BINAP 1.1′-Binaphthyl-2.2′-diphemyl phosphine CAS 98327-87-8

Introduction

CAS Number: 98327-87-8 Molecular Formula: C44H32P2 Molecular Weight: 622.69 g/mol Appearance: White to light beige powder Melting Point: 283-286 °C Usage: Mainly used as an intermediate in organic synthesis and asymmetric catalysis.

98327-87-8 – Names and Identifiers

Name	racemic-2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl
Synonyms	BINAP Binap (?-Binap 1.1′-Binaphthyl-2.2′-Diphemyl Phosphine 2,2′-BIS(DIPHENYLPHOSPHINO)-1,1′-BINAPHTHYL (?-2,2-Bis(Diphenylphosphino)-1,1-Binaphthyl Rac-2,2-Bis(Diphenylphosphino)-1,1-Binaphthyl 2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene Racemic-2,2′-bis(diphenylphosphino)-1,1′-binaphthy racemic-2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl S(-)-(1,1′-Binaphthalene-2,2′-Diyl)Bis(Diphenylphosphine) RACEMIC-2,2”-BIS(DIPHENYLPHOSPHINO)-1,1”-BINAPHTHYL BINAP 2,2′-Bis-(diphenylphosphino)-1,1′-binaphthyl (Racemic BINAP)
CAS	98327-87-8
EINECS	619-338-0
InChIKey	MUALRAIOVNYAIW-UHFFFAOYSA-N

98327-87-8 – Physico-chemical Properties

Molecular Formula	C44H32P2
Molar Mass	622.69
Melting Point	283-286°C(lit.)
Boling Point	724.3±55.0 °C(Predicted)
Water Solubility	Soluble in tetrahydrofuran, benzene and dichloromethane. Slightly soluble in ether, methanol and ethanol. Insoluble in water.
Solubility	Chloroform (Slightly, Sonicated), Dichloromethane (Slightly, Heated),
Appearance	White to beige powder
Color	White to light beige
Merck	14,1223
BRN	5321443
Storage Condition	Keep in dark place,Inert atmosphere,Room temperature
Sensitive	Air Sensitive
MDL	MFCD00010805
Physical and Chemical Properties	Melting point 280-285°C.
Use	Used for asymmetric hydrogenation catalysis, carbonyl reduction, etc. A ligand for the palladium-catalyzed arylamine coupling reaction for the preparation of desmethylthio-colchicine? cicatine. It can be used in combination with Cu(II) to catalyze the addition reaction of arylsulfonamide to produce styrene and olefins. It can also be used for palladium-catalyzed tripyridyl amine reaction.

98327-87-8 – Risk and Safety

Hazard Symbols	Xi – Irritant
Risk Codes	36/37/38 – Irritating to eyes, respiratory system and skin.
Safety Description	S22 – Do not breathe dust. S24/25 – Avoid contact with skin and eyes. S37/39 – Wear suitable gloves and eye/face protection S26 – In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany	3

98327-87-8 – Introduction

racemic BINAP.

98327-87-8 – Reference Information

Application

1,1 ‘-binaphthalen-2, 2’-diphenylphosphine (BINAP) it is a powerful chiral auxiliary, which is used as a homogeneous catalyst in some asymmetric chemical synthesis. 1,1 ‘-binaphthyl-2, 2’-diphenylphosphine is used as a ligand due to its high enantioselectivity to form a coordination complex.

Use

1,1 ‘-binaphthyl-2, 2’-diphenylphosphine, commonly abbreviated as BINAP, ligands for asymmetric hydrogenation catalysis, carbonyl reduction; Palladium-catalyzed Arylamine coupling reactions for the preparation of desmethylthiocolchicine; With Cu(II) the use of a combination of catalyzed aryl sulfonamide addition reactions to produce styrene and olefins; For palladium-catalyzed terpyridination. BINAP is used for asymmetric hydrogenation catalysis, carbonyl reduction, etc. Palladium-Catalyzed Arylamine coupling reaction ligands for the preparation of demethylthiohydrin? Alkaloid. Catalytic aryl sulfonamide addition reactions can be used in combination with Cu(II) to produce styrene and olefins. It can also be used in palladium-catalyzed tri-pyridination reactions.

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