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3049-24-9

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3049-24-9 Usage

General Description

Diphenyl phenylphosphonate is a chemical compound consisting of a phenylphosphonate group and two phenyl groups. It is commonly used as a flame retardant and plasticizer in various industrial applications, including in the production of polymers, resins, and coatings. diphenyl phenylphosphonate acts as a flame retardant by releasing a phosphorus-containing gas when exposed to high temperatures, which dilutes the oxygen and slows down the combustion process. Additionally, diphenyl phenylphosphonate has been studied for its potential use in organic synthesis and as a building block for the synthesis of other phosphorus-containing compounds. However, it is important to handle this chemical with caution due to its potential health hazards and the need to follow proper safety protocols when working with it.

Check Digit Verification of cas no

The CAS Registry Mumber 3049-24-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,4 and 9 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 3049-24:
(6*3)+(5*0)+(4*4)+(3*9)+(2*2)+(1*4)=69
69 % 10 = 9
So 3049-24-9 is a valid CAS Registry Number.
InChI:InChI=1/C18H15O3P/c19-22(18-14-8-3-9-15-18,20-16-10-4-1-5-11-16)21-17-12-6-2-7-13-17/h1-15H

3049-24-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name [phenoxy(phenyl)phosphoryl]oxybenzene

1.2 Other means of identification

Product number -
Other names Phosphonic acid, phenyl-, diphenyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3049-24-9 SDS

3049-24-9Synthetic route

diphenyl phenylphosphonite
13410-61-2

diphenyl phenylphosphonite

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With dihydrogen peroxide In 1,4-dioxane; water at 8 - 12℃; for 1h;98.7%
With tetrachloromethane; benzaldehyde
triphenyl phosphite
101-02-0

triphenyl phosphite

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); Phenyl triflate In neat (no solvent) at 160℃; for 16h; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere;94%
Multi-step reaction with 2 steps
1: tris-(dibenzylideneacetone)dipalladium(0) / diethyl ether / 50 °C / Inert atmosphere; Schlenk technique
2: tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 8 h / 160 °C / Inert atmosphere
View Scheme
triphenyl phosphite
101-02-0

triphenyl phosphite

iodobenzene
591-50-4

iodobenzene

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With nickel dichloride; triethyl phosphite at 160℃; for 4h; Arbuzov reaction;93%
With sodium dodecyl-sulfate; triethylamine In water at 100℃; for 2h;91%
With triethylamine In neat (no solvent) at 100℃; for 5h; Green chemistry;79%
triphenyl phosphite
101-02-0

triphenyl phosphite

Diphenyliodonium triflate
66003-76-7

Diphenyliodonium triflate

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 35℃; for 16h; Inert atmosphere; Schlenk technique; Irradiation;89%
diphenyl hydrogen phosphite
4712-55-4

diphenyl hydrogen phosphite

phenylboronic acid
98-80-6

phenylboronic acid

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With 2,2':6,2''-terpyridine; cobalt(II) bromide; zinc In acetonitrile at 20℃; for 24h;84%
iodobenzene
591-50-4

iodobenzene

diphenyl hydrogen phosphite
4712-55-4

diphenyl hydrogen phosphite

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With sodium dodecyl-sulfate; triethylamine In water at 100℃; for 3h;81%
With triethylamine In neat (no solvent) at 100℃; for 7h; Green chemistry;71%
With copper(l) iodide; sodium hydride 1.) HMPT, 70-80 deg C; 2.) 150-160 deg C, 1 h; Yield given. Multistep reaction;
triphenyl phosphite
101-02-0

triphenyl phosphite

aniline
62-53-3

aniline

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With tert.-butylnitrite; salicylic acid In acetonitrile at 20℃; for 2h; Schlenk technique; Inert atmosphere;81%
Stage #1: aniline With tert.-butylnitrite; toluene-4-sulfonic acid In acetonitrile at 0℃; for 0.25h; Sandmeyer Reaction;
Stage #2: triphenyl phosphite In acetonitrile at 0.25℃; for 8h; Sandmeyer Reaction;
79%
With tert.-butylnitrite In dimethyl sulfoxide at 70℃; for 0.666667h; Sealed tube;
P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

lithium phenolate
555-24-8

lithium phenolate

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; Inert atmosphere; Reflux;80.2%
In diethyl ether at -60℃;24%
triphenyl phosphite
101-02-0

triphenyl phosphite

1-(methylsulfonyl)-2-(phenyl)diazene
23265-32-9

1-(methylsulfonyl)-2-(phenyl)diazene

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h; Inert atmosphere; Irradiation;77%
C24H20O3P(1+)*I(1-)

