Dicyclohexylchlorophosphine
- Product Name
- Dicyclohexylchlorophosphine
- CAS No.
- 16523-54-9
- Chemical Name
- Dicyclohexylchlorophosphine
- Synonyms
- chlorodicyclohexylphosphane;CHLORODICYCLOHEXYLPHOSPHINE;Cy2PCl;orodicycL;98% (C6H11)2PCl;DICYCLOHEXYLCHLOROPHOSPHINE;Dicyclohexylphosphine chloride;Chlorodicyclohexylphosphine 97%;Chlorodicyclohexylphosphine,97%;Chlorodicyclohexylphosphine >
- CBNumber
- CB3345601
- Molecular Formula
- C12H22ClP
- Formula Weight
- 232.73
- MOL File
- 16523-54-9.mol
Dicyclohexylchlorophosphine Property
- 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.)
- Flash point:
- >230 °F
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- Liquid
- Specific Gravity
- 1.054
- color
- Colorless to pale yellow
- 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
- Hazard Codes
- C
- Risk Statements
- 14-34
- Safety Statements
- 26-27-36/37/39-45-8
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P363Wash contaminated clothing before reuse.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 481408
- Product name
- Chlorodicyclohexylphosphine
- Purity
- 97%
- Packaging
- 1g
- Price
- $86.1
- Updated
- 2025/07/31
- Product number
- 481408
- Product name
- Chlorodicyclohexylphosphine
- Purity
- 97%
- Packaging
- 5g
- Price
- $268.64
- Updated
- 2025/07/31
- Product number
- C1658
- Product name
- Chlorodicyclohexylphosphine
- Purity
- >97.0%(T)
- Packaging
- 1g
- Price
- $52
- Updated
- 2025/07/31
- Product number
- C1658
- Product name
- Chlorodicyclohexylphosphine
- Purity
- >97.0%(T)
- Packaging
- 5g
- Price
- $226
- Updated
- 2025/07/31
- Product number
- 15-1050
- Product name
- Dicyclohexylchlorophosphine, min. 98%
- Packaging
- 1g
- Price
- $69
- Updated
- 2024/03/01
Dicyclohexylchlorophosphine Chemical Properties,Usage,Production
Chemical Properties
clear colorless liquid
Uses
Dicyclohexylchlorophosphine is used as pharmaceutical intermediate. It is also used in the synthesis of various phosphines.
Uses
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.
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 of the reaction mixture was varied from 18??C to 33??C by applying external cooling during the addition). The reaction mixture was aged at ambient temperature for two hours (aging means keeping the reaction mixture under specified conditions for a specified time, optionally under stirring). After aging, the reaction mixture was a clear and colorless low viscosity liquid. The crude reaction mixture was subjected to vacuum distillation (96-100 ??C/3.6 mbar), which resulted in the isolation of dicyclohexylphosphonium chloride in 53% yield and high purity as a clear and colorless low-viscous liquid (31P NMR: 98.78% ;GC-FID: 97.26%).
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.
Dicyclohexylchlorophosphine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Dicyclohexylchlorophosphine manufacturers
- Product
- Dicyclohexylchlorophosphine 16523-54-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 mt
- Release date
- 2024-11-14
- Product
- Dicyclohexylchlorophosphine 16523-54-9
- Price
- US $0.00-0.00/Kg
- Min. Order
- 1Kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2024-07-26
- Product
- Dicyclohexylchlorophosphine 16523-54-9
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-23