L-Tartaric acid diethyl ester

L-Tartaric acid diethyl ester

Name	L-Tartaric acid diethyl ester
Synonyms	Diethyl L-tartrate
Name in Chemical Abstracts	Butanedioic acid, 2,3-dihydroxy-, diethyl ester, (2R,3R)-
CAS No	87-91-2
EINECS No	201-783-3
Molecular formula	C8H14O6
Molecular mass	206.20
SMILES code	CCOC(=O)[C@H](O)[C@@H](O)C(=O)OCC

1H NMR

1H-NMR: L-Tartaric acid diethyl ester
250 MHz, CDCl3
delta [ppm]	mult.	atoms	assignment
1.33	t	6 H	CH3 ethyl
3.18	m	2 H	OH
4.32	q	4 H	CH2 ethyl
4.54	s	2 H	2-CHOH, 3-CHOH
7.26			CHCl3

 

13C-NMR

13C-NMR: L-Tartaric acid diethyl ester
250 MHz, CDCl3
delta [ppm]	assignment
14.14	CH3 ethyl
62.48	CH2 ethyl
72.05	C2, C3 (CHOH)
171.59	C1, C4 (CO-O)
76.5-77.5	CDCl3

 

IR

IR: L-Tartaric acid diethyl ester
[Film, T%, cm-1]
[cm-1]	assignment
3500	O-H valence
2985, 2940	aliph. C-H valence
2910	aliph. C-H valence
1745	C=O valence, ester

+

Amberlyst 15

; Side reactions

 

Acid catalyzed reaction of L-(+)-tartaric acid with ethanol to L-(+)-tartaric acid diethyl ester

 

Operating scheme

 

Chromatogram

HPLC: crude product
column	Phenomenex Luna C18; particle diameter 3 µm, L= 150 mm, ID= 4.6 mm
column temperature	25 °C
injection	15 µL
mobile phase	gradient: 3% methanol/water --> 98% methanol/water in 30 min, 10 min isocratic
flow	0.6 mL/min
detector (UV 220 nm)	percent concentration calculated from relative peak area

GC: pure product
column	Zebron ZB-1, L=15 m, d=0.25 mm, film=0.25 µm
inlet	injector: 250°C, split injection, 0.2 µl
carrier gas	He, pre-column pressure 90 kPa
oven	30°C (4 min), 20°C/min --> 240°C (7 min)
detector	FID, 230°C, H2 30.8 mL/min, synth. air 361 mL/min
integration	percent concentration calculated from relative peak area   Tanzania - Wikipedia, the free encyclopedia https://en.wikipedia.org/?title=Tanzania Tanzania /ˌtænzəˈniːə/, officially the United Republic of Tanzania (Swahili: Jamhuri ya Muungano wa Tanzania), is a country in East Africa within the African ... ‎Dar es Salaam - ‎Dodoma - ‎Jakaya Kikwete - ‎Languages of Tanzania  Maasai/Tanzaniai. The Maasai are one of the world’s most famous and largest tribes in Africa. They are polygamous, with men allowed to have up to ten wives, and women expected to marry and bear children from the age of 14.        Tanzania's port city of Dar es Salaam