C24H20O3P(1+)*I(1-)

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl-formamide at 160℃; for 8h; Time; Inert atmosphere;53%
P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

phenol
108-95-2

phenol

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In chloroform48%
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

chlorophosphoric acid diphenyl ester
2524-64-3

chlorophosphoric acid diphenyl ester

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
In diethyl ether; toluene at 0 - 20℃; for 3.16667h; Inert atmosphere;38%
phenyltetrachlorophosphorane
4895-65-2

phenyltetrachlorophosphorane

phenol
108-95-2

phenol

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Cumene hydroperoxide
80-15-9

Cumene hydroperoxide

diphenyl phenylphosphonite
13410-61-2

diphenyl phenylphosphonite

A

1-methyl-1-phenylethyl alcohol
617-94-7

1-methyl-1-phenylethyl alcohol

B

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
In chlorobenzene at 29.9℃; Rate constant; Mechanism;
P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

phenyl-phosphonic acid-difluoride
657-39-6

phenyl-phosphonic acid-difluoride

phenol
108-95-2

phenol

A

Phenylphosphonsaeure-phenylesterfluorid
79905-96-7

Phenylphosphonsaeure-phenylesterfluorid

B

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With pyridine 1.) 1 h 100 deg C; 2. benzene, rt, 1 h reflux; Yield given. Multistep reaction;
Phenylchlorophosphonic Acid Phenyl Ester
61274-57-5

Phenylchlorophosphonic Acid Phenyl Ester

phenol
108-95-2

phenol

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With pyridine In benzene
bis(4-nitrophenyl) phenylphosphonate
38873-91-5

bis(4-nitrophenyl) phenylphosphonate

phenol
108-95-2

phenol

A

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

B

Phenyl-phosphonic acid 4-nitro-phenyl ester phenyl ester

Phenyl-phosphonic acid 4-nitro-phenyl ester phenyl ester

Conditions
ConditionsYield
In water; dimethyl sulfoxide at 25℃; Rate constant; Mechanism; various solvents; I = 0.5 or 0.1 mol L-1 NMe4Cl;
4-Methylanisole
104-93-8

4-Methylanisole

Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Stage #1: p-methylanizole; Dichlorophenylphosphine With aluminium trichloride at 20℃;
Stage #2: With water In dichloromethane
triphenyl phosphite
101-02-0

triphenyl phosphite

bromobenzene
108-86-1

bromobenzene

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With nickel dichloride; triethyl phosphite at 173℃; for 6h; Arbuzov reaction;98 % Spectr.
With Raney nickel at 125 - 250℃; under 2 - 3 Torr; for 4.5h; Inert atmosphere; Large scale;
phenyltetrachlorophosphorane
4895-65-2

phenyltetrachlorophosphorane

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfur dioxide
View Scheme
Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: oxygen
View Scheme
Multi-step reaction with 3 steps
1: chlorine
2: sulfur dioxide
View Scheme
Multi-step reaction with 2 steps
1: chlorine
View Scheme
diphenylmercury(II)
587-85-9

diphenylmercury(II)

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: phosphorus trichloride / 180 °C
2: oxygen
View Scheme
Multi-step reaction with 4 steps
1: phosphorus trichloride / 180 °C
2: chlorine
3: sulfur dioxide
View Scheme
Multi-step reaction with 3 steps
1: phosphorus trichloride / 180 °C
2: chlorine
View Scheme
hydroquinone
123-31-9

hydroquinone

phenol
108-95-2

phenol

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Stage #1: phenol With titanium tetrachloride; trichlorophosphate at 70 - 90℃;
Stage #2: hydroquinone With titanium tetrachloride; triethylamine at 130 - 140℃; Reagent/catalyst; Temperature;
aniline
62-53-3

aniline

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetrafluoroboric acid / water / 0.25 h
1.2: 0.5 h / 0 °C
1.3: 0 - 20 °C
2.1: acetonitrile / 24 h / 20 °C / Inert atmosphere; Irradiation
View Scheme
P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

triphenyl phosphite
101-02-0

triphenyl phosphite

bromobenzene
108-86-1

bromobenzene

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
Stage #1: triphenyl phosphite; bromobenzene at 240 - 250℃; for 3.5h; Inert atmosphere; Large scale;
Stage #2: P,P-dichlorophenylphosphine oxide With magnesium chloride at 135 - 140℃; Temperature; Inert atmosphere; Large scale;
triphenyl phosphite
101-02-0

triphenyl phosphite

C24H20O3P(1+)*I(1-)

