Skip to Content
MilliporeSigma
All Photos(2)

Documents

648418

Sigma-Aldrich

(−)-DIP-Chloride™ solution

50-65 wt. % in heptane

Synonym(s):

(−)-B-Chlorodiisopinocampheylborane, (−)-Chlorodiisopinocampheylborane, Chlorobis[(1R,2S,3R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane, Diisopinocampheylchloroborane

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C20H34BCl
CAS Number:
85116-37-6
Molecular Weight:
320.75
MDL number:
MFCD00074807
UNSPSC Code:
12352001
PubChem Substance ID:
24883579
NACRES:
NA.22

Quality Level

100

concentration

50-65 wt. % in heptane

density

0.895 g/mL at 25 °C

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-/m1/s1

InChI key

PSEHHVRCDVOTID-VMAIWCPRSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

(−)-DIP-Chloride™ solution is a pinane-based asymmetric reducing agent that is commonly used in asymmetric reduction reactions.

Application

(−)-Diisopinocampheylchloroborane [(−)-DIP-Chloride™] solution can be used as a reducing reagent for the:
  • Enantioselective reduction of α, β-unsaturated trifluoromethyl ketones into corresponding secondary allylic alcohols.
  • Asymmetric reduction of aromatic and aliphatic α-halomethyl ketones to haloalcohols.
It can also be used as a catalyst for the enantioselective asymmetric Pictet-Spengler reaction.

Legal Information

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

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

-22.0 °F - closed cup

flash_point_c

< -30 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service