Di-1-adamantylphosphine supplier

Name
DI-1-ADAMANTYLPHOSPHINE
EINECS
CAS No. 131211-27-3
Article Data14
CAS DataBase
Density
Solubility
Melting Point 181-185 °C
Formula C20H31P
Boiling Point 407.8±12.0 °C(Predicted)
Molecular Weight 302.44
Flash Point
Transport Information
Appearance
Safety Hazard Codes T
Risk Statements 23/24/25-36/37/38
Safety Statements 36/37/39-45
RIDADR UN 2811 6.1/PG 3
Risk Codes 23/24/25-36/37/38
Molecular Structure
Hazard Symbols
Synonyms DI-1-ADAMANTYLPHOSPHINE;Di-1-adamantylphosphine,min.97%;Bis(adamant-1-yl)phosphine, Bis(tricyclo[3.3.1.13,7]dec-1-yl)phosphine;Di-1-adamantylphosphine, min. 97%
PSA 13.59000
LogP 5.60250

Synthetic route

: 126683-99-6
1-(1-adamantyl)chlorophosphinoyladamantane

: 131211-27-3
di-1-adamantylphosphine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 16h; Ambient temperature;	94.3%
With trichlorosilane In toluene for 264h; Ambient temperature;	93%
With lithium aluminium tetrahydride In tetrahydrofuran at -10 - 20℃; for 14h;	90%

: 157282-19-4
di-1-adamantylchlorophosphane

: 131211-27-3
di-1-adamantylphosphine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 4h;	70%

: 97580-87-5
(1-adamantyl)magnesium chloride

: 131211-27-3
di-1-adamantylphosphine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / diethyl ether / Heating 2: 70 percent / LiAlH4 / diethyl ether / 4 h / 20 °C View Scheme

: 23906-91-4
(1-adamantyl)dichlorophosphine

: 131211-27-3
di-1-adamantylphosphine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / diethyl ether / Heating 2: 70 percent / LiAlH4 / diethyl ether / 4 h / 20 °C View Scheme

: 281-23-2
adamantane

Fe(CO)5: Fe(CO)5

: 131211-27-3
di-1-adamantylphosphine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) PCl3, AlCl3, 2.) H2O / 1.) reflux, 6 h, 2.) chloroform 2: 94.3 percent / LiAlH4 / tetrahydrofuran / 16 h / Ambient temperature View Scheme

: 281-23-2
adamantane

: 131211-27-3
di-1-adamantylphosphine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / phosphorus trichloride, aluminum chloride / 5 h / Heating 2: 62 percent / LiAlH4 / diethyl ether / 3 h / Heating View Scheme
Multi-step reaction with 2 steps 1: phosphorus trichloride; aluminum (III) chloride / 6.17 h / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 20 h / -10 - 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride; phosphorus trichloride / Reflux 1.2: Cooling with ice 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere View Scheme

: 131266-79-0
bis(1-adamantyl)phosphine oxide

: 131211-27-3
di-1-adamantylphosphine

Conditions

Conditions	Yield
With copper(II) trifluoromethanesulfonate; 1,1,3,3-Tetramethyldisiloxane In toluene at 100℃; for 9h; Inert atmosphere;
With diethoxymethylane; Bis(p-nitrophenyl) phosphate In toluene at 110℃; Inert atmosphere; chemoselective reaction;	99 %Spectr.

: 131211-27-3
di-1-adamantylphosphine

: 157282-19-4
di-1-adamantylchlorophosphane

Conditions

Conditions	Yield
With tetrachloromethane at 50℃; for 16h;	100%
With tetrachloromethane at 50℃; for 24h;	98%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene for 16h; Ambient temperature;	93.7%
With phosgene; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at -10℃;	67%
Multi-step reaction with 2 steps 1: phosgen / toluene / Ambient temperature 2: Et3N / toluene / a) 60 deg C, 4 h, b) reflux, 3 h View Scheme

: 100-39-0
benzyl bromide

: 131211-27-3
di-1-adamantylphosphine

: di(1-adamantyl)benzylphosphonium hydrobromide

Conditions

Conditions	Yield
In toluene Glovebox; Schlenk technique; Inert atmosphere; Reflux;	100%
In toluene Glovebox; Schlenk technique; Inert atmosphere; Reflux;	100%
In toluene at 90℃; for 14h;	92%

: 131211-27-3
di-1-adamantylphosphine

: C20H30P(1-)*Li(1+)

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 3h;	100%

: 131211-27-3
di-1-adamantylphosphine

: 131266-79-0
bis(1-adamantyl)phosphine oxide

Conditions

Conditions	Yield
With dihydrogen peroxide In toluene for 1h; Ambient temperature;	99.3%
With oxygen In tetrahydrofuran for 6h;	90%
Multi-step reaction with 2 steps 1: toluene / 16 h / Ambient temperature 2: H2O / CH2Cl2 / 72 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: 93.7 percent / COCl2, DBU / toluene / 16 h / Ambient temperature 2: 84.5 percent / H2O, DBU / CH2Cl2 / 72 h / Ambient temperature View Scheme
With oxygen