C24H20O3P(1+)*I(1-)

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl-formamide at 160℃; for 8h; Inert atmosphere;
diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

2-hydroxyphenylphenylphosphinic acid phenyl ester

2-hydroxyphenylphenylphosphinic acid phenyl ester

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran; diethyl ether at -80 - 0℃;84%
N-chlorodimesylamine
71954-24-0

N-chlorodimesylamine

diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

A

N-Mesyl-triphenoxyphosphinimid
102173-66-0

N-Mesyl-triphenoxyphosphinimid

B

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
In dichloromethane for 18h;A 82%
B n/a
diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

bis(2-hydroxyphenyl)phenyl-λ5-phosphanone
112122-94-8

bis(2-hydroxyphenyl)phenyl-λ5-phosphanone

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -75 - 20℃; for 6h; Inert atmosphere;79%
With lithium diisopropyl amide In tetrahydrofuran; diethyl ether at -80 - 0℃;54%
diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

phenyl-phosphonic acid monophenyl ester
2310-87-4

phenyl-phosphonic acid monophenyl ester

Conditions
ConditionsYield
With lithium azide In N,N-dimethyl-formamide at 100℃; for 4h;37.5%
diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

6-phenyl-6,7-dihydro-5H-dibenzo[c,h][1,2,5,7,6]dithiadiazaphosphonine
98310-25-9

6-phenyl-6,7-dihydro-5H-dibenzo[c,h][1,2,5,7,6]dithiadiazaphosphonine

Conditions
ConditionsYield
at 180℃; under 10 Torr;
diphenyl phenylphosphonate
3049-24-9

diphenyl phenylphosphonate

alcoholic NaOH-solution

alcoholic NaOH-solution

A

phenylphosphinic acid
1779-48-2

phenylphosphinic acid

B

phenol
108-95-2

phenol

3049-24-9Relevant articles and documents

Direct18F-Labeling of Biomolecules via Spontaneous Site-Specific Nucleophilic Substitution by F-on Phosphonate Prostheses

Wang, Chao,Zhang, Lei,Mou, Zhaobiao,Feng, Wanru,Li, Zhongjing,Yang, Hongzhang,Chen, Xueyuan,Lv, Shengji,Li, Zijing

supporting information, p. 4261 - 4266 (2021/05/26)

We describe a high radiochemical yield late-stage direct 18F-labeling of bare biomolecules containing common active groups. Spontaneity and site-selectivity are attributed to the remarkably higher rates of nucleophilic substitution reactions on phosphonates than on other electrophiles by F- at various hydrogen bond forms. Rapid access to many medicinally significant 18F-labeled biomolecules is achieved at 21-68% radiochemical yields and 35.9-55.1 GBq μmol-1 molar activities both manually or automatically.

Preparation method of phenyl phosphonate diphenyl ester (by machine translation)

-

Paragraph 0045-0052; 0057-0085; 0093-0096, (2020/09/16)

The invention belongs to the technical field of organic synthesis, and provides a preparation method of diphenyl phosphonate, wherein triphenyl phosphite is used as an initiator, and the molar ratio ?timetime? and isomerization reaction is controlled to obtain phenyl phosphonate diphenyl ester; the isomerization reaction temperature is 220 - 260 °C. the isomerization reaction temperature is controlled; 1st. In addition, both the brominated benzene and Raney nickel in the method can be recycled, the reaction cost is low, and the environmental pollution is small. (by machine translation)

Cobalt catalyzed C-P bond formation by cross-coupling of boronic acids with P(O)H compounds in presence of zinc

Hicks, Ian,McTague, Jonathan,Hapatsha, Tatiana,Teriak, Rania,Kaur, Parminder

, (2020/01/31)

In our current work, we have reported the first cobalt-catalyzed cross-coupling of arylboronic acid with alkyl/aryl phosphites under mild conditions. The reaction was carried out in the presence of zinc powder as an additive and ter-pyridine as a ligand. The use of non-precious cobalt salt makes the protocol advantageous, as it is inexpensive and more abundant than the previously used methods where precious metal salts (Pd and Pt) were used. The reaction has a wide substrate scope and the products were obtained in good yields.

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