materials, taking heteropoly acid as a catalyst and taking an organic solvent as a solvent, and conducting reacting to obtain the diarylphosphonate compound. According to the preparation method disclosed by the invention, only an extremely small amount of catalyst is needed, the reaction temperature is relatively mild, the reaction time can be obviously shortened, the yield and purity are relatively high, and an unexpected technical effect is achieved.

Novel synthesis method of clean and safe photoinitiator (2,4,6-trimethylbenzoyldiphenyl-diphenylphosphine oxide)

The invention relates to the technical field of synthesis of photoinitiators, in particular to a novel synthesis method of a clean and safe photoinitiator (2,4,6-trimethylbenzoyldiphenyl-diphenylphosphine oxide). The method includes the steps of evenly mixing anhydrous alcohol with N-methylimidazole at the room temperature, raising the temperature to 30-50%, controlling the temperature, dropwise adding diphenylphosphine oxide, raising the temperature to 50-100 DEG C, conducting the constant-temperature reaction for 2-3 h, conducting standing and layering to take supernatant liquid for decompressing and distilling to obtain diphenyl alkoxylphosphine, making the diphenyl alkoxylphosphine start to react with 2,4,6-trimethylbenzoyldiphenyl chloride at the controlled temperature of 50 DEG C under the vacuum condition of -0.098 Mpa, raising the temperature by 10 DEG C every 20 minutes until the temperature is raised to 90 DEG C, conducting the constant-temperature reaction for 4-8 h, and adding 50% ethyl alcohol crystals to obtain a target product. The produced byproduct is subjected to vacuum removal and then enters a tail gas recovery system to be recovered through two stages of condensation. The synthesis method is simple in step, safe, clean, low in running cost and high in byproduct recovery rate.

Efficient methods for the preparation of alkyl-aryl and symmetrical or unsymmetrical dialkyl ethers between alcohols and phenols or two alcohols by oxidation-reduction condensation

Oxidation-reduction condensation via alkoxydiphenylphosphines (diphenylphosphinite esters) (1), generated in situ from chlorodiphenylphosphine (2) and alcohols, 2,6-dimethyl-1,4-benzoquinone (3), and phenols proceeds smoothly to afford alkyl-aryl ethers in good to high yields under neutral conditions. In a similar fashion, a new and efficient method for the preparation of symmetrical or unsymmetrical dialkyl ethers in good to high yields is established via tetrafluoro-1,4-benzoquinone (fluoranil) (4), alcohols, and 1 formed in situ from nBuLi-treated alcohols and 2. This method is applicable also to the etherification of chiral secondary or tertiary alcohols with retention or inversion of configurations. The inverted ethers are afforded by treating chiral alkoxydiphenylphosphines and achiral alcohols, while the reaction of achiral alkoxydiphenylphosphines and chiral alcohols forms retained ethers.

Efficient method for the preparation of inverted alkyl carboxylates and phenyl carboxylates via oxidation-reduction condensation using 2,6-dimethyl-1,4-benzoquinone or simple 1,4-benzoquinone

Oxidation-reduction condensation using in situ formed alkoxydiphenylphosphines, 2,6-dimethy-1,4-benzoquinone, and carboxylic acids provides a useful method for the preparation of inverted tertiary alkyl carboxylates from the corresponding chiral tertiary alcohols under mild and neutral conditions. Similarly, it has afforded alkyl carboxylates successfully in good-to-high yields by the combined use of alkoxydiphenylphosphines having primary, secondary, or tertiary alkoxy groups, carboxylic acids, and simple 1,4-benzoquinone. When chiral secondary or tertiary alcohols are used, the corresponding inverted secondary or tertiary alkyl carboxylates are also obtained in good-to-high yields. In addition, a convenient method for the preparation of phenyl carboxylates in high yields has been established by utilizing oxidation-reduction condensation in toluene at 110 °C using phenoxydiphenylphosphines in situ-formed from phenols and chlorodiphenylphosphine, 2,6-dimethyl-1,4-benzoquinone, and carboxylic acids.

Efficient method for the preparation of carboxylic acid alkyl esters or alkyl phenyl ethers by a new-type of oxidation-reduction condensation using 2,6-dimethyl-1,4-benzoquinone and alkoxydiphenylphosphines

A new-type of oxidation-reduction condensation proceeded smoothly to afford carboxylic acid alkyl esters or alkyl phenyl ethers in good to high yields by combined use of alkoxydiphenylphosphines (1) having primary, bulky secondary or tertiary alkoxy groups, a mild quinone-type oxidant such as 2,6-dimethyl-1,4-benzoquinone (DMBQ) and carboxylic acids or phenols. Generally, alkoxydiphenylphosphines were prepared easily from chlorodiphenylphosphine (2) and alcohols in the presence of pyridine, and were isolated by distillation. On the other hand, the phosphines 1 were also prepared in situ from N,N-dimethylaminodiphenylphosphine (3a) and primary or secondary alcohols while primary, bulky secondary or tertiary alkoxydiphenylphosphines were alternatively formed in situ by adding 2 to the "BuLi-treated alcohols in order to perform the above reactions by a one-pot procedure from alcohols and nucleophiles. The reaction of thus formed 1, DMBQ and carboxylic acids or phenols afforded the corresponding alkylated products, including hindered secondary and tertiary alkylated ones, in good to high yields at room temperature. In the case of using chiral secondary alcohols, the corresponding carboxylic acid alkyl esters were obtained as well in high yields with perfect inversion of stereochemistry by SN2 replacement.

Efficient Method for the Preparation of Primary, Inverted Secondary and Tertiary Alkyl Carboxylates from Alcohols and Carboxylic Acids by a New Type of Oxidation-Reduction Condensation Using Simple 1,4-Benzoquinone

A new type of oxidation-reduction condensation using in situ formed alkoxydiphenylphosphines (i.e., diphenylphosphinite esters), easily available 1,4-benzoquionone and carboxylic acids provides a new and efficient method for the preparation of alkyl carboxylates from the corresponding alcohols under mild and neutral conditions. Further, the yields of the corresponding inverted carboxylates were equally high in the case of chiral secondary or tertiary alcohols.

Preparation of various carboxylic acid esters from bulky alcohols and carboxylic acids by a new type oxidation-reduction condensation using 2,6-dimethyl-1,4-benzoquinone

A new-type oxidation-reduction condensation by using 2,6-dimethyl-1,4-benzoquinone (DMBQ), carboxylic acids and in situ formed alkoxydiphenylphosphines (1) including the bulky alkoxy group-substituted ones proceeded smoothly to afford the corresponding carboxylic acid esters in good to high yields. Alkoxydiphenylphosphines were formed in situ by treating either N,N-dimethylaminodiphenylphosphine (Ph2PNMe2) with primary or secondary alcohols or chlorodiphenylphosphine with the lithium salts of primary, secondary and tertiary alcohols.