ChemicalBook > CAS DataBase List > (-)-DIPIVALOYL-L-TARTARIC ACID

(-)-DIPIVALOYL-L-TARTARIC ACID

Product Name
(-)-DIPIVALOYL-L-TARTARIC ACID
CAS No.
65259-81-6
Chemical Name
(-)-DIPIVALOYL-L-TARTARIC ACID
Synonyms
(-)-DPTA;DIPIVALOYL-L-TAR;L-Dipivaloytartaric Acid;L-Dipivaloyltartaric acid;DIPIVALOYL-L-TARTARIC ACID;(-)-DIPIVALOYL-L-TARTARIC ACID;(-)-Dipivaloyl-L-tartaric acid;DIPIVALOYL-L-TARTARIC ACID 98%;O,O`-Dipivaloyl-L-tartaric acid;(-)-Dipivaloyl-L-tartaricAcid>
CBNumber
CB8346067
Molecular Formula
C14H22O8
Formula Weight
318.32
MOL File
65259-81-6.mol
More
Less

(-)-DIPIVALOYL-L-TARTARIC ACID Property

Melting point:
127-132 °C
Boiling point:
436.6±45.0 °C(Predicted)
Density 
1.240±0.06 g/cm3(Predicted)
refractive index 
-24 ° (C=2, Dioxane)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
sol Et2O, THF, aq NaHCO3 solution; insol cold H2O.
form 
powder to crystal
pka
1.68±0.25(Predicted)
color 
White to Almost white
optical activity
[α]20/D 23.5±1°, c = 1.7% in dioxane
Sensitive 
Hygroscopic
BRN 
2008171
InChI
InChI=1S/C14H22O8/c1-13(2,3)11(19)21-7(9(15)16)8(10(17)18)22-12(20)14(4,5)6/h7-8H,1-6H3,(H,15,16)(H,17,18)/t7-,8-/m1/s1
InChIKey
UFHJEZDFEHUYCR-HTQZYQBOSA-N
SMILES
C(O)(=O)[C@H](OC(=O)C(C)(C)C)[C@@H](OC(=O)C(C)(C)C)C(O)=O
CAS DataBase Reference
65259-81-6(CAS DataBase Reference)
More
Less

Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
29189900
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
43457
Product name
(?)-O,O′-Di-pivaloyl-L-tartaric acid
Purity
≥98.0% (T)
Packaging
5g
Price
$66.8
Updated
2023/06/20
TCI Chemical
Product number
D2686
Product name
(-)-Dipivaloyl-L-tartaric Acid
Purity
>98.0%(T)
Packaging
5g
Price
$57
Updated
2025/07/31
TCI Chemical
Product number
D2686
Product name
(-)-Dipivaloyl-L-tartaric Acid
Purity
>98.0%(T)
Packaging
25g
Price
$203
Updated
2025/07/31
TRC
Product number
D493210
Product name
(-)-Dipivaloyl-L-tartaric Acid
Packaging
500mg
Price
$60
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD59976
Product name
(-)-Dipivaloyl-L-tartaric Acid
Packaging
2g
Price
$44
Updated
2021/12/16
More
Less

(-)-DIPIVALOYL-L-TARTARIC ACID Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Uses

(?)-O,O′-Di-pivaloyl-L-tartaric acid can be used:

  • As a chiral staple in the synthesis of helical π-conjugated cyclic nanocoils, which are used as nano springs, nano solenoids, and pressure sensors.
  • As an additive in the iridium-catalyzed C-H amidation reactions of arylphosphoryl compounds.

Application

(2R,3R)-Dipivaloyltartaric Acid is used as a chiral auxiliary for enantioselective protonation (deracemization) and asymmetric transformation; starting material for synthesis of chiral succinimides and polyhydroxy compounds.

Preparation

Preparative Method of (2R,3R)-Dipivaloyltartaric Acid: hydrolysis of the corresponding anhydride obtained by heating (2R,3R)-tartaric acid and pivaloyl chloride at 120-140 °C for 4 h.[1] Drying: over P2O5 in vacuo, controlled by 1H NMR and optical rotations.

storage

(2R,3R)-Dipivaloyltartaric Acid anhydrous solid can be stored at rt in the absence of moisture. It is retrievable from its basic solution (10 % aq NaHCO3), after acidification (HCl), with a quantitative yield.2 On heating it transforms into an anhydride with elimination of one molecule of water.

References

1. Duhamel, L.; Plaquevent, J. C. OPP 1982, 14, 347.

(-)-DIPIVALOYL-L-TARTARIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

(-)-DIPIVALOYL-L-TARTARIC ACID Suppliers

TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
More
Less

View Lastest Price from (-)-DIPIVALOYL-L-TARTARIC ACID manufacturers

RongNa Biotechnology Co.,Ltd
Product
(-)-Dipivaloyl-L-tartaric Acid 65259-81-6
Price
US $10.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
1 ton
Release date
2025-08-27
Career Henan Chemical Co
Product
(-)-O-ACETYL-D-MANDELIC ACID 65259-81-6
Price
US $20.00/KG
Min. Order
10KG
Purity
98%
Supply Ability
100kg
Release date
2018-08-02

65259-81-6, (-)-DIPIVALOYL-L-TARTARIC ACIDRelated Search:


  • (-)-BIS(2,2-DIMETHYLPROPIONYL)-L-TARTARIC ACID
  • (-)-DIPIVALOYL-L-TARTARIC ACID
  • DIPIVALOYL-L-TARTARIC ACID
  • (-)-DPTA
  • O,O`-Dipivaloyl-L-tartaric acid
  • DIPIVALOYL-L-TARTARIC ACID 98%
  • (-)-O,O'-Dipivaloyl-L-tartaric acid, 98+%
  • Butanedioic acid,2,3-bis(2,2-diMethyl-1-oxopropoxy)-, (2R,3R)-
  • (2R,3R)-2,3-Bis(2,2-dimethyl-1-oxopropoxy)butanedioic acid
  • L-Dipivaloyltartaric acid
  • (2R,3R)-2,3-Bis(pivaloyloxy)succinic acid
  • DIPIVALOYL-L-TAR
  • L-Dipivaloytartaric Acid
  • 2-(2,2-dimethyl-1-oxopropoxy)-2-(2,2-dimethyl-1-oxopropyl)-3-hydroxybutanedioic acid
  • (-)-Dipivaloyl-L-tartaricAcid&gt
  • (-)-O,O'-Di-pivaloyl-L-tartaric acid
  • (2R,3R)-2,3-Bis(2,2-Dimethyl-1-Oxopropoxy)-ButanedioicAci
  • (2R,3R)-2,3-bis(2,2-dimethylpropanoyloxy)butanedioic acid
  • (-)-di-O,O'-pivaloyl-L-tartaric acid
  • (?)-O,O′-Di-pivaloyl-L-tartaric acid
  • (?)-<i>O</i>,<i>O</i>′-Di-pivaloyl-<sc>L</sc>-tartaric acid
  • (-)-O,O′-Di-pivaloyl-L-tartaric acid, CAS 65259-81-6
  • (-)-Dipivaloyl-L-tartaric acid
  • 65259-81-6
  • Asymmetric Synthesis
  • Organic Building Blocks
  • Carboxylic Acids
  • Chiral Building Blocks
  • chiral
  • Asymmetric Synthesis
  • Synthetic Organic Chemistry