Product Name

  • Name

    Di-tert-butylchlorophosphane

  • EINECS 237-266-4
  • CAS No. 13716-10-4
  • Article Data21
  • CAS DataBase
  • Density 0.951 g/mL at 25 °C(lit.)
  • Solubility
  • Melting Point 2-3 °C
  • Formula C8H18ClP
  • Boiling Point 191.6 °C at 760 mmHg
  • Molecular Weight 180.658
  • Flash Point 61.1 °C
  • Transport Information UN 3265 8/PG 2
  • Appearance Colorless to light yellow liquid
  • Safety 26-36/37/39-45-25
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 13716-10-4 (Di-tert-butylchlorophosphane)
  • Hazard Symbols CorrosiveC
  • Synonyms Phosphinouschloride, bis(1,1-dimethylethyl)- (9CI);Phosphinous chloride, di-tert-butyl-(7CI,8CI);Bis(1,1-dimethylethyl)phosphinous chloride;Bis(tert-butyl)chlorophosphine;Bis(tert-butyl)phosphinous chloride;Chlorodi-tert-butylphosphine;Di-tert-Butylphosphinous chloride;Di-tert-butylchlorophosphine;Di-t-butylchlorophosphine;
  • PSA 13.59000
  • LogP 4.21910

Synthetic 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;
...Expand
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;
...Expand
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;
...Expand
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;
...Expand
<(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;
...Expand
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;
...Expand
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

B

chlorophosphane
74483-17-3, 95919-91-8, 95962-66-6

chlorophosphane

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.
...Expand
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%
...Expand
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%
...Expand
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%
...Expand
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%

Di-tert-butylchlorophosphane Chemical Properties

Molecule structure of Phosphinous chloride,P,P-bis(1,1-dimethylethyl)- (CAS NO.13716-10-4):

IUPAC Name: Ditert-butyl(chloro)phosphane
Molecular Weight: 180.655281 [g/mol]
Molecular Formula: C8H18ClP
XLogP3-AA: 2.7
Rotatable Bond Count: 2
Exact Mass: 180.083465
MonoIsotopic Mass: 180.083465 
Melting Point: 2-3 °C
Flash Point: 61.1 °C
Enthalpy of Vaporization: 41.03 kJ/mol
Boiling Point: 191.6 °C at 760 mmHg
Vapour Pressure: 0.71 mmHg at 25 °C
Canonical SMILES: CC(C)(C)P(C(C)(C)C)Cl
InChI: InChI=1S/C8H18ClP/c1-7(2,3)10(9)8(4,5)6/h1-6H3
InChIKey: MCRSZLVSRGTMIH-UHFFFAOYSA-N
Product Categories: Chlorophosphines; Ligand; Catalysis and Inorganic Chemistry; Phosphorus Compounds; Phosphorus Precursors; Phosphines

Di-tert-butylchlorophosphane Uses

 Phosphinous chloride,P,P-bis(1,1-dimethylethyl)- (CAS NO.13716-10-4) is mainly used for asymmetric coupling of the ligand complex catalyst.

Di-tert-butylchlorophosphane Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 34
R34:Causes burns.
Safety Statements: 26-36/37/39-45-25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S25:Avoid contact with eyes.
RIDADR: UN 3265 8/PG 2
WGK Germany: 3
HazardClass: 8
PackingGroup: II

Di-tert-butylchlorophosphane Specification

 Phosphinous chloride,P,P-bis(1,1-dimethylethyl)- (CAS NO.13716-10-4) is also called Phosphinous chloride, bis(1,1-dimethylethyl)- ; Di-tert-butylchlorophosphane ; Bis(1,1-dimethylethyl)-phosphinous chloride . 

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