Butanedioic acid, 2,3-dihydroxy-, diethyl ester, S-(R*,R*)-
Basic information
- CAS
13811-71-7- Standard SMILES
CCOC(=O)C(O)C(O)C(=O)OCC- InChIKey
YSAVZVORKRDODB-UHFFFAOYSA-N- Molecular formula
- C8H14O6
- Average molar mass
- 206.19 g/mol
- Monoisotopic mass
- 206.07903817
Overview
Diethyl tartrate is a 3-hydroxy carboxylic acid.
Names & identifiers
- Preferred name
- Butanedioic acid, 2,3-dihydroxy-, diethyl ester, S-(R*,R*)-
- IUPAC
- diethyl 2,3-dihydroxybutanedioate
- English name
- (2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester
- Molecular formula
- C8H14O6
- Molecular weight
- 206.19
Names & synonyms
Butanedioic acid, 2,3-dihydroxy-, diethyl ester, [S-(R*,R*)]-Butanedioic acid, 2,3-dihydroxy-, diethyl ester, (S-(R*,R*))-RefChem:570864Butanedioic acid, 2,3-dihydroxy-, diethyl ester, S-(R*,R*)-408332-88-7L(+)-Diethyl L-tartrateDiethyl 2,3-dihydroxybutanedioate(-)-Diethyl D-tartrate1,4-diethyl 2,3-dihydroxybutanedioateEthyl (+)-tartrateEthyl tartarateC8H14O6
Show more names
DETD-DETD-tartrateDIETHYL D-TARTRATEETHYL TARTRATED(-)diethyl tartarate(2R,3R)-diethyl 2,3-dihydroxysuccinatediethyl (2S,3S)-2,3-dihydroxybutanedioate(2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl
diethyl tartarate57968-71-5Diethyl (2R,3R)-tartrateDiethyl (R,R)(+)tartrateL-(+)-(Diethyl tartrate)(+)-diethyl tartrate(+)-Tartaric acid diethyl ester[-]-Tartaric acid diethyl ester
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 93.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 7
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 180
Experimental & physicochemical properties
SpringerMaterials PropertiesBoiling point
LogP-0.29
Boiling Point280.00 to 281.00 °C. @ 760.00 mm Hg
Melting Point17 °C
Physical DescriptionLiquid
Physicochemical properties
- Melting point
- 17 °C · 17 °C
- Boiling point
- 162 °C/19 · 162 °C/19 mmHg (lit.)
- alpha
- -9 · -9 º (neat)
- Density
- 1.205 g/mL · 1.205 g/mL at 20 °C (lit.)
- refractive index
- 20 · n20/D 1.446(lit.)
- Flash point
- 200 °F · 200 °F
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Chloroform (Slightly), Water (Slightly)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory Information
Chemical: Butanedioic acid, 2,3-dihydroxy-, diethyl ester, [S-(R*,R*)]-
Butanedioic acid, 2,3-dihydroxy-, diethyl ester, S-(R*,R*)-: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- PPE
- Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29181300
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 24/25-36-26
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H227
- REACH Registrations
- Active
- Precautionary statements
- P210e-P280a-P370+P378a-P403+P235-P501a
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
UsesDiethyl 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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
47 records
Compound notes
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