| Identification | More | [Name]
Bis-(triphenylphosphino)-cuprous borohydride | [CAS]
16903-61-0 | [Synonyms]
BIS(TRIPHENYLPHOSPHINE)COPPER(I) BOROHYDRIDE
BIS(TRIPHENYLPHOSPHINE)COPPER(I) TETRAHYDRIDOBORATE
BIS(TRIPHENYLPHOSPHINE)COPPER TETRAHYDROBORATE
bis-(triphenylphosphino)-cuprous borohydride
Copper bis(trimethylphosphine)(tetrahydroborate)
Copper, tetrahydroborato(1-)-.kappa.H,.kappa.Hbis(triphenylphosphine)-, (T-4)- | [EINECS(EC#)]
251-792-1 | [Molecular Formula]
C36H40BCu2P6-17 | [MDL Number]
MFCD00013219 | [Molecular Weight]
796.45 | [MOL File]
16903-61-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
164 °C (dec.)(lit.) | [storage temp. ]
Store below +30°C. | [solubility ]
sol THF, CHCl3, CH2Cl2, benzene; slightly sol acetone; insol ether, ethanol, and water. | [form ]
powder to crystal | [color ]
White to Almost white | [Sensitive ]
Moisture Sensitive | [Exposure limits]
ACGIH: TWA 1 mg/m3
NIOSH: IDLH 100 mg/m3; TWA 1 mg/m3 | [InChI]
InChI=1S/2C18H15P.BH4.Cu/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;/h2*1-15H;1H4;/q;;-1;+1 | [InChIKey]
YVXRFTLDBYUBGJ-UHFFFAOYSA-N | [SMILES]
P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1.P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1.[Cu+].[BH4-] | [CAS DataBase Reference]
16903-61-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
2813 | [WGK Germany ]
3
| [F ]
9-21 | [HazardClass ]
4.3 | [PackingGroup ]
III | [HS Code ]
29319019 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Uses]
Bis(triphenylphosphine)copper tetrahydroborate (CAS# 16903-61-0) is an organometallic catalyst used in the enantioseletive radical oxytrifluoromethylation of alkenes with alcohols. Bis(triphenylphosphine)copper tetrahydroborate is also used in the preparation of tungsten, ruthenium and copper cluster complexes. | [Application]
Bis-(triphenylphosphino)-cuprous borohydride selectively reduces acyl chlorides to aldehydes, tosyl and triphenylsulfonyl hydrazones to alkanes, aldehydes and ketones to alcohols, and aromatic azides to anilines. | [Preparation]
Bis-(triphenylphosphino)-cuprous borohydride is prepared by adding Copper(I) Chloride to a stirring solution of 2 equiv of Triphenylphosphine in chloroform. Once the copper chloride is dissolved the mixture is treated with a suspension of Sodium Borohydride (1 equiv) in ethanol for at least 15 min to ensure complete reaction. The solution is washed with water and dried over anhydrous magnesium sulfate. Diethyl ether is added to precipitate the reagent as fine white needles (90% yield). | [reaction suitability]
reagent type: reductant | [storage]
Stable to air and water. It should be handled in a well-ventilated hood; contact with the eyes and skin should be avoided. |
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