(-)-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 98%;O,O`-Dipivaloyl-L-tartaric acid;(-)-Dipivaloyl-L-tartaricAcid>(-)-O,O'-Di-pivaloyl-L-tartaric acid
- CBNumber:
- CB8346067
- Molecular Formula:
- C14H22O8
- Molecular Weight:
- 318.32
- MDL Number:
- MFCD00066535
- MOL File:
- 65259-81-6.mol
- MSDS File:
- SDS
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. |
pka | 1.68±0.25(Predicted) |
form | powder to crystal |
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) |
UNSPSC Code | 12352108 |
NACRES | NA.22 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H302-H315-H319-H335 | |||||||||
Precautionary statements | P261-P305+P351+P338 | |||||||||
Safety Statements | 22-24/25 | |||||||||
WGK Germany | 3 | |||||||||
HS Code | 29189900 | |||||||||
NFPA 704 |
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(-)-Dipivaloyl-L-tartaric Acid price More Price(21)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 43457 | (?)-O,O′-Di-pivaloyl-L-tartaric acid ≥98.0% (T) | 65259-81-6 | 5g | $66.8 | 2023-06-20 | Buy |
TCI Chemical | D2686 | (-)-Dipivaloyl-L-tartaric Acid >98.0%(T) | 65259-81-6 | 5g | $64 | 2024-03-01 | Buy |
TCI Chemical | D2686 | (-)-Dipivaloyl-L-tartaric Acid >98.0%(T) | 65259-81-6 | 25g | $226 | 2024-03-01 | Buy |
Alfa Aesar | H56032 | (-)-O,O'-Dipivaloyl-L-tartaric acid, 98+% | 65259-81-6 | 1g | $20.6 | 2023-06-20 | Buy |
Alfa Aesar | H56032 | (-)-O,O'-Dipivaloyl-L-tartaric acid, 98+% | 65259-81-6 | 5g | $64.6 | 2021-12-16 | Buy |
(-)-Dipivaloyl-L-tartaric Acid Chemical Properties,Uses,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
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Shijiazhuang Dowell Chemical Co.,Ltd | +8618633820607 | sell@dowechem.com | China | 90 | 58 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29858 | 58 |
Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 | admin@nexconn.com | China | 10406 | 58 |
Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | figo.gao@foxmail.com | China | 8497 | 58 |
Shanghai Yingrui Biopharma Co.,Ltd | 21-33585366 | export01@shyrchem.com | CHINA | 1319 | 58 |
Neostar United (Changzhou) Industrial Co., Ltd. | +86-0519-85551759 +8613506123987 | marketing1@neostarunited.com | China | 8831 | 58 |
AFINE CHEMICALS LIMITED | +86-0571-85134551 | sales@afinechem.com | China | 15378 | 58 |
Finetech Industry Limited | +86-27-8746-5837 +8619945049750 | info@finetechnology-ind.com | China | 9642 | 58 |
Dayang Chem (Hangzhou) Co.,Ltd. | +86-0571-88938639 +8617705817739 | info@dycnchem.com | China | 52849 | 58 |
CD Chemical Group Limited | +8615986615575 | info@codchem.com | China | 20342 | 58 |
View Lastest Price from (-)-Dipivaloyl-L-tartaric Acid manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
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2025-04-21 | (-)-DIPIVALOYL-L-TARTARIC ACID
65259-81-6
|
US $0.00-0.00 / g | 1g | 98 | 1000 | Wuhan Circle Star Chem-medical Technology Co.,Ltd | |
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2019-07-06 | (-)-O-ACETYL-D-MANDELIC ACID
65259-81-6
|
US $20.00 / KG | 10KG | 98% | 100kg | Career Henan Chemical Co |
-
- (-)-DIPIVALOYL-L-TARTARIC ACID
65259-81-6
- US $0.00-0.00 / g
- 98
- Wuhan Circle Star Chem-medical Technology Co.,Ltd
-
- (-)-O-ACETYL-D-MANDELIC ACID
65259-81-6
- US $20.00 / KG
- 98%
- Career Henan Chemical Co