ChemicalBook--->CAS DataBase List--->16523-54-9

16523-54-9

16523-54-9 Structure

16523-54-9 Structure
IdentificationMore
[Name]

Dicyclohexylchlorophosphine
[CAS]

16523-54-9
[Synonyms]

CHLORODICYCLOHEXYLPHOSPHINE
DICYCLOHEXYLCHLOROPHOSPHINE
DICYCLOHEXYLPHOSPHINOUS CHLORIDE
Dicyclohexylchlorophosphine,min.98%
Dicyclohexylchlorophosphine, 98+%
Dicyclohexylchlorophosphine, min. 98%
[Molecular Formula]

C12H22ClP
[MDL Number]

MFCD00014294
[Molecular Weight]

232.73
[MOL File]

16523-54-9.mol
Chemical PropertiesBack Directory
[Appearance]

clear colorless liquid
[Melting point ]

126-128 °C
[Boiling point ]

165 °C/12 mmHg (lit.)
[density ]

1.054 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.533(lit.)
[Fp ]

>230 °F
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

Liquid
[color ]

Colorless to pale yellow
[Specific Gravity]

1.054
[Water Solubility ]

reacts violently
[Sensitive ]

Air & Moisture Sensitive
[InChI]

InChI=1S/C12H22ClP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h11-12H,1-10H2
[InChIKey]

AKJFBIZAEPTXIL-UHFFFAOYSA-N
[SMILES]

P(C1CCCCC1)(C1CCCCC1)Cl
[CAS DataBase Reference]

16523-54-9(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H314
[Precautionary statements ]

P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
[Hazard Codes ]

C
[Risk Statements ]

R14:Reacts violently with water.
R34:Causes burns.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
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 label where possible) .
S8:Keep container dry .
[RIDADR ]

UN 3265 8/PG 2
[WGK Germany ]

3
[TSCA ]

No
[HazardClass ]

8
[PackingGroup ]

II
[HS Code ]

29319090
[Storage Class]

8A - Combustible corrosive hazardous materials
[Hazard Classifications]

Eye Dam. 1
Skin Corr. 1B
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

X-PHOS-->2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl-->CPhos-->1,2-Bis(dicyclohexylphosphino)ethane-->Tricyclohexyl phosphine-->Dicyclohexylphosphine oxide-->2-(Dicyclohexylphosphino)-2'-methoxybiphenyl-->t-Butyldicyclohexylphosphine-->Phosphine, dicyclohexyl[2-(9-phenanthrenyl)phenyl]--->2-Dicyclohexylphosphino-2',6'-diisopropoxybiphenyl-->2-(Dicyclohexylphosphino)-1-(2-methoxyphenyl)-1H-Imidazole-->2-(Dicyclohexylphosphino)-2'-methylbiphenyl-->2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl
Hazard InformationBack Directory
[Chemical Properties]

clear colorless liquid
[Uses]

Dicyclohexylchlorophosphine is used as pharmaceutical intermediate. It is also used in the synthesis of various phosphines.
[Application]

Chlorodicyclohexylphosphine can be used as a reactant in the synthesis of:
1,2-Bis(dicyclohexylphosphinoxy)ethane ligand by reacting with ethylene glycol in the presence of triethylamine via Michaelis?Arbuzov type rearrangements.
1,1,2,2-tetracyclohexyldiphosphine monosulfide ligand by treating with LiS.
It can be also used as a starting material for the preparation of some other ligands such as dicyclohexylphosphine oxide , phosphino substituted N-aryl pyrroles , di-tert-butyl((dicyclohexylphosphino)methyl)phosphine , dicyclohexylcyclopentylphosphine. These ligands are used in Pd-catalyzed cross-coupling reactions.
[reaction suitability]

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand
[Synthesis]

Dicyclohexylphosphine (98.8%,10.68 g,53.8 mmol) was added to the reaction flask followed by THF (10.85 g). Ethyl trichloroacetate (97%,10.52g,55mmol) was added dropwise to the resulting solution over a period of 30 minutes under stirring (the temperature
[Precautions]

Store in cool, dry conditions in well sealed containers. Protect from humidity and water. Store under dry inert gas. It is sensitive to air and moisture. Incompatible with strong oxidizing agents.
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Chlorodicyclohexylphosphine, 97%(16523-54-9)
[Alfa Aesar]

Dicyclohexylchlorophosphine, 98+%(16523-54-9)
[Sigma Aldrich]

16523-54-9(sigmaaldrich)
[TCI AMERICA]

Chlorodicyclohexylphosphine,>97.0%(T)(16523-54-9)
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