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Key Documents

D71984

Sigma-Aldrich

P,P-Dichlorophenylphosphine

97%

Sinonimo/i:

Phenyldichlorophosphine, Phenylphosphine dichloride, PhPCl2, Phenylphosphonous dichloride

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About This Item

Formula condensata:
C6H5PCl2
Numero CAS:
Peso molecolare:
178.98
Beilstein:
508189
Numero CE:
Numero MDL:
Codice UNSPSC:
12352002
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

97%

Forma fisica

liquid

Impiego in reazioni chimiche

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

Indice di rifrazione

n20/D 1.597 (lit.)

P. eboll.

222 °C/759 mmHg (lit.)

Punto di fusione

−51 °C (lit.)

Densità

1.319 g/mL at 25 °C (lit.)

Gruppo funzionale

phosphine

Stringa SMILE

ClP(Cl)c1ccccc1

InChI

1S/C6H5Cl2P/c7-9(8)6-4-2-1-3-5-6/h1-5H
IMDXZWRLUZPMDH-UHFFFAOYSA-N

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Descrizione generale

P,P-Dichlorophenylphosphine (DCPP) is a key compound in organic synthesis. It is widely used to prepare flame retardants, nylon stabilizers, plasticizers, and organophosphorus compounds. It can be prepared by the Friedel-Craft reaction between phosphorus trichloride and benzene in the presence of anhydrous aluminum chloride as a catalyst.

Applicazioni

P,P-Dichlorophenylphosphine is used as a reactant to synthesize racemic [1]ferrocenophanes (mixture of cis and trans isomers)

Pittogrammi

Skull and crossbonesCorrosion

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 3 Oral - Skin Corr. 1B - STOT SE 3

Organi bersaglio

Respiratory system

Rischi supp

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

235.4 °F - closed cup

Punto d’infiammabilità (°C)

113 °C - closed cup

Dispositivi di protezione individuale

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Jan Hynek et al.
Organic & biomolecular chemistry, 16(39), 7274-7281 (2018-09-28)
The development of effective photosensitizers is particularly attractive for photodynamic therapy of cancer. Three novel porphyrin photosensitizers functionalized with phosphinic groups were synthesized and their physicochemical, photophysical, and photobiological properties were collected. Phosphinic acid groups (R1R2POOH) attached to the porphyrin
Paul A Gray et al.
Dalton transactions (Cambridge, England : 2003), 45(5), 2124-2129 (2015-10-23)
A series of 2-phosphino-1,3-diphosphonium trifluoromethanesulfonate salts has been prepared and comprehensively characterized. The compounds represent rare examples of salts containing triphosphorus dications and establish important structural and spectroscopic parameters and trends for catenated phosphorus chains.
G Bas de Jong et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(68), 15944-15952 (2020-07-01)
In this paper, we highlight the synthesis of a variety of primary phosphine-boranes (RPH2 ⋅BH3 ) from the corresponding dichlorophosphines, simply by using Li[BH4 ] as reductant and provider of the BH3 protecting group. The method offers facile access not

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