317012

Sigma-Aldrich

(+)-DIP-Chloride

90-105% (approx.)

Synonym(s):
(+)-B-Chlorodiisopinocampheylborane, (+)-Ipc2BCl
Empirical Formula (Hill Notation):
C20H34BCl
CAS Number:
Molecular Weight:
320.75
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

90-105% (approx.)

mp

53-55 °C (lit.)

SMILES string

CC@@H1C@H(CC@H2CC@@H1C2(C)C)B(Cl)C@H3CC@H4CC@@H(C@@H3C)C4(C)C

InChI

1S/C20H34BCl/c1-11-15-7-13(19(15,3)4)9-17(11)21(22)18-10-14-8-16(12(18)2)20(14,5)6/h11-18H,7-10H2,1-6H3/t11-,12-,13+,14+,15-,16-,17-,18-/m0/s1

InChI key

PSEHHVRCDVOTID-NAVXHOJHSA-N

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Related Categories

Packaging

5, 25 g in glass bottle

Application

Both (+)- and (-)-DIP-chloride are used for asymmetric reduction of prochiral ketones and for the preparation of β-amino alcohols.
Excellent reagent for asymmetric reductions.
For a short paper on the preparation of DIP halides and their use in stereoselective reductions see ACS Symp. Ser. 641, 84-97 (1996).

Legal Information

DIP-Chloride is a trademark of Sigma-Aldrich Co. LLC

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

C

Risk Statement

34-37

Safety Statement

26-36/37/39-45

RIDADR

UN 3261 8 / PGII

WGK Germany

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Certificate of Analysis
Certificate of Origin
ACS Symp. Ser., 641, 84-97 (1996)
Journal of Physical Organic Chemistry, 17, 317-324 (2004)
Journal of the Chemical Society. Chemical Communications, 1053-1053 (1994)
Bull. Korean Chem. Soc., 26, 652-652 (2005)
Tetrahedron Letters, 35, 1511-1511 (1994)

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