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Merck
CN

187879

2,5-Dimethoxybenzyl alcohol

99%

Synonym(s):

(2,5-Dimethoxyphenyl)methanol, 1-(Hydroxymethyl)-2,5-dimethoxybenzene, 2,5-Dimethoxybenzenemethanol

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About This Item

Linear Formula:
(CH3O)2C6H3CH2OH
CAS Number:
33524-31-1
Molecular Weight:
168.19
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851289
EC Number:
251-562-0
Beilstein/REAXYS Number:
1947607
MDL number:
MFCD00004615

Key Documents

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Product Name

2,5-Dimethoxybenzyl alcohol, 99%

InChI key

WGQMUABRZGUAOS-UHFFFAOYSA-N

InChI

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

SMILES string

COc1ccc(OC)c(CO)c1

assay

99%

refractive index

n20/D 1.547 (lit.)

bp

122-125 °C/1 mmHg (lit.)

density

1.173 g/mL at 25 °C (lit.)

functional group

hydroxyl

Quality Level

100

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Application

2,5-Dimethoxybenzyl alcohol was used as starting reagent in the synthesis of [(S)S]-3,6-dimethoxy-2-(p-tolylsulfinyl)-benzaldehyde. It was used in the synthesis of daunornycinone. It was also