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1499-21-4

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1499-21-4 Usage

Chemical Properties

clear colorless to yellow liquid

Uses

Diphenylphosphinic chloride (Ph2POCl) is widely used as a precursor to synthesize various chiral phosphine bidentate ligands for asymmetric synthesis, in addition to several peptide coupling agents.

Check Digit Verification of cas no

The CAS Registry Mumber 1499-21-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,9 and 9 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1499-21:
(6*1)+(5*4)+(4*9)+(3*9)+(2*2)+(1*1)=94
94 % 10 = 4
So 1499-21-4 is a valid CAS Registry Number.
InChI:InChI=1/C12H10ClOP/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

1499-21-4 Well-known Company Product Price

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  • TCI America

  • (C1415)  Diphenylphosphinic Chloride  >98.0%(GC)(T)

  • 1499-21-4

  • 10g

  • 490.00CNY

  • Detail
  • TCI America

  • (C1415)  Diphenylphosphinic Chloride  >98.0%(GC)(T)

  • 1499-21-4

  • 25g

  • 880.00CNY

  • Detail
  • Alfa Aesar

  • (A11721)  Diphenylphosphinic chloride, 97+%   

  • 1499-21-4

  • 5g

  • 246.0CNY

  • Detail
  • Alfa Aesar

  • (A11721)  Diphenylphosphinic chloride, 97+%   

  • 1499-21-4

  • 25g

  • 944.0CNY

  • Detail
  • Alfa Aesar

  • (A11721)  Diphenylphosphinic chloride, 97+%   

  • 1499-21-4

  • 100g

  • 1846.0CNY

  • Detail
  • Aldrich

  • (230235)  Diphenylphosphinicchloride  98%

  • 1499-21-4

  • 230235-10G

  • 299.52CNY

  • Detail
  • Aldrich

  • (230235)  Diphenylphosphinicchloride  98%

  • 1499-21-4

  • 230235-50G

  • 1,200.42CNY

  • Detail

1499-21-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Diphenylphosphinyl chloride

1.2 Other means of identification

Product number -
Other names Chlorodiphenylphosphine Oxide

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:1499-21-4 SDS

1499-21-4Synthetic route

diphenyl-phosphinic acid
1707-03-5

diphenyl-phosphinic acid

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
With thionyl chloride In toluene for 2h; Heating;100%
With phosphorus pentachloride
With thionyl chloride for 2h; Heating;
chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
With ozone In dichloromethane at -80℃;99%
With sulfur dioxide; chlorine88%
80.3%
Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
With oxygen In toluene for 4h;93%
methyl (2R)-2-[(diphenylphosphoryl)(methyl)amino]-2-phenylethanoate
1041751-59-0

methyl (2R)-2-[(diphenylphosphoryl)(methyl)amino]-2-phenylethanoate

A

methyl (2R)-(methylamino)(phenyl)acetate

methyl (2R)-(methylamino)(phenyl)acetate

B

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
Stage #1: methyl (2R)-2-[(diphenylphosphoryl)(methyl)amino]-2-phenylethanoate With hydrogenchloride; water In methanol for 0.5h;
Stage #2: With sodium hydrogencarbonate In methanol; water
A 90%
B n/a
phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
With dibutyl hydrogen phosphite65%
chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

acetone
67-64-1

acetone

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
for 50h; Ambient temperature;42%
N-chloro-succinimide
128-09-6

N-chloro-succinimide

Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

diphenylthiophosphinic acid
14278-72-9

diphenylthiophosphinic acid

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
With chlorine
Dichlorophenylphosphine
644-97-3

Dichlorophenylphosphine

diphenylmercury(II)
587-85-9

diphenylmercury(II)

A

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

B

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
at 230 - 240℃;
at 230 - 240℃;
Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
With thionyl chloride
With tetrachloromethane; triethylamine In chloroform at 5℃;
Multi-step reaction with 2 steps
1: dihydrogen peroxide; sodium hydroxide / water / 1 h / 90 - 100 °C
2: thionyl chloride / toluene / 3 h / 80 °C
View Scheme
N,N-diethyl P,P-diphenylphosphinamide
56372-47-5

