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(+)-DIP-Chloride™ - 90-105% (approx.), high purity , CAS No.112246-73-8
Basic Description
Synonyms
AC-22730 | chlorobis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane | SCHEMBL4864880 | (+)-DIP-Chloride(TM), 90-105% (approx.) | PSEHHVRCDVOTID-NAVXHOJHSA-N | (+)-Ipc2BCl | (+)-B-Chlorodiisopinocampheylborane | (+)-b-chlorodiisopinocampheyl-b
Specifications & Purity
≥90%(approx.)
Legal Information
DIP-Chloride is a trademark of Sigma-Aldrich Co. LLC
Storage Temp
Store at 2-8°C,Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
Description
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).
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Lipids and lipid-like molecules
Class
Prenol lipids
Subclass
Monoterpenoids
Intermediate Tree Nodes
Not available
Direct Parent
Bicyclic monoterpenoids
Alternative Parents
Alkylhaloboranes Organic metalloid salts Dialkylboranes Hydrocarbon derivatives
Molecular Framework
Aliphatic homopolycyclic compounds
Substituents
Pinane monoterpenoid - Alkylhaloborane - Dialkylborane - Organic metalloid salt - Alkylborane - Hydrocarbon derivative - Organic metalloid moeity - Aliphatic homopolycyclic compound
Description
This compound belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Names and Identifiers
Pubchem Sid
504765098
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/504765098
IUPAC Name
chloro-bis[(1S,2R,3S,5S)-2,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]borane
INCHI
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
InChIKey
PSEHHVRCDVOTID-NAVXHOJHSA-N
Smiles
B(C1CC2CC(C1C)C2(C)C)(C3CC4CC(C3C)C4(C)C)Cl
Isomeric SMILES
B([C@H]1C[C@H]2C[C@@H]([C@@H]1C)C2(C)C)([C@H]3C[C@H]4C[C@@H]([C@@H]3C)C4(C)C)Cl
WGK Germany
3
UN Number
3261
Molecular Weight
320.75
Reaxy-Rn
9358455
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9358455&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Specific Rotation[α]
+47.0 to +54.0 deg(Calcd. on Hexane solution)
Melt Point(°C)
53-55 °C (lit.)
Molecular Weight
320.700 g/mol
XLogP3
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
2
Exact Mass
320.244 Da
Monoisotopic Mass
320.244 Da
Topological Polar Surface Area
0.000 Ų
Heavy Atom Count
22
Formal Charge
0
Complexity
428.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
8
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
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