(2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester

Synonym(s):(2S,3S)-(-)-Diethyl tartrate;D-(−)-Tartaric acid diethyl ester;L-(+)-Tartaric acid diethyl ester, DET, (-)-Diethyl-D-tartrate

CAS NO.：13811-71-7
Empirical Formula: C8H14O6
Molecular Weight: 206.19
MDL number: MFCD00064451
EINECS: 237-458-8
SAFETY DATA SHEET (SDS)
Update Date: 2024-10-30 18:52:02

(2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester Structural

What is (2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester?

Chemical properties

Colorless to light yellow liqui

The Uses of (2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester

Diethyl D(-)-tartrate is mainly used in chiral pharmaceuticals, chiral intermediates and chiral catalysts. It can be used with titanium in enolic asymmetric epoxidization. The compound d-alpha-tocopherol is the principal compound present in natural vitamin E sources. At present, d-alpha-tocopherol and other tocopherol derivatives are used in pharmaceuticals, foods and animal feeds. It is used as a food additive.

Purification Methods

Distil the esters under high vacuum and store them under vacuum or in an inert atmosphere in a desiccator in round bottomed flasks equiped with a vacuum stopcock. They have also been distilled by Kügelrohr distillation and/or by 'wiped-film' molecular distillation. They are slightly soluble in H2O but miscible with EtOH and Et2O. [Gao et al. J Am Chem Soc 109 5770 (5771) 1987, IR: Pristera Anal Chem 25 844 1953, Beilstein 3 III 1025 for D-(-), 3 IV 1232 for L(+).]

Properties of (2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester

Melting point:	17 °C
Boiling point:	162 °C/19 mmHg (lit.)
alpha	-9 º (neat)
Density	1.205 g/mL at 20 °C (lit.)
refractive index	n20/D 1.446(lit.)
Flash point:	200 °F
storage temp.	Store below +30°C.
solubility	Chloroform (Slightly), Water (Slightly)
form	Viscous Liquid
pka	11.61±0.20(Predicted)
color	Clear colorless
Specific Gravity	1.21
optical activity	[α]23/D 8.5°, neat
Water Solubility	insoluble
Merck	14,3855
BRN	1727143
CAS DataBase Reference	13811-71-7(CAS DataBase Reference)
NIST Chemistry Reference	Butanedioic acid, 2,3-dihydroxy-, diethyl ester, [S-(R,R)]-(13811-71-7)

Safety information for (2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H227:Flammable liquids
Precautionary Statement Codes	P403+P235:Store in a well-ventilated place. Keep cool.