N,N-diethyl P,P-diphenylphosphinamide

A

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

B

Tetraphenyldiphosphin
1101-41-3

Tetraphenyldiphosphin

C

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
With pyridine; trichlorosilane In benzene Title compound not separated from byproducts;
cyclohexanone
108-94-1

cyclohexanone

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

A

diphenyl-phosphinic acid
1707-03-5

diphenyl-phosphinic acid

B

cyclohex-1-en-1-yl(diphenyl)phosphine oxide
38868-16-5

cyclohex-1-en-1-yl(diphenyl)phosphine oxide

C

(1-hydroxycyclohexyl)diphenylphosphine oxide
20187-71-7

(1-hydroxycyclohexyl)diphenylphosphine oxide

D

C18H20ClOP

C18H20ClOP

E

2,2-Diphenyl-1-oxa-2-phosphonia-spiro[2.5]octane; chloride

2,2-Diphenyl-1-oxa-2-phosphonia-spiro[2.5]octane; chloride

F

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
at 30 - 40℃; for 6h; Kinetics; Mechanism; Product distribution; various time;
chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

trichloroacetic acid
76-03-9

trichloroacetic acid

A

dichloroacethyl chloride
79-36-7

dichloroacethyl chloride

B

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
Ambient temperature;
diphenyltrichlorophosphorane
1017-89-6

diphenyltrichlorophosphorane

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
With phosphorous acid trimethyl ester; triethyl phosphite
With amino acid at 20 - 25℃;
C12H10ClP*O3S

C12H10ClP*O3S

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
In chloroform for 0.25h; Heating;
O-methyl-P,P-diphenylselenophosphinate
20180-11-4

O-methyl-P,P-diphenylselenophosphinate

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
With sulfuryl dichloride at -20℃;
chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

ethynediyl magnesium dibromide

ethynediyl magnesium dibromide

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 30percent H2O2
2: SOCl2
View Scheme
bromobenzene
108-86-1

bromobenzene

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Diethyl phosphonate; magnesium; iodine / tetrahydrofuran / 1 h / Cooling with ice; Reflux
2: dihydrogen peroxide; sodium hydroxide / water / 1 h / 90 - 100 °C
3: thionyl chloride / toluene / 3 h / 80 °C
View Scheme
Multi-step reaction with 3 steps
1.1: magnesium; 1,2-dibromomethane / tetrahydrofuran / 1 h / Reflux; Inert atmosphere
1.2: 0 °C / Reflux
2.1: dihydrogen peroxide; sodium hydroxide / 1 h / 100 °C / Inert atmosphere
3.1: thionyl chloride / toluene / 3 h / 80 °C / Inert atmosphere
View Scheme
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
With trichlorophosphate In diethyl ether at 20℃; for 21.5h; Inert atmosphere;
Multi-step reaction with 3 steps
1: phosphonic acid diethyl ester / tetrahydrofuran / 1 h / Reflux
2: dihydrogen peroxide; sodium hydroxide / water / 1 h / 95 - 100 °C
3: thionyl chloride / toluene / 3 h / 80 °C
View Scheme
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

halo(phenyl)magnesium

halo(phenyl)magnesium

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
Stage #1: phosphonic acid diethyl ester; halo(phenyl)magnesium
Stage #2: Atherton-Todd Synthesis;
P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

chlorobenzene
108-90-7

chlorobenzene

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
With phosphorus at 340 - 360℃; for 4h; Reagent/catalyst; Temperature; Inert atmosphere; Large scale;233 kg
Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

A

diphenylphosphinic anhydride
5849-36-5

diphenylphosphinic anhydride

B

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Conditions
ConditionsYield
With tetrachloromethane; ((2S,3R)-2-((R)-2-((tert-butoxycarbonyl)amino)-propanamido)-3-((tert-butyldiphenylsilyl)oxy)butyl)(methyl)diphenylphosphonium iodide; caesium carbonate In diethyl ether at 20℃; for 0.833333h;
Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

diphenylphosphoranyl azide
4129-17-3

diphenylphosphoranyl azide

Conditions
ConditionsYield
With sodium azide In acetonitrile at 23℃; for 12h;100%
With sodium azide In acetonitrile for 16h; Ambient temperature;90%
With sodium azide In acetone for 18h; Ambient temperature;66%
With triethylammonium azide In chloroform
With trimethylsilylazide
1-(Trimethylsilyl)imidazole
18156-74-6

1-(Trimethylsilyl)imidazole

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

1-(diphenylphosphinoyl)imidazole
71638-08-9

1-(diphenylphosphinoyl)imidazole

Conditions
ConditionsYield
In dichloromethane for 1h; Ambient temperature;A n/a
B 100%
2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

pentafluorophenyl diphenyl-phosphinate
138687-69-1

pentafluorophenyl diphenyl-phosphinate

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane for 1h; Ambient temperature;100%
With 1H-imidazole In dichloromethane at 25℃; for 3h;97%
With 1H-imidazole In dichloromethane Ambient temperature;92%
but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

