CAS 2217-15-4 Diisopropyl tartrate (HCID 6453580)

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Basic information

CAS: 2217-15-4
Standard SMILES: CC(C)OC(=O)[C@H](O)[C@@H](O)C(=O)OC(C)C
InChIKey: XEBCWEDRGPSHQH-HTQZYQBOSA-N
Molecular formula: C10H18O6
Average molar mass: 234.25 g/mol
Monoisotopic mass: 234.1103383

Names & identifiers

Preferred name: Diisopropyl tartrate
IUPAC: dipropan-2-yl (2R,3R)-2,3-dihydroxybutanedioate
English name: (+)-Diisopropyl L-tartrate
Molecular formula: C10H18O6
Molecular weight: 234.25

Names & synonyms

2217-15-4(+)-Diisopropyl L-tartrateDi-isopropyl tartrate(+)-DIPTDiisopropyl tartrateL-DIPTdiisopropyl (+)-tartrateDiisopropyl (+)-L-tartrate7Z907X7UEYTartaric acid, diisopropyl ester(+)-Tartaric acid diisopropyl esterEINECS 218-709-0

Show more names

DIISOPROPYL L-(+)-TARTRATEDIISOPROPYL (2R,3R)-2,3-DIHYDROXYSUCCINATEC10H18O6(+)-DiisopropyL(+)-Diisopropyl L-taDiisopropyl- L-tartr[-CH(OH)CO2CH(CH3)2]2

BRN 1727863DTXSID4010309832-03-00-00331 (Beilstein Handbook Reference)NSC 406502RefChem:587913DTXCID00129386BUTANEDIOIC ACID, 2,3-DIHYDROXY-(2R,3R)-, 1,4-BIS(1-METHYLETHYL) ESTER218-709-0

Database identifiers

CAS: 2217-15-4、58167-01-4
PubChem CID: 6453580
DTXSID: DTXSID401030983
UNII: 7Z907X7UEY
EC Number: 218-709-0
Nikkaji

Properties

Computed structural properties

XLogP: 0.6
Topological polar surface area: 93.1 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 6
Rotatable bonds: 7
Heavy atoms: 16
Formal charge: 0
Complexity: 222

Physicochemical properties

alpha: 17.25 · 17.25 º (neat)
Boiling point: 152 °C/12 · 152 °C/12 mmHg (lit.)
Density: 1.114 g/mL · 1.114 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.439(lit.)
Flash point: 229 °F · 229 °F
storage temp.: Refrigerator
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Viscous Liquid
pka: 11.7 · 11.70±0.20(Predicted)
Specific Gravity: 1.121 · 1.121.114
color: Clear colorless
optical activity: 24 · [α]24/D +17°, neat
Sensitive: Hygroscopic
BRN: 1727863 · 1727863
InChI: 1S/C10H18O6/c1-5(2)15-9(13)7(11)8(12)10(14)16-6(3)4/h5-8,11-12H,1-4H3/t7-,8-/m1/s1
InChIKey: XEBCWEDRGPSHQH-HTQZYQBOSA-N

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 80% (4 of 5) of all reports.

Warning

H315 (20%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Butanedioic acid, 2,3-dihydroxy- [R-(R*,R*)]-, bis(1-methylethyl) ester

Status: Active Update: 22-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33774

Butanedioic acid, 2,3-dihydroxy- (2R,3R)-, bis(1-methylethyl) ester: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (20%)

Safety data

PPE: Eyeshields, Gloves
wgk: 3
rtecs: WW8100000
hs_code: 29181300
Toxicity: mouse,LD50,oral,6300uL/kg (6.3mL/kg),Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 26, 1948.
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS08
hazard_code: Xi
safety_code: 24/25-36-26

Chemistry & industry

Applications

Uses(+)-Diisopropyl L-Tartrate is a reagent for kinetic resolution of racemic allylic alcohols and α-furfuryl amides by enantioselective epoxidation.

UsesBoth D- and L-forms are reagents for kinetic resolution of racemic allylic alcohols and α-furfuryl amides by enantioselective epoxidation.