1,3-cyclopentanediol Chemical Properties

Melting point:

40 °C(lit.)

Boiling point:

80-85 °C0.1 mm Hg(lit.)

Density 

1.094 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.484(lit.)

Flash point:

>230 °F

storage temp. 

0-6°C

form 

Liquid After Melting

pka

14.65±0.40(Predicted)

color 

Clear colorless to slightly yellow

InChI

InChI=1S/C5H10O2/c6-4-1-2-5(7)3-4/h4-7H,1-3H2

InChIKey

NUUPJBRGQCEZSI-UHFFFAOYSA-N

SMILES

C1(O)CCC(O)C1

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29061990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

1,3-cyclopentanediol Usage And Synthesis

Chemical Properties

clear colorless to slightly yellow liquid

Uses

1,3-Cyclopentanediol was used in the synthesis of 1,3-cyclopentanediol bis(4-methylbenzenesulfonate) and β-hydroxy-substituted cyclic carbonyl compounds. It was also used in direct enantiomer resolution of diols without derivatization on a chiral polysiloxane by capillary gas chromatography.

References

[1] LI G, LI N, ZHENG M, et al. Industrially scalable and cost-effective synthesis of 1,3-cyclopentanediol with furfuryl alcohol from lignocellulose?[J]. Green Chemistry, 2016, 12: 3607-3613. DOI:10.1039/C6GC00341A.
[2] KOUJI. NAKAMURA. Direct resolution of enantiomeric diols by capillary gas chromatography on a chiral polysiloxane derived from (R,R)-tartramide[J]. Analytical Chemistry, 1990, 62 5: 539-541. DOI:10.1021/ac00204a022.
[3] ANNE PAJU . Direct asymmetric α-hydroxylation of 2-hydroxymethyl ketones[J]. Tetrahedron, 2002, 58 36: Pages 7321-7326. DOI:10.1016/S0040-4020(02)00760-3.
[4] NOORDZIJ G J, DIETZ C H J T, LEONé N, et al. Small-scale screening of novel biobased monomers: the curious case of 1,3-cyclopentanediol?[J]. RSC Advances, 2018, 70: 39818-39828. DOI:10.1039/C8RA08811J.
[5] R. HENLY . The influence of protecting groups on lipase catalyzed transesterifications: Enzymatic resolution of racemic cis-1,3-cyclopentanediol derivatives[J]. Tetrahedron Letters, 1993, 34 18: Pages 2923-2926. DOI:10.1016/S0040-4039(00)60482-3.

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