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D133000

Sigma-Aldrich

3,4-Dimethoxybenzyl alcohol

96%

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Synonym(s):
(3,4-Dimethoxyphenyl)methanol, Veratryl alcohol
Linear Formula:
(CH3O)2C6H3CH2OH
CAS Number:
93-03-8
Molecular Weight:
168.19
Beilstein:
639388
EC Number:
202-212-0
MDL number:
MFCD00004638
PubChem Substance ID:
24893258
NACRES:
NA.22

Quality Level

100

Assay

96%

form

liquid

refractive index

n20/D 1.552 (lit.)

bp

296-297 °C/732 mmHg (lit.)

density

1.157 g/mL at 25 °C (lit.)

SMILES string

COc1ccc(CO)cc1OC

InChI

1S/C9H12O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-5,10H,6H2,1-2H3

InChI key

OEGPRYNGFWGMMV-UHFFFAOYSA-N

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Application

3,4-Dimethoxybenzyl alcohol is widely used in the synthesis of various cyclotriveratrylenes (CTVs), which are cyclic molecular hosts with a cavity to accommodate guest molecules. It can also be used as a precursor in the total synthesis of salvianolic acid N.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Improved synthesis of functional CTVs and cryptophanes using Sc (OTf) 3 as catalyst.
Brotin T, et al.
The Journal of Organic Chemistry, 70(16), 6187-6195 (2005)
Recent advances in the chemistry of cyclotriveratrylene.
Hardie M J
Chemical Society Reviews, 39(2), 516-527 (2010)
Formal total synthesis of salvianolic acid N.
Wu K, et al.
Organic & Biomolecular Chemistry (2018)
Self-assembly of dendritic crowns into chiral supramolecular spheres.
Percec V, et al.
Journal of the American Chemical Society, 131(3), 1294-1304 (2008)
Liang Mao et al.
Environmental science & technology, 43(2), 374-379 (2009-02-26)
Our experiments revealed that a few natural and synthetic estrogens can be effectively transformed through reactions that are mediated by lignin peroxidase (LiP), an extracellular enzyme that is produced by a white rot fungus Phanerochaete chrysosporium and is widely present
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