1,4-dimethyl (2R)-2-methylbutanedioate

• ChemBase ID: 146410
• Molecular Formular: C7H12O4
• Molecular Mass: 160.16778
• Monoisotopic Mass: 160.07355886
• SMILES: C[C@H](CC(=O)OC)C(=O)OC
• Canonical SMILES: COC(=O)C[C@H](C(=O)OC)C
• InChI: InChI=1S/C7H12O4/c1-5(7(9)11-3)4-6(8)10-2/h5H,4H2,1-3H3/t5-/m1/s1
• InChIKey: NFOQJNGQQXICBY-RXMQYKEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-dimethyl (2R)-2-methylbutanedioate
• IUPAC Traditional name: 1,4-dimethyl (2R)-2-methylbutanedioate
• Synonyms: Dimethyl (R)-(+)-methylsuccinate; (+)-Dimethyl (R)-methylsuccinate; (R)-(+)-甲基丁二酸二甲酯; (R)-(+)-甲基琥珀酸二甲酯

Database IDs

• CAS Number: 22644-27-5
• MDL Number: MFCD00134573
• Beilstein Number: 1706307
• PubChem SID: 162240607; 24863862
• PubChem CID: 9834036

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.43629143
• LogD (pH = 7.4): 0.43629143
• Log P: 0.43629143
• Molar Refractivity: 37.6497 cm^3
• Polarizability: 15.247779 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 80-81 °C/12 mmHg(lit.)
• Flash Point: 183.2 °F; 84 °C
• Density: 1.075 g/mL at 20 °C(lit.); 1.076 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.418(lit.); n20/D 1.419
• Optical Rotation: [α]20/D +4.8°, c = 2.9 in chloroform; [α]20/D +4±0.5°, c = 2.9% in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: ≥97.0% (sum of enantiomers, HPLC); 99%
• Grade: purum
• Linear Formula: CH3O2CCH2CH(CH3)CO2CH3
• Empirical Formula (Hill Notation): C7H12O4

DETAILS

Sigma Aldrich - 382094

Packaging
1 g in glass bottle
Application
Used in the synthesis of FK-506.1

Sigma Aldrich - 65920

Other Notes
Chiral building block1