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13716-10-4

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13716-10-4 Usage

Chemical Properties

Colorless to light yellow liqui

Uses

Different sources of media describe the Uses of 13716-10-4 differently. You can refer to the following data:
1. Di-tert-butylchlorophosphine is associated with palladium(II) acetate and used in Suzuki-Miyaura cross-couplings of arylboronic acids with aryl bromides and chlorides. It serves as a ligand and used in the preparation of mono- and bidentate phosphine ligands in metal complexes for catalytic chiral asymmetric hydrogenations. Further, it is used in asymmetric and transition metal coupling reactions. In addition to this, it plays an important role in the preparation of other phosphines in catalytic polymerization reactions.
2. Di-tert-butylchlorophosphine is used as a catalyst in organic synthesis.
3. Bulky ligand used with Pd(OAc)2 in efficient Suzuki-Miyaura cross-couplings of arylboronic acids with aryl bromides and chlorides.

Application

Bulky ligand used with Pd(OAc)2 in efficient Suzuki-Miyaura cross-couplings of arylboronic acids with aryl bromides and chlorides.

Precautions

Air and moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents and strong reducing agents.

Check Digit Verification of cas no

The CAS Registry Mumber 13716-10-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,7,1 and 6 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 13716-10:
(7*1)+(6*3)+(5*7)+(4*1)+(3*6)+(2*1)+(1*0)=84
84 % 10 = 4
So 13716-10-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H18ClP/c1-7(2,3)10(9)8(4,5)6/h1-6H3

13716-10-4 Well-known Company Product Price

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  • Alfa Aesar

  • (B20998)  Di-tert-butylchlorophosphine, 96%   

  • 13716-10-4

  • 1g

  • 251.0CNY

  • Detail
  • Alfa Aesar

  • (B20998)  Di-tert-butylchlorophosphine, 96%   

  • 13716-10-4

  • 5g

  • 847.0CNY

  • Detail
  • Alfa Aesar

  • (B20998)  Di-tert-butylchlorophosphine, 96%   

  • 13716-10-4

  • 25g

  • 2698.0CNY

  • Detail
  • Aldrich

  • (301558)  Di-tert-butylchlorophosphine  96%

  • 13716-10-4

  • 301558-5G

  • 823.68CNY

  • Detail
  • Aldrich

  • (301558)  Di-tert-butylchlorophosphine  96%

  • 13716-10-4

  • 301558-25G

  • 2,244.06CNY

  • Detail
  • Aldrich

  • (301558)  Di-tert-butylchlorophosphine  96%

  • 13716-10-4

  • 301558-100G

  • 7,511.40CNY

  • Detail

13716-10-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Di-tert-butylchlorophosphane

1.2 Other means of identification

Product number -
Other names Di-tert-butylchlorophosphine,AcroSeal

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:13716-10-4 SDS

13716-10-4Synthetic route

tetra-tert-butyldiphosphane
5995-06-2

tetra-tert-butyldiphosphane

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

Conditions
ConditionsYield
With Dichlorophenylphosphine for 2h;83%
di-tert-butylphosphine
819-19-2

di-tert-butylphosphine

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

Conditions
ConditionsYield
With n-octyl trichloroacetate at 70 - 84℃; for 0.666667h; Product distribution / selectivity;78.2%
With tetrachloromethane at 20℃; for 48h; also at 100 deg C, 30 min.; Yield given;
tert-butylmagnesium chloride
677-22-5

tert-butylmagnesium chloride

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

Conditions
ConditionsYield
With phosphorus trichloride In diethyl ether for 0.5h; Heating;60%
With phosphorus trichloride In diethyl ether
With phosphorus trichloride In diethyl ether at 20℃; Inert atmosphere; Schlenk technique;
tertiary butyl chloride
507-20-0

tertiary butyl chloride

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

Conditions
ConditionsYield
Stage #1: tertiary butyl chloride With magnesium In diethyl ether at 20℃; Inert atmosphere; Schlenk technique;
Stage #2: With phosphorus trichloride In diethyl ether at -40℃; Inert atmosphere; Schlenk technique;
50%
Stage #1: tertiary butyl chloride With magnesium In diethyl ether at 20℃; Inert atmosphere; Schlenk technique;
Stage #2: With phosphorus trichloride In diethyl ether at -40℃; Inert atmosphere; Schlenk technique;
50%
(i) Mg, Et2O, (ii) PCl3; Multistep reaction;
tetrachloromethane
56-23-5

