243175
Aldrich

(R,R)-(−)-2,4-Pentanediol

99%

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1 of 1

Molecular Formula

CH₃CH(OH)CH₂CH(OH)CH₃

Molecular Weight

104.15

CAS Number

42075-32-1

Beilstein Registry Number

4290613

MDL number

MFCD00063893

PubChem Substance ID

24854603

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Descriptions

Packaging

1, 5 g in glass btl

250 mg in glass btl

Application

Acetalization reagent for ketones¹ and β-keto esters.² Used in the synthesis of optically active polyesters.³ C₂ symmetric chiral diol with versatile applications as a chiral auxiliary,^4,⁵ building block,^6,^7,⁸ and chiral ligand.^9,¹⁰

Properties

assay

99%

optical activity

[α]21/D −40.4°, c = 10 in chloroform

optical purity

ee: 97% (GLC)

111-113 °C/19 mmHg(lit.)

48-50 °C(lit.)

References

Cited Reference

1. J. Org. Chem. 57, 5438, (1992)

2. Tet. Lett. 33, 247, (1992)

3. Polymer J. 25, 741, (1993)

4. Marshall, J.A. Xie, S. J. Org. Chem. 60, 7230, (1995)

5. Stolle, A. et al. Tet. Lett. 35, 3521, (1994)

6. Burk, M.J. et al. J. Am. Chem. Soc. 115, 10125, (1993)

7. Burk, M.J. et al. Tet. Asym. 2, 569, (1991)

8. Pichon, M. Figadere, B. Tet. Asym. 7, 927, (1996)

9. Matteson, D.S. Man, H.-W. J. Org. Chem. 59, 5734, (1994)

10. Ho, O.C. et al. Organometallics 14, 2855, (1995)

Fieser

Fieser 12,375 / Fieser 13,237 / Fieser 15,251

reference

Aldrich MSDS 1, 1435:D / Corp MSDS 1 (2), 2712:A / FT-IR 2 (1), 192:A / FT-IR 1 (1), 132:D / FT-NMR 1 (1), 200:B / NMR-Reference 2 (1), 125:D / RegBook 1 (1), 141:M / Sigma FT-IR 1 (1), 1350:A / Structure Index 1, 17:C:3 / Vapor Phase 3, 194:B

Safety

Safety Statements

22-24/25

WGK Germany

Flash Point(F)

214 °F

Flash Point(C)

101 °C

3-10