(+)-DIOP

Synonym(s):(+)-DIOP;(+)-DIOP, (+)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)-butane, (+)-1,4-Bis(diphenylphosphino)-1,4-dideoxy-2,3-O-isopropylidene-D-threitol;(S,S)-DIOP;(4S,5S)-4,5-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane;(4S-trans)-[(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene)]bis(diphenylphosphine)

CAS NO.：37002-48-5
Empirical Formula: C31H32O2P2
Molecular Weight: 498.54
MDL number: MFCD00009760
EINECS: 253-307-9
SAFETY DATA SHEET (SDS)
Update Date: 2025-07-16 09:56:25

What is (+)-DIOP?

Chemical properties

white powder

The Uses of (+)-DIOP

It is employed as a ligand for the in situ preparation of chiral hydrogenation catalysts. It also finds it application for the in situ preparation of chiral hydrogenation catalysts, ligand for Rh(I)-catalyzed asymmetric hydrogenation of enamides, 1,4-disilylation of α,β-unsaturated ketones, Heck reaction of alkenyl iodides, and hydroformylation of olefins.

Purification Methods

It has been recrystallised from *C6H6/pet ether. After 2 recrystallisations from EtOH, it was pure by TLC on silica gel using Me2CO/hexane as solvent. [Kagan & Dang J Am Chem Soc 94 6429 1972.] Lanthanide shift reagents See in “Aliphatic Compounds”, Chapter 4, europium (III) acetate above and Eu(tmc)3 and Eu(tfc)3 below.

Properties of (+)-DIOP

Melting point:	86-88 °C(lit.)
Boiling point:	590.3±25.0 °C(Predicted)
alpha	+26° (c 2.0, CHCl3)
storage temp.	Store below +30°C.
form	Powder
color	White
Water Solubility	Sparingly soluble in water at 25°C 2.1E-5 g/L.
Sensitive	Air Sensitive
BRN	1630280
CAS DataBase Reference	37002-48-5

Safety information for (+)-DIOP

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.