tetrachloromethane

2-Methyl-1-(1,2,2-tri-tert-butyl-diphosphanyl)-propan-1-one
131551-72-9

2-Methyl-1-(1,2,2-tri-tert-butyl-diphosphanyl)-propan-1-one

A

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

B

tert-butylpivaloylphosphinic acid chloride
131551-83-2

tert-butylpivaloylphosphinic acid chloride

C

tert-butylpivaloylphosphinic acid chloride
131551-82-1

tert-butylpivaloylphosphinic acid chloride

D

1-(tert-Butyl-trichloromethyl-phosphanyl)-2-methyl-propan-1-one
131551-85-4

1-(tert-Butyl-trichloromethyl-phosphanyl)-2-methyl-propan-1-one

Conditions
ConditionsYield
at 20℃; for 48h;
tetrachloromethane
56-23-5

tetrachloromethane

2-Methyl-1-(1,2,2-tri-tert-butyl-diphosphanyl)-propan-1-one
131551-72-9

2-Methyl-1-(1,2,2-tri-tert-butyl-diphosphanyl)-propan-1-one

A

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

B

tert-butylpivaloylphosphinic acid chloride
131551-82-1

tert-butylpivaloylphosphinic acid chloride

C

1-(tert-Butyl-trichloromethyl-phosphanyl)-2-methyl-propan-1-one
131551-85-4

1-(tert-Butyl-trichloromethyl-phosphanyl)-2-methyl-propan-1-one

D

Di-tert-butyl(trichloromethyl)phosphine
125325-14-6

Di-tert-butyl(trichloromethyl)phosphine

Conditions
ConditionsYield
at 20℃; for 48h;
Di-tert-butylphosphine
119522-06-4

Di-tert-butylphosphine

A

1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

B

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

C

N,N,N',N'-Tetramethylformamidinium chloride
1071-38-1

N,N,N',N'-Tetramethylformamidinium chloride

Conditions
ConditionsYield
With tetrachloromethane In diethyl ether at 20℃; for 48h;
pivaloyl chloride
3282-30-2

pivaloyl chloride

2-Methyl-1-(1,2,2-tri-tert-butyl-diphosphanyl)-propan-1-one
131551-72-9

2-Methyl-1-(1,2,2-tri-tert-butyl-diphosphanyl)-propan-1-one

A

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

B

tert-butylpivaloylphosphinic acid chloride
131551-83-2

tert-butylpivaloylphosphinic acid chloride

C

di-tert-butylpivaloylphosphine
66199-86-8

di-tert-butylpivaloylphosphine

D

1-(tert-Butyl-isobutyryl-phosphanyl)-2,2-dimethyl-propan-1-one
131551-84-3

1-(tert-Butyl-isobutyryl-phosphanyl)-2,2-dimethyl-propan-1-one

Conditions
ConditionsYield
at 20℃; for 48h;
<(di-tert-butylphosphino)(trimethylsilyl)amino>lithium
92387-43-4

<(di-tert-butylphosphino)(trimethylsilyl)amino>lithium

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

Conditions
ConditionsYield
With phosphorus trichloride In diethyl ether; hexane at 20℃;
2-Methyl-1-(1,2,2-tri-tert-butyl-diphosphanyl)-propan-1-one
131551-72-9

2-Methyl-1-(1,2,2-tri-tert-butyl-diphosphanyl)-propan-1-one

A

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

B

tert-butylpivaloylphosphinic acid chloride
131551-83-2

tert-butylpivaloylphosphinic acid chloride

C

di-tert-butylpivaloylphosphine
66199-86-8

di-tert-butylpivaloylphosphine

D

1-(tert-Butyl-isobutyryl-phosphanyl)-2,2-dimethyl-propan-1-one
131551-84-3

1-(tert-Butyl-isobutyryl-phosphanyl)-2,2-dimethyl-propan-1-one

Conditions
ConditionsYield
With pivaloyl chloride at 20℃; for 48h;
2-Methyl-1-(1,2,2-tri-tert-butyl-diphosphanyl)-propan-1-one
131551-72-9

