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Sigma-Aldrich

(+)-DIP-Chloride™

90-105% (approx.)

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Synonym(s):
(+)-B-Chlorodiisopinocampheylborane, (+)-Ipc2BCl
Empirical Formula (Hill Notation):
C20H34BCl
CAS Number:
112246-73-8
Molecular Weight:
320.75
MDL number:
MFCD01317328
UNSPSC Code:
12352001
PubChem Substance ID:
24859059
NACRES:
NA.22

Quality Level

100

Assay

90-105% (approx.)

form

solid

mp

53-55 °C (lit.)

SMILES string

C[C@@H]1[C@H](C[C@H]2C[C@@H]1C2(C)C)B(Cl)[C@H]3C[C@H]4C[C@@H]([C@@H]3C)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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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
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1A

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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