: 14044-65-6
borane-THF

: 131211-27-3
di-1-adamantylphosphine

: di-adamantan-1-yl-phosphane; compound with borane

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 16h;	98%

: 92348-80-6
BH3-THP

: 131211-27-3
di-1-adamantylphosphine

: 512185-48-7
[di-1-adamantylphosphine]trihydroboron

Conditions

Conditions	Yield
for 5h;	98%

: 1207541-01-2
3-bromo-4-morpholinobenzonitrile

: 131211-27-3
di-1-adamantylphosphine

: C31H41N2OP

Conditions

Conditions	Yield
With 1,1'-bis(diisopropylphosphino)ferrocene; palladium diacetate; sodium t-butanolate In toluene at 110℃; Inert atmosphere;	98%

: 131211-27-3
di-1-adamantylphosphine

: 6482-24-2
2-Bromoethyl methyl ether

: di(1-adamantyl)-2-methoxyethylphosphonium bromide

Conditions

Conditions	Yield
at 80℃; for 8h;	95%

: 131211-27-3
di-1-adamantylphosphine

: bromo-di(1-adamantyl)phosphine

Conditions

Conditions	Yield
With carbon tetrabromide In dichloromethane for 0.0833333h; Inert atmosphere;	95%
Multi-step reaction with 2 steps 1: Br2 / toluene / 0 °C 2: Et3N / toluene / 1 h / Heating View Scheme

: 92511-12-1
1-{[dimethyl(1,1-dimethylethyl)silyl]oxy}-4-iodobutane

: 131211-27-3
di-1-adamantylphosphine

: di-adamantan-1-yl-[4-(tert-butyl-dimethyl-silanyloxy)-butyl]-phosphane; hydriodide

Conditions

Conditions	Yield
In toluene at 90℃; for 14h;	94%

: [(1,3-bis-(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene)PdCl(μ-Cl)]2

: 131211-27-3
di-1-adamantylphosphine

: [(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Pd(Cl)2(PH(C10H15)2]

Conditions

Conditions	Yield
In not given by a react. of Pd-contg. compd. with a ligand (2 equivs.) at room temp. for 1 h; (31)P NMR spectra monitoring;	94%

: C32H20BrF12N

: 131211-27-3
di-1-adamantylphosphine

: C52H50F12NP

Conditions

Conditions	Yield
Stage #1: C32H20BrF12N With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium t-butanolate In toluene at 24℃; for 0.25h; Inert atmosphere; Schlenk technique; Stage #2: di-1-adamantylphosphine In toluene at 120℃; for 16h; Inert atmosphere;	94%

: 131211-27-3
di-1-adamantylphosphine

: 74-88-4
methyl iodide

: di(1-adamantyl)methylphosphonium iodide

Conditions

Conditions	Yield
In toluene for 24h; Ambient temperature;	93%
In dibutyl ether at 20℃; for 24h;	90%

: 542-69-8
1-iodo-butane

: 131211-27-3
di-1-adamantylphosphine

: di(1-adamantyl)-N-butylphosphine hydroiodide

Conditions

Conditions	Yield
In dibutyl ether at 130℃; for 8h;	93%

: 131211-27-3
di-1-adamantylphosphine

4-(monomethyl polyethylene glycol 2000)-CH2C6H4CH2Br: 4-(monomethyl polyethylene glycol 2000)-CH2C6H4CH2Br

4-(monomethyl polyethylene glycol 2000)-CH2C6H4CH2P(1-Ad)2*HBr: 4-(monomethyl polyethylene glycol 2000)-CH2C6H4CH2P(1-Ad)2*HBr

Conditions

Conditions	Yield
In toluene at 90℃; for 14h;	92%

: 131211-27-3
di-1-adamantylphosphine

: 378787-34-9
(2-bromophenoxy)-triisopropylsilane

: 1384966-55-5
OTips-DalPhos

Conditions

Conditions	Yield
With 1,1'-bis(diisopropylphosphino)ferrocene; palladium diacetate; sodium t-butanolate In toluene at 110℃; for 12h; Concentration; Inert atmosphere; Sealed tube;	91%
With 1,1'-bis(diisopropylphosphino)ferrocene; palladium diacetate; sodium t-butanolate In toluene at 110℃; for 12h; Inert atmosphere; Sealed vial;	83%

: 1421060-68-5
1,8-bis(bromomethyl)-3,6-di-tert-butyl-9H-carbazole

: 131211-27-3
di-1-adamantylphosphine

: 1,8-bis(di-1-adamantylphosphinomethyl)-3,6-di-tert-butyl-9H-carbazole

Conditions

Conditions	Yield
In acetone for 24h; Schlenk technique; Inert atmosphere; Reflux;	90%