2-Methyl-1-(1,2,2-tri-tert-butyl-diphosphanyl)-propan-1-one

A

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

B

tert-butylpivaloylphosphinic acid chloride
131551-83-2

tert-butylpivaloylphosphinic acid chloride

C

1-(tert-Butyl-trichloromethyl-phosphanyl)-2-methyl-propan-1-one
131551-85-4

1-(tert-Butyl-trichloromethyl-phosphanyl)-2-methyl-propan-1-one

D

Di-tert-butyl(trichloromethyl)phosphine
125325-14-6

Di-tert-butyl(trichloromethyl)phosphine

Conditions
ConditionsYield
With tetrachloromethane at 20℃; for 48h;
1,1-Di-tert-butyl-2-diphosphan
81979-49-9

1,1-Di-tert-butyl-2-diphosphan

A

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

Conditions
ConditionsYield
With hexachloroethane Product distribution;
[Li+*3DME][Cl((2,6-iPr2C6H3)N)2W(η2-t-Bu2PP)-]

[Li+*3DME][Cl((2,6-iPr2C6H3)N)2W(η2-t-Bu2PP)-]

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

A

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

B

di-tert-butylphosphine
819-19-2

di-tert-butylphosphine

C

(1,2-η-t-Bu2PPP-t-Bu2)W(2,6-i-Pr2C6H3N)2Cl

(1,2-η-t-Bu2PPP-t-Bu2)W(2,6-i-Pr2C6H3N)2Cl

D

1.1-Diisobutyl-2.2-diphenyldiphosphin
67857-60-7

1.1-Diisobutyl-2.2-diphenyldiphosphin

E

Tetraphenyldiphosphin
1101-41-3

Tetraphenyldiphosphin

Conditions
ConditionsYield
In 1,2-dimethoxyethane at -40 - 20℃; for 24h; Schlenk technique;A n/a
B 8 %Spectr.
C 9 %Spectr.
D 17 %Spectr.
E 41 %Spectr.
tert-butylmagnesium chloride
677-22-5

tert-butylmagnesium chloride

A

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

B

tert-butyldichlorophosphine
25979-07-1

tert-butyldichlorophosphine

Conditions
ConditionsYield
With phosphorus trichloride In diethyl ether at 20℃;
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

di-tert-butylphosphine oxide
684-19-5

di-tert-butylphosphine oxide

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere; Glovebox;100%
With water; triethylamine In tetrahydrofuran for 0.666667h;89%
With ethylene glycol; triethylamine In tetrahydrofuran at 0 - 130℃;31%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

1-(4-fluorophenyl)ethylamine
403-40-7

1-(4-fluorophenyl)ethylamine

C16H27FNP
183797-20-8

C16H27FNP

Conditions
ConditionsYield
100%
(RC,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen-1-yl]phenylphosphino-1'-bromoferrocene

(RC,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen-1-yl]phenylphosphino-1'-bromoferrocene

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

(RC,SFc,SP)-1-[2-(1-N,N-dimethylaminoethyl)ferrocen-1-yl]phenylphosphino-1'-di-tert-butylphosphinoferrocene

(RC,SFc,SP)-1-[2-(1-N,N-dimethylaminoethyl)ferrocen-1-yl]phenylphosphino-1'-di-tert-butylphosphinoferrocene

Conditions
ConditionsYield
Stage #1: (RC,SFc,SP)-1-[2-(1-dimethylaminoethyl)ferrocen-1-yl]phenylphosphino-1'-bromoferrocene With n-butyllithium In hexane; tert-butyl methyl ether at -5 - 0℃;
Stage #2: di(tert-butyl)chlorophosphine In hexane; tert-butyl methyl ether at 0 - 20℃;
100%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

trans-1,3-cyclohexanediol
5515-64-0

trans-1,3-cyclohexanediol

trans-1,3-bis-(di-tert-butylphosphinito-cyclohexane)

trans-1,3-bis-(di-tert-butylphosphinito-cyclohexane)

Conditions
ConditionsYield
With sodium hydride In paraffin oil Inert atmosphere; Schlenk technique; Glovebox;100%
2,2-dimethyl-1,2,3,4-tetrahydroquinoline
20364-30-1

