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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

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25 ML
¥11,900
100 ML
¥18,900

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25 ML
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100 ML
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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

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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

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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

Signal Word

Danger

Hazard Statements

H225,H304,H314,H336,H410

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 Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

<-22.0 °F - closed cup

Flash Point(C)

< -30 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 4: Flammable liquids
Type 1 petroleums
Hazardous rank II
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

648418-25ML:4548173959443
648418-100ML:4548173959436
648418-BULK:
648418-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN8889
MKCN0700
MKCL5838
SHBF4173V
SHBD0508V

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