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Key Documents

243175

Sigma-Aldrich

(R,R)-(−)-2,4-Pentanediol

99%

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About This Item

Linear Formula:
CH3CH(OH)CH2CH(OH)CH3
CAS Number:
Molecular Weight:
104.15
Beilstein:
4290613
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

optical activity

[α]21/D −40.4°, c = 10 in chloroform

optical purity

ee: 97% (GLC)

bp

111-113 °C/19 mmHg (lit.)

mp

48-50 °C (lit.)

SMILES string

C[C@@H](O)C[C@@H](C)O

InChI

1S/C5H12O2/c1-4(6)3-5(2)7/h4-7H,3H2,1-2H3/t4-,5-/m1/s1

InChI key

GTCCGKPBSJZVRZ-RFZPGFLSSA-N

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Application

Acetalization reagent for ketones and β-keto esters. Used in the synthesis of optically active polyesters. C2 symmetric chiral diol with versatile applications as a chiral auxiliary, building block, and chiral ligand.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The Journal of Organic Chemistry, 57, 5438-5438 (1992)
Tetrahedron Letters, 33, 247-247 (1992)
Polymer Journal, 25, 741-741 (1993)
Burk, M.J. et al.
Tetrahedron Asymmetry, 2, 569-569 (1991)
Stolle, A. et al.
Tetrahedron Letters, 35, 3521-3521 (1994)

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