2,2-dimethyl-1,2,3,4-tetrahydroquinoline

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

1-(Di-tert-butyl-phosphanyl)-2,2-dimethyl-1,2,3,4-tetrahydro-quinoline
183797-19-5

1-(Di-tert-butyl-phosphanyl)-2,2-dimethyl-1,2,3,4-tetrahydro-quinoline

Conditions
ConditionsYield
99%
indole
120-72-9

indole

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

1-(di-tert-butylphosphino)-1H-indole

1-(di-tert-butylphosphino)-1H-indole

Conditions
ConditionsYield
Stage #1: indole With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.25h; Inert atmosphere;
Stage #2: di(tert-butyl)chlorophosphine In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere;
99%
Stage #1: indole With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.25h; Schlenk technique; Inert atmosphere; Sealed tube;
Stage #2: di(tert-butyl)chlorophosphine In tetrahydrofuran; hexane at 0 - 20℃; Schlenk technique; Inert atmosphere; Sealed tube;
99%
Stage #1: indole With n-butyllithium In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: di(tert-butyl)chlorophosphine In tetrahydrofuran at 0 - 25℃; for 12h;
95%
With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃;
Stage #1: indole With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1h; Inert atmosphere; Schlenk technique; Sealed tube;
Stage #2: di(tert-butyl)chlorophosphine In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere; Schlenk technique; Sealed tube;
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

P,P-bis(1,1-dimethylethyl)phosphinoselenoic chloride
882000-55-7

P,P-bis(1,1-dimethylethyl)phosphinoselenoic chloride

Conditions
ConditionsYield
With selenium In toluene for 0.25h; Heating;99%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

(8S)-8-hydroxy-5,6,7,8-tetrahydroquinoline
451466-79-8

(8S)-8-hydroxy-5,6,7,8-tetrahydroquinoline

(S)-5,6,7,8-tetrahydroquinolin-8-yl di-tert-butylphosphinite
912277-33-9

(S)-5,6,7,8-tetrahydroquinolin-8-yl di-tert-butylphosphinite

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃; for 96h;99%
2,5-(Ph2P=NTMS)2thiophene

2,5-(Ph2P=NTMS)2thiophene

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

2,5-(Ph2P=NP(Bu-t)2)2thiophene

2,5-(Ph2P=NP(Bu-t)2)2thiophene

Conditions
ConditionsYield
In toluene for 25h; Heating / reflux; Under Ar or N2;99%
lithium aluminium tetrahydride
16853-85-3

lithium aluminium tetrahydride

borane-THF
14044-65-6

borane-THF

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

di-tert-butylphosphine borane
128363-76-8

di-tert-butylphosphine borane

Conditions
ConditionsYield
In tetrahydrofuran for 60h; Cooling with ice; Schlenk technique;99%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

3,5-dihydroxy-N,N-(dimethylamino)benzene
40248-00-8

3,5-dihydroxy-N,N-(dimethylamino)benzene

C24H45NO2P2

C24H45NO2P2

Conditions
ConditionsYield
With sodium hydride Inert atmosphere;99%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

5-diethylene glycol monomethyl ether resorcinol

5-diethylene glycol monomethyl ether resorcinol

C27H50O5P2

C27H50O5P2

Conditions
ConditionsYield
With sodium hydride Inert atmosphere;99%
gallium(III) trichloride

gallium(III) trichloride

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

t-Bu2PCl(GaCl3)
126047-05-0

t-Bu2PCl(GaCl3)

Conditions
ConditionsYield
In dichloromethane at -30 - 20℃; for 0.25h; Inert atmosphere;99%
In dichloromethane at -35℃; for 0.25h; Inert atmosphere;99%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

