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495298

Sigma-Aldrich

1,8-Naphthalenedimethanol

97%

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About This Item

Linear Formula:
C10H6(CH2OH)2
CAS Number:
Molecular Weight:
188.22
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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assay

97%

mp

153-156 °C (lit.)

functional group

hydroxyl

SMILES string

OCc1cccc2cccc(CO)c12

InChI

1S/C12H12O2/c13-7-10-5-1-3-9-4-2-6-11(8-14)12(9)10/h1-6,13-14H,7-8H2

InChI key

DINZUYYYXDLSJE-UHFFFAOYSA-N

General description

1,8-Naphthalenedimethanol, also known as 1,8-bis(hydroxymethyl)naphthalene, is an aromatic diol. It can be synthesized by the reduction of 1,8-naphthalic anhydride using lithium aluminum hydride.[1] It crystallizes in the monoclinic space group P21/n.[2]

Application

1,8-Naphthalenedimethanol may be used in the synthesis of 1,8-bis-(chloromethyl)-naphthalene[3] and 1,8-dimethylnaphthalene.[4]

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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A Synthesis of Pleiadiene and Acepleiadylene1.
Boekelheide V and Vick GK.
Journal of the American Chemical Society, 78(3), 653-658 (1956)
The Alkaloids of Delphinium Barbeyi H.
Cook WB and Beath OA.
Journal of the American Chemical Society, 74(6), 1411-1415 (1952)
G D Bennett et al.
Acta crystallographica. Section C, Crystal structure communications, 49 ( Pt 1), 64-68 (1993-01-15)
1,8-Naphthalenedimethanol, C12H12O2, M(r) = 188.24, monoclinic, P2(1)/n, a = 8.549(4), b = 4.856(3), c = 22.604(4) A, beta = 94.24(3) degrees, V = 935.8(7) A 3, Z = 4, Dx = 1.34 g cm-3, lambda(Mo K alpha) = 0.71073 A
Mild and Efficient Synthesis of 1,8-Naphthalide and 1,8-Naphthalenedimethanol.
Luo H, et al.
Synthetic Communications, 34(12), 2269-2275 (2004)

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