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(-)-Taddol

(-)-Taddol structure

CAS No:
93379-48-7
Formula:
C31H30O4
Chemical Name:
(-)-Taddol
Synonyms:
(4R,5R)-4,5-BIS(DIPHENYLHYDROXYMETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE;(4R,5R)-4,5-BIS(DIPHENYLHYDROXYMETHYL)-2,2-DIMETHYL-DIOXOLANE;(R,R)-(-)-2,3-O-ISOPROPYLIDENE-1,1,4,4-TETRAPHENYL-L-THREITOL;(-)-TADDOL;SEEBACH REAGENT;(4R,5R)-2,2-DIMETHYL-ALPHA, ALPHA, ALPHA', ALPHA'-TETRAPHENYLDIOXOLANE-4,5-DIMETHANOL;(4R,5R)-(-)-2,2-DIMETHYL-TETRAPHENYL-1,3-DIOXOLANE-4,5-DIMETHANOL;TADDOL, (4R,5R)-4,5-Bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane, 1,1,4,4-Tetraphenyl-2,3-O-isopropylidene-L-threitol, (-)-2,3-O-Isopropylidene-1,1,4,4-tetraphenyl-L-threitol
Categories:
Chemical Reagents > Organic Reagents

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Description

white to light yellow crystal powde

(-)-Taddol Basic Attributes

Molecular Weight：

466.58

Exact Mass：

466.214417

BRN：

3657855

DSSTox ID：

DTXSID30369334

Color/Form：

white

HScode：

29329970

Characteristics

PSA：

58.9

XLogP3：

5.2

Appearance：

white Powder

Density：

1.0864 (rough estimate)

Melting Point：

193-195 °C(lit.)

Boiling Point：

489.39°C (rough estimate)

Flash Point：

336.7±30.1 °C

Refractive Index：

-69 ° (C=1, CHCl3)

Storage Conditions：

Store in a cool, dry place. Keep container closed when not in use.

Specific rotation：

-65.5 º (c=1, CHCl3)

PKA：

12.28±0.29(Predicted)

Critical Temperature & Pressure：

Inert atmosphere,Room Temperature

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

Xi,Xn

safety instructions：

24/25-36-26

Marks：

Xi,Xn

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Hazard Statements：

36/38-36/37/38-20/21/22

(-)-Taddol Use and Manufacturing

Hydrogen-bonding organocatalyst examined in terms of acidity, deprotonation enthalpies and hydrogen bondingCatalyst involved in synthesis of cyclopropylamines via addition reactions of Grignard reagents to amidesReactant or reagent involved in:Enantioswitching of catalytic asymmetric hydroborationSynthesis of derivative ligands for asymmetric hydroformylation of alkenesAmide-directed catalytic asymmetric hydroboration of trisubstituted alkenesAddition of deactivated alkyl Grignard reagents to aldehydes

Computed Properties

Molecular Weight:466.6
XLogP3:5.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:466.21440943
Monoisotopic Mass:466.21440943
Topological Polar Surface Area:58.9
Heavy Atom Count:35
Complexity:574
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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