3,5-dimethylaminoaniline
108-69-0

3,5-dimethylaminoaniline

1,1-di-tert-butyl-N-(3,5-dimethylphenyl)phosphanamine

1,1-di-tert-butyl-N-(3,5-dimethylphenyl)phosphanamine

Conditions
ConditionsYield
Stage #1: 3,5-dimethylaminoaniline With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Inert atmosphere; Schlenk technique;
Stage #2: di(tert-butyl)chlorophosphine In tetrahydrofuran; hexane at -78 - 20℃; for 18h; Schlenk technique; Inert atmosphere;
99%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

palladium
7440-05-3

palladium

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

bis(di-tert-butylphenylphosphine)palladium(II) dichloride
34409-44-4

bis(di-tert-butylphenylphosphine)palladium(II) dichloride

Conditions
ConditionsYield
Stage #1: palladium With hydrogenchloride; nitric acid; cyclo-octa-1,5-diene In ethanol; water at 50℃;
Stage #2: di(tert-butyl)chlorophosphine; phenylmagnesium bromide In tetrahydrofuran; ethanol; water at 50 - 70℃; Temperature;
98.8%
C6H5B(OH)2

C6H5B(OH)2

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

2-Chloroanisole
766-51-8

2-Chloroanisole

2-methoxy-1,1'-biphenyl
86-26-0

2-methoxy-1,1'-biphenyl

Conditions
ConditionsYield
With cesium fluoride; palladium diacetate In 1,4-dioxane; dichloromethane; water98%
ferrocene
102-54-5

ferrocene

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

(ferrocenyl)di(tert-butyl)phosphine
223655-16-1

(ferrocenyl)di(tert-butyl)phosphine

Conditions
ConditionsYield
With aluminum (III) chloride In hexane at 0℃; for 3h; Temperature; Inert atmosphere;98%
Stage #1: ferrocene With potassium tert-butylate; tert.-butyl lithium In diethyl ether at -78 - -70℃; for 1h; Inert atmosphere; Schlenk technique;
Stage #2: di(tert-butyl)chlorophosphine In diethyl ether at 0℃; Inert atmosphere; Schlenk technique;
71%
With tert.-butyl lithium In not given addn. of excess chlorophosphine to lithioferrocene (prepd. from t-BuLi and ferrocene); repeated sublimation (85°C, 0.01 mmHg); elem. anal.;27%
Stage #1: ferrocene With potassium tert-butylate; tert.-butyl lithium In tetrahydrofuran; pentane at -73 - 0℃; Inert atmosphere;
Stage #2: di(tert-butyl)chlorophosphine In tetrahydrofuran; pentane at 0 - 20℃; for 12h; Inert atmosphere;
Li(1+)*{(C5H5)2NbH2}(1-)=Li{(C5H5)2NbH2}

Li(1+)*{(C5H5)2NbH2}(1-)=Li{(C5H5)2NbH2}

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

(C5H5)2NbH(PH(C(CH3)3)2)
201869-99-0

(C5H5)2NbH(PH(C(CH3)3)2)

Conditions
ConditionsYield
In tetrahydrofuran byproducts: LiCl; absence of air and moisture; stirring Nb-complex soln. with phosphine (-78°C, 15 min), warming to room temp.; decantation, drying (vac.), extn. into ether, filtration, solvent removal; elem. anal.;98%
propan-1-ol
71-23-8

propan-1-ol

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

propyl di-tert-butylphosphinite

propyl di-tert-butylphosphinite

Conditions
ConditionsYield
Stage #1: propan-1-ol; di(tert-butyl)chlorophosphine With sodium In diethyl ether at 20℃; for 16h; Inert atmosphere;
Stage #2: With water In diethyl ether Inert atmosphere;
98%
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 20℃; for 5h; Schlenk technique; Inert atmosphere;96%
propylamine
107-10-8

propylamine

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

propyl di-tert-butylphosphinite

propyl di-tert-butylphosphinite

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 36h; Inert atmosphere;98%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

Trimethylenediamine
109-76-2

Trimethylenediamine

CH2(CH2NHPtBu2)2

CH2(CH2NHPtBu2)2

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran Inert atmosphere;97%
In toluene Heating;
(R)-5H,6H,7H-cyclopenta[b]pyridin-7-ol
912277-45-3

(R)-5H,6H,7H-cyclopenta[b]pyridin-7-ol

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

(R)-6,7-dihydro-5H-[1]pyrindin-7-yl di-tert-butylphosphinite
912277-29-3

(R)-6,7-dihydro-5H-[1]pyrindin-7-yl di-tert-butylphosphinite

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃; for 39h;97%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