O-1-methyl-2-propynyl phenylphenylphosphinate
23834-42-6

O-1-methyl-2-propynyl phenylphenylphosphinate

Conditions
ConditionsYield
With triethylamine; trifluoroacetic acid In dichloromethane at 0 - 20℃; Inert atmosphere;100%
Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

hex-3-yn-2-yl diphenylphosphinate

hex-3-yn-2-yl diphenylphosphinate

Conditions
ConditionsYield
With triethylamine; trifluoroacetic acid In dichloromethane at 0 - 20℃; Inert atmosphere;100%
4-methoxyphenyl magnesium bromide
13139-86-1

4-methoxyphenyl magnesium bromide

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

4-(diphenylphosphoryl)benzonitrile
795-44-8

4-(diphenylphosphoryl)benzonitrile

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;100%
(R)-(+)-N-ethyl-1,1'-binaphthyl-2,2'-diamine

(R)-(+)-N-ethyl-1,1'-binaphthyl-2,2'-diamine

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

C34H29N2OP

C34H29N2OP

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane cooling;99%
Stage #1: (R)-(+)-N-ethyl-1,1'-binaphthyl-2,2'-diamine With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 0.5h;
Stage #2: Diphenylphosphinic chloride In tetrahydrofuran; hexane at -40 - 20℃;
99%
Stage #1: (R)-(+)-N-ethyl-1,1'-binaphthyl-2,2'-diamine With n-butyllithium In tetrahydrofuran; hexane at -40℃;
Stage #2: Diphenylphosphinic chloride In tetrahydrofuran; hexane at -40 - 20℃; Further stages.;
(1R,2R)-2-((R)-Amino-phenyl-methyl)-cyclopropanecarboxylic acid methyl ester; hydrochloride

(1R,2R)-2-((R)-Amino-phenyl-methyl)-cyclopropanecarboxylic acid methyl ester; hydrochloride

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

(1R,2R)-2-((R)-(diphenylphosphinylamino)phenyl-methyl)cyclopropane carboxylic acid methyl ester
872423-09-1

(1R,2R)-2-((R)-(diphenylphosphinylamino)phenyl-methyl)cyclopropane carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: (1R,2R)-2-((R)-Amino-phenyl-methyl)-cyclopropanecarboxylic acid methyl ester; hydrochloride; Diphenylphosphinic chloride With triethylamine In dichloromethane at 100℃; for 0.166667h; microwave irradiation;
Stage #2: With MP-isocyanate; MP-trisamine at 100℃; for 0.0833333h; microwave irradiation;
99%
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

(Ra)-1,1'-binaphthalene-2,2'-bis(diphenylphosphinate)

(Ra)-1,1'-binaphthalene-2,2'-bis(diphenylphosphinate)

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; for 3h;99%
Stage #1: (R)-1,1'-Bi-2-naphthol With sodium hydride In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere;
Stage #2: Diphenylphosphinic chloride In N,N-dimethyl-formamide at 0 - 20℃; for 3.25h; Inert atmosphere;
96%
Stage #1: (R)-1,1'-Bi-2-naphthol With sodium hydride In tetrahydrofuran at 0℃; for 0.25h;
Stage #2: Diphenylphosphinic chloride In tetrahydrofuran at 0 - 20℃;
With sodium hydride In tetrahydrofuran at 0 - 20℃;
3-Bromophenol
591-20-8

3-Bromophenol

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

3-bromophenyl diphenylphosphinate

3-bromophenyl diphenylphosphinate

Conditions
ConditionsYield
Stage #1: 3-Bromophenol With dmap; triethylamine In dichloromethane at 0℃;
Stage #2: Diphenylphosphinic chloride In dichloromethane at 20℃;
99%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;96%
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere; Schlenk technique;96%
L-proline methyl ester monohydrochloride
2133-40-6

L-proline methyl ester monohydrochloride

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

(S)-1-(Diphenyl-phosphinoyl)-pyrrolidine-2-carboxylic acid methyl ester
608533-84-2

(S)-1-(Diphenyl-phosphinoyl)-pyrrolidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: L-proline methyl ester monohydrochloride With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 0.5h; Inert atmosphere;
Stage #2: Diphenylphosphinic chloride With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 36h; Inert atmosphere;
99%
benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride
16652-71-4

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

P-(S-2-benzyloxycarbonylpyrrolidin-1-yl),P,P-diphenylphosphine P-oxide
62056-97-7