: di-μ-chlorobis[2-[(dimethylamino)methyl]phenyl-C,N]dipalladium(II)

: 131211-27-3
di-1-adamantylphosphine

: chloro-{[2-(N,N-dimethylamino)methyl]phenyl-C,N}(di-1-adamantylphosphine-P)palladium

Conditions

Conditions	Yield
With caesium carbonate In dichloromethane at 20℃; for 0.5h; Solvent; Temperature; Schlenk technique; Glovebox; Inert atmosphere;	90%

: 103477-58-3
2-(2-bromo-4,5-dimethoxyphenyl)-1,3-dioxolane

: 131211-27-3
di-1-adamantylphosphine

: (2-(1,3-dioxolan-2-yl)-4,5-dimethoxyphenyl)di((3S,5S,7S)-adamant-an-1-yl)phosphane

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium t-butanolate In toluene at 110℃; for 10h; Inert atmosphere;	90%

: 586-77-6
4-bromo-N,N-dimethylaniline

: 131211-27-3
di-1-adamantylphosphine

: 76-05-1
trifluoroacetic acid

: di(1-adamantyl)-4-(N,N-dimethyl)amino-phenyl-phosphane trifluoroacetic acid

Conditions

Conditions	Yield
Stage #1: 4-bromo-N,N-dimethylaniline; di-1-adamantylphosphine With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene at 100℃; Inert atmosphere; Stage #2: trifluoroacetic acid In water; acetonitrile	89.6%

...Expand

: 131211-27-3
di-1-adamantylphosphine

: 589-15-1
1-bromomethyl-4-bromobenzene

: di-adamantan-1-yl-(4-bromo-benzyl)-phosphane; hydrobromide

Conditions

Conditions	Yield
In toluene at 90℃; for 14h;	89%

: 4648-54-8
trimethylsilylazide

: 131211-27-3
di-1-adamantylphosphine

: di-1-adamantylphosphinsaeure-(N-trimethylsilylamid)-N-trimethylsilylimid

Conditions

Conditions	Yield
In toluene for 72h; Heating;	88.9%

: 54231-45-7
4-(2-bromopyridin-3-yl)morpholine

: 131211-27-3
di-1-adamantylphosphine

: C29H41N2OP

Conditions

Conditions	Yield
With 1,1'-bis(diisopropylphosphino)ferrocene; palladium diacetate; sodium t-butanolate In toluene at 110℃; Inert atmosphere;	88%

: C14H15BrN4

: 131211-27-3
di-1-adamantylphosphine

: N-(2-(diadamantylphosphino)phenyl)-2-(piperazin-1-yl)pyrimidine

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate In toluene at 110℃; Inert atmosphere; Schlenk technique; Sealed tube;	88%

: C33H19BrF15N

: 131211-27-3
di-1-adamantylphosphine

: C53H49F15NP

Conditions

Conditions	Yield
Stage #1: C33H19BrF15N With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium t-butanolate In toluene at 24℃; for 0.25h; Inert atmosphere; Schlenk technique; Stage #2: di-1-adamantylphosphine In toluene at 120℃; for 14h; Inert atmosphere;	88%

: 131211-27-3
di-1-adamantylphosphine

: C20H30IP*HI

Conditions

Conditions	Yield
With iodine In tetrachloromethane at 0℃; for 2h;	87.7%

: 4-(2-bromo-5-methylphenyl)morpholine

: 131211-27-3
di-1-adamantylphosphine

: C31H44NOP

Conditions

Conditions	Yield
With 1,1'-bis(diisopropylphosphino)ferrocene; palladium diacetate; sodium t-butanolate In toluene at 110℃; Inert atmosphere;	87%

: 1120-87-2
4-bromopyridin

: 131211-27-3
di-1-adamantylphosphine

: 76-05-1
trifluoroacetic acid

: di(1-adamantantyl)-4-pyridyl-phosphane trifluoroacetic acid

Conditions

Conditions	Yield
Stage #1: 4-bromopyridin; di-1-adamantylphosphine With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene at 100℃; Inert atmosphere; Stage #2: trifluoroacetic acid In water; acetonitrile	87%

...Expand

: 2094-72-6
1-Adamantanecarbonyl chloride

: 131211-27-3
di-1-adamantylphosphine

: Di-1-adamantyl-(1-adamantoyl)phosphin

Conditions

Conditions	Yield
With triethylamine In toluene for 336h; Ambient temperature;	86.6%

Product Name

DI-1-ADAMANTYLPHOSPHINE

Synthetic route

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Hazard Codes	T
Risk Statements	23/24/25-36/37/38
Safety Statements	36/37/39-45
RIDADR	UN 2811 6.1/PG 3