(E)-6-(1-((2,6-dimethylphenyl)imino)ethyl)pyridin-2(1H)-one
1510817-50-1

(E)-6-(1-((2,6-dimethylphenyl)imino)ethyl)pyridin-2(1H)-one

(E)-N-(1-(6-((di-tert-butylphosphino)oxy)-pyridin-2-yl)ethylidene)-2,6-dimethylaniline
1510817-54-5

(E)-N-(1-(6-((di-tert-butylphosphino)oxy)-pyridin-2-yl)ethylidene)-2,6-dimethylaniline

Conditions
ConditionsYield
Stage #1: (E)-6-(1-((2,6-dimethylphenyl)imino)ethyl)pyridin-2(1H)-one With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique;
Stage #2: di(tert-butyl)chlorophosphine In tetrahydrofuran for 3h; Inert atmosphere; Schlenk technique;
97%
6-methyl-2-phenylpyridine
46181-30-0

6-methyl-2-phenylpyridine

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

2-((di-tert-butylphosphino)methyl)-6-phenylpyridine

2-((di-tert-butylphosphino)methyl)-6-phenylpyridine

Conditions
ConditionsYield
Stage #1: 6-methyl-2-phenylpyridine With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 2h; Inert atmosphere; Schlenk technique;
Stage #2: di(tert-butyl)chlorophosphine In tetrahydrofuran; pentane at -78 - 20℃; Inert atmosphere; Schlenk technique;
97%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

C19H17N5

C19H17N5

C27H34N5P

C27H34N5P

Conditions
ConditionsYield
Stage #1: C19H17N5 With n-butyllithium In tetrahydrofuran at -80 - 0℃; for 1h; Inert atmosphere;
Stage #2: di(tert-butyl)chlorophosphine at -80 - 20℃; Inert atmosphere;
96.36%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

methyllithium
917-54-4

methyllithium

methyldi-t-butylphosphine
6002-40-0

methyldi-t-butylphosphine

Conditions
ConditionsYield
In diethyl ether; pentane at -78 - 20℃;96%
In pentane 1) - 80 deg C, 2) -20 to 20 deg C, 15 min, 3) 20 deg C, 30 min;87%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

benzylmagnesium chloride
6921-34-2

benzylmagnesium chloride

benzyl(di-tert-butyl)phosphane
27286-19-7

benzyl(di-tert-butyl)phosphane

Conditions
ConditionsYield
Stage #1: di(tert-butyl)chlorophosphine; benzylmagnesium chloride In tetrahydrofuran for 48h; Heating / reflux;
Stage #2: With water; ammonium chloride In tetrahydrofuran at 20℃;
96%
In tetrahydrofuran for 48h; Heating / reflux;96%
Stage #1: di(tert-butyl)chlorophosphine; benzylmagnesium chloride In tetrahydrofuran for 48h; Heating / reflux;
Stage #2: With ammonium chloride In tetrahydrofuran; water at 20℃;
96%
copper(ll) bromide In tetrahydrofuran at 40 - 45℃; for 4h;88.3%
1H-imidazole
288-32-4

1H-imidazole

di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

1-(di-tert-butylphosphino)imidazole
1416734-56-9

1-(di-tert-butylphosphino)imidazole

Conditions
ConditionsYield
With triethylamine In diethyl ether at 20℃; for 24h; Inert atmosphere; Schlenk technique;96%
With triethylamine In diethyl ether at 20℃; Inert atmosphere;95%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

2'-bromo-1,1':3',1'-terphenyl

2'-bromo-1,1':3',1'-terphenyl

2,6-diphenyl-1-(di-t-butylphosphino)benzene

2,6-diphenyl-1-(di-t-butylphosphino)benzene

Conditions
ConditionsYield
Stage #1: 2'-bromo-1,1':3',1'-terphenyl With magnesium In tetrahydrofuran for 4h; Inert atmosphere; Reflux;
Stage #2: di(tert-butyl)chlorophosphine With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 6h; Reflux; Inert atmosphere;
96%
di(tert-butyl)chlorophosphine
13716-10-4

di(tert-butyl)chlorophosphine

3-methyl-4-bromo-N,N-dimethylaniline
50638-50-1

3-methyl-4-bromo-N,N-dimethylaniline

2-methyl-4-(N,N-dimethylamino)-1-di-tert-butylphosphinobenzene

2-methyl-4-(N,N-dimethylamino)-1-di-tert-butylphosphinobenzene

Conditions
ConditionsYield
Stage #1: 3-methyl-4-bromo-N,N-dimethylaniline With magnesium In tetrahydrofuran for 2h; Inert atmosphere; Reflux;
Stage #2: di(tert-butyl)chlorophosphine With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 6h; Reflux; Inert atmosphere;
96%

