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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:
93-03-8
Molecular Weight:
168.19
Beilstein:
639388
EC Number:
202-212-0
MDL number:
MFCD00004638
UNSPSC Code:
12352100
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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Self-assembly of dendritic crowns into chiral supramolecular spheres.
Percec V, et al.
Journal of the American Chemical Society, 131(3), 1294-1304 (2008)
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)
Juan Ding et al.
Journal of environmental sciences (China), 20(1), 88-93 (2008-06-25)
The extracellular enzyme secretion and biodegradation of polycyclic aromatic hydrocarbons (PAHs) were studied in agitated and shallow stationary liquid cultures of Phanerochaete chrysosporium. Veratryl alcohol and Tween80 were added to cultures as lignin peroxidase (LiP) and manganese peroxidase (MnP) inducer
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