P-(S-2-benzyloxycarbonylpyrrolidin-1-yl),P,P-diphenylphosphine P-oxide

Conditions
ConditionsYield
Stage #1: benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 0.5h; Inert atmosphere;
Stage #2: Diphenylphosphinic chloride With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 72h; Inert atmosphere;
99%
2-phenylsulfanyl-[1,4]benzoquinone
18232-03-6

2-phenylsulfanyl-[1,4]benzoquinone

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

C24H18ClO3PS

C24H18ClO3PS

Conditions
ConditionsYield
With aluminum (III) chloride In toluene at 25℃; for 24h;99%
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

4,4'-bisdiphenylphosphinyloxyl benzophenone

4,4'-bisdiphenylphosphinyloxyl benzophenone

Conditions
ConditionsYield
Stage #1: 4,4'-Dihydroxybenzophenone With triethylamine In tetrahydrofuran at 0℃; for 0.333333h;
Stage #2: Diphenylphosphinic chloride In tetrahydrofuran at 0 - 20℃; for 2h;
99%
8-quinolinol
148-24-3

8-quinolinol

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

diphenyl (8-quinolinyloxy)phosphinate
1394229-21-0

diphenyl (8-quinolinyloxy)phosphinate

Conditions
ConditionsYield
With diisopropylamine In tetrahydrofuran at 20℃;98%
With sodium hydride In tetrahydrofuran at 0℃; Inert atmosphere; Schlenk technique;
4-Hydroxybenzophenone
1137-42-4

4-Hydroxybenzophenone

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

4-diphenylphosphinyloxyl benzophenone

4-diphenylphosphinyloxyl benzophenone

Conditions
ConditionsYield
Stage #1: 4-Hydroxybenzophenone With triethylamine In tetrahydrofuran at 0℃; for 0.333333h;
Stage #2: Diphenylphosphinic chloride In tetrahydrofuran at 0 - 20℃; for 2h;
98%
With triethylamine In tetrahydrofuran at 20℃; for 2h; Cooling with ice;93%
trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

Diphenyl(trifluoracetoxy)phosphanoxid
78811-86-6

Diphenyl(trifluoracetoxy)phosphanoxid

Conditions
ConditionsYield
With 1-methyl-1H-imidazole In benzene97%
With 1-methyl-1H-imidazole Ambient temperature;
α-methyl(3-bromo-2-naphthalene)methanol
367277-98-3

α-methyl(3-bromo-2-naphthalene)methanol

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

1-(3-bromo-2-naphthalenyl)ethyl diphenylphosphinate
367277-97-2

1-(3-bromo-2-naphthalenyl)ethyl diphenylphosphinate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane for 1h;97%
(1S,2S)-2-((S)-Amino-phenyl-methyl)-cyclopropanecarboxylic acid methyl ester; hydrochloride

(1S,2S)-2-((S)-Amino-phenyl-methyl)-cyclopropanecarboxylic acid methyl ester; hydrochloride

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

(1S,2S)-2-((S)-(diphenylphosphinylamino)phenyl-methyl)cyclopropane carboxylic acid methyl ester
872423-08-0

(1S,2S)-2-((S)-(diphenylphosphinylamino)phenyl-methyl)cyclopropane carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: (1S,2S)-2-((S)-Amino-phenyl-methyl)-cyclopropanecarboxylic acid methyl ester; hydrochloride; Diphenylphosphinic chloride With triethylamine In dichloromethane at 100℃; for 0.166667h; microwave irradiation;
Stage #2: With MP-isocyanate; MP-trisamine at 100℃; for 0.0833333h; microwave irradiation;
97%
thymoquinone
490-91-5

thymoquinone

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

C22H22ClO3P

C22H22ClO3P

Conditions
ConditionsYield
With aluminum (III) chloride In toluene at 25℃; for 24h;97%
2-Acetyl-1,4-benzoquinone
1125-55-9

2-Acetyl-1,4-benzoquinone

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

C20H16ClO4P

C20H16ClO4P

Conditions
ConditionsYield
With aluminum (III) chloride In toluene at 25℃; for 24h;97%
Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

diphenylphosphinamide
5994-87-6

diphenylphosphinamide

Conditions
ConditionsYield
With ammonia In dichloromethane at -78 - 20℃;96%
With ammonia In methanol; dichloromethane80%
With ammonia In tetrahydrofuran; water Inert atmosphere;76%
(-)-menthol
2216-51-5

(-)-menthol

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl diphenylphosphinate
16933-43-0

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl diphenylphosphinate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 0.5h; Inert atmosphere;96%
With pyridine for 24h; Heating;32%
With sodium In toluene
With pyridine
With 1H-imidazole In diethyl ether; dichloromethane at 0 - 20℃; Inert atmosphere;
methyl (2S)-pyrrolidine carboxylate
2577-48-2

methyl (2S)-pyrrolidine carboxylate

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

(S)-1-(Diphenyl-phosphinoyl)-pyrrolidine-2-carboxylic acid methyl ester
608533-84-2