13716-10-4Relevant articles and documents

Ga(N,P) Growth on Si and Decomposition Studies of the N-P Precursor Di- tert-butylaminophosphane (DTBAP)

Glowatzki, Johannes,H?nisch, Carsten Von,Hepp, Thilo,K?ster, Marcel,Ma?meyer, Oliver,Odofin, Ebunoluwa,Stolz, Wolfgang,Volz, Kerstin

, p. 1772 - 1781 (2020)

III/V semiconductors containing small amounts of nitrogen (dilute nitrides) are promising for applications such as lasers and solar cells. Metal-organic vapor-phase epitaxy (MOVPE) is a widely used technique for growing III/V semiconductors on an industrial scale, and the growth of dilute nitrides with this method is promising for later successful market entry. The main issues of dilute nitrides are carbon incorporation and low nitrogen incorporation efficiency of the conventional N precursors. Due to the high N incorporation efficiency and the low decomposition temperature of the As and N precursor di-tert-butylaminoarsane (DTBAA), a similar P- and N-containing precursor, di-tert-butylaminophosphane (DTBAP), was synthesized and purified on a laboratory scale. Growth studies using this precursor were carried out in this work realizing Ga(N,P)/GaP multi quantum wells on Si and GaP substrates. The structures show evidence of N incorporation, and good layer structures were confirmed by high-resolution X-ray diffraction. Following the influence of different growth parameters on the N incorporation, the growth rate and surface morphology were characterized to set a foundation for possible growth applications in the future. DTBAP shows many advantages over the conventional N source 1,1-dimethylhydrazine (UDMHy) such as a much lower decomposition temperature of 310 °C and the realization of Ga(N,P) layers grown at temperatures as low as 475 °C with a high N incorporation of over 10percent. Furthermore, the gas-phase decomposition of DTBAP has been studied with a real-time fast Fourier transform quadrupole ion trap mass spectrometer attached inline to the MOVPE reactor. The decomposition of DTBAP behaves very similarly to the As analogue DTBAA. On the one hand, the tert-butyl groups attached to DTBAP decompose radically, leading to the formation of isobutane, and decompose, on the other hand, by β-H elimination, leading to the formation of isobutene. Furthermore, the decomposition products indicate a direct cleavage of the P-N bond of the molecule, resulting in the formation of aminyl radicals (NH2?). The formation of NH2? explains the high N incorporation efficiency of DTBAP at low temperatures as well as its limitations due to loss of NH3 at higher temperatures.

Synthesis of ternary group 13/15 chain compounds

K?ster, Marcel,Kreher, Annikka,Von H?nisch, Carsten

, p. 7875 - 7878 (2018)

Herein we present the synthesis and characterisation of the seven-membered group 13/15 chain compound HB{N(H)PtBu2BH3}2 (3) obtained from the reaction of tBu2PNH2 (1) with Me2S·BH3. Furthermore, we describe the synthesis of the aluminium and gallium compounds tBu2PN(H)AltBu2N(H)P(H)tBu2 (4) and tBu2(H)PN(H)GatBu3 (5) derived from the reaction of tBu2PNH2 (1) with MtBu3 (M = Al, Ga).

Ferrocene-containing sterically hindered phosphonium salts

Ermolaev, Vadim,Gerasimova, Tatiana,Kadyrgulova, Liliya,Shekurov, Ruslan,Dolengovski, Egor,Kononov, Aleksandr,Miluykov, Vasily,Sinyashin, Oleg,Katsyuba, Sergei,Budnikova, Yulia,Khrizanforov, Mikhail

, (2018/10/31)

The synthesis and physical properties of the series of the ferrocenyl-containing sterically hindered phosphonium salts based on di(tert-butyl)ferrocenylphosphine is reported. Analysis of voltamogramms of the obtained compounds revealed some correlations b

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