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Key Documents

D133000

Sigma-Aldrich

3,4-Dimethoxybenzyl alcohol

96%

Synonym(s):

(3,4-Dimethoxyphenyl)methanol, Veratryl alcohol

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About This Item

Linear Formula:
(CH3O)2C6H3CH2OH
CAS Number:
Molecular Weight:
168.19
Beilstein:
639388
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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Self-assembly of dendritic crowns into chiral supramolecular spheres.
Percec V, et al.
Journal of the American Chemical Society, 131(3), 1294-1304 (2008)
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)
Formal total synthesis of salvianolic acid N.
Wu K, et al.
Organic & Biomolecular Chemistry (2018)
Recent advances in the chemistry of cyclotriveratrylene.
Hardie M J
Chemical Society Reviews, 39(2), 516-527 (2010)
Liang Mao et al.
Environmental science & technology, 44(7), 2599-2604 (2010-03-17)
We have demonstrated in our earlier work that a few natural and synthetic estrogens can be effectively transformed through reactions mediated by lignin peroxidase (LiP). The behaviors of such reactions are variously influenced by the presence of natural organic matter

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