2-methylpropyl (2R)-2-hydroxypropanoate

• ChemBase ID: 149270
• Molecular Formular: C7H14O3
• Molecular Mass: 146.18426
• Monoisotopic Mass: 146.09429431
• SMILES: C[C@H](C(=O)OCC(C)C)O
• Canonical SMILES: CC(COC(=O)[C@H](O)C)C
• InChI: InChI=1S/C7H14O3/c1-5(2)4-10-7(9)6(3)8/h5-6,8H,4H2,1-3H3/t6-/m1/s1
• InChIKey: WBPAQKQBUKYCJS-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methylpropyl (2R)-2-hydroxypropanoate
• IUPAC Traditional name: 2-methylpropyl (2R)-2-hydroxypropanoate
• Synonyms: (+)-Isobutyl D-lactate; (+)-Isobutyl D-lactate; R-(+)-Lactic acid isobutyl ester; Isobutyl (R)-(+)-lactate; (+)-异丁基 D-乳酸酯; (+)-异丁基 D-乳酸酯; R-(+)-乳酸异丁酯; (R)-(+)-乳酸异丁酯

Database IDs

• CAS Number: 61597-96-4
• EC Number: 407-770-0
• MDL Number: MFCD00012307
• Beilstein Number: 1721591
• PubChem SID: 162243438; 24859029; 24885980
• PubChem CID: 10486989

CALCULATED PROPERTIES

• Acid pKa: 12.999354
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.9183677
• LogD (pH = 7.4): 0.9183666
• Log P: 0.91836774
• Molar Refractivity: 37.3531 cm^3
• Polarizability: 15.040717 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 73 °C/13 mmHg(lit.)
• Flash Point: 152.6 °F; 67 °C
• Density: 0.971 g/mL at 25 °C(lit.); 0.974 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.418; n20/D 1.419(lit.)
• Optical Rotation: [α]19/D +15°, neat; [α]20/D +15.0±0.5°, neat

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC); 97%
• Grade: puriss.
• Linear Formula: CH3CH(OH)CO2CH2CH(CH3)2
• Empirical Formula (Hill Notation): C7H14O3

DETAILS

Sigma Aldrich - 316598

Other Notes
remainder mainly isobutanol
Packaging
25 mL in glass bottle

Sigma Aldrich - 69815

Other Notes
Esters of enantiomerically pure lactic acid are used as starting material for the synthesis of many interesting chiral building blocks, e.g. (R)-1,2-propanediol by reduction with LiAlH41; (R)-2-alkoxypropanol by O-protection and reduction2; (R)-propylene oxide3; (R)-2-acetoxypropionyl chloride4; (R)-2-O-tosyl-1,2-propanediol5