(S)-1-(Diphenyl-phosphinoyl)-pyrrolidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran96%
2,2-Dimethyl-1,3-diaminopropane
7328-91-8

2,2-Dimethyl-1,3-diaminopropane

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

N,N'-bis(P,P-diphenylphosphinoyl)-2,2-dimethyl-1,3-propanediamine
596106-64-8

N,N'-bis(P,P-diphenylphosphinoyl)-2,2-dimethyl-1,3-propanediamine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;96%
With triethylamine at 0℃; for 6h;
methyl (3S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate
79815-19-3

methyl (3S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

(S)-2-(Diphenyl-phosphinoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid methyl ester
608533-83-1

(S)-2-(Diphenyl-phosphinoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid methyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran96%
(1S,2S)-2-((S)-Amino-phenyl-methyl)-cyclopropanecarboxylic acid methyl ester
850089-11-1

(1S,2S)-2-((S)-Amino-phenyl-methyl)-cyclopropanecarboxylic acid methyl ester

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

(1S,2S)-2-((S)-(diphenylphosphinylamino)phenyl-methyl)cyclopropane carboxylic acid methyl ester
872423-08-0

(1S,2S)-2-((S)-(diphenylphosphinylamino)phenyl-methyl)cyclopropane carboxylic acid methyl ester

Conditions
ConditionsYield
In dichloromethane at 20℃; for 10h;96%
10-benzyl 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] 4-hydroxydeca-2,8-dienedioate

10-benzyl 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] 4-hydroxydeca-2,8-dienedioate

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

10-benzyl 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] 4-[(diphenylphosphoryl)oxy]deca-2,8-dienedioate

10-benzyl 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] 4-[(diphenylphosphoryl)oxy]deca-2,8-dienedioate

Conditions
ConditionsYield
With 1H-imidazole In tetrahydrofuran; 1,2-dichloro-ethane at 60℃; for 16h;96%

1499-21-4Relevant articles and documents

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Sosnovsky,Rawlinson

, p. 2325,2328 (1968)

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Vicentini,Braga

, p. 2959,2961 (1971)

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Hunt,Saunders

, p. 2413 (1957)

-

High performance liquid phase continuous automatic production and co-production technology of organic phosphine compound

-

Paragraph 0070-0076, (2021/05/12)

The invention relates to the field of photocuring functional new material chemicals, and discloses a high performance liquid phase streamline type continuous automatic production technology of an acylphosphine oxide organic phosphine compound for the first time, which not only can produce a single specific target product, but also can co-produce a product mixture of two or more than two of the products of the type. The process technology has outstanding low-cost economic competitiveness and environment-friendly characteristics for large-scale manufacturing of target products. The target product comprises sym-trimethylbenzoyl diphenyl phosphine oxide (also known as 2, 4, 6-trimethylbenzoyl diphenyl phosphine oxide, trade name TPO), sym-trimethylbenzoyl phenyl ethyl phosphonate (trade name TPO-L) and structural analogues thereof, and a mixture of the sym-trimethylbenzoyl diphenyl phosphine oxide and the sym-trimethylbenzoyl phenyl ethyl phosphonate. The organic phosphine compound is an olefinic bond-containing (C=C) unsaturated radiation polymerization system photoinitiator and/or flame retardant and the like with wide application.

Extraction Properties of Diphenylposphorylureas with Aliphatic ω-Nitrogen-Containing Substituents

Baulina, T. V.,Borisova, N. E.,Brel’, V. K.,Goryunov, E. I.,Goryunova, I. B.,Lizunov, A. V.,Safiulina, A. M.

, p. 731 - 739 (2021/06/01)

Abstract: Extraction of lanthanides and actinides from nitric acid solutions with N-(diphenylphosphoryl)-N'-n-propylureas containing imidazolyl, diethylamino, pyrid-2-yl, 2-oxopyrrolidino fragments in the ω position of the alkyl substituent has been studied. It has been shown that Ho(III) and Yb(III) related to the yttrium subgroup of lanthanides are extracted much better than La(III) and Nd(III) related to the cerium subgroup. N-(Diphenylphosphoryl)urea containing ω-(2-oxopyrrolidino)propyl fragment at the terminal nitrogen atom shows the best extraction properties. This dependence has been theoretically explained by modeling complexation because the coordination of f-block element ion with amide oxygen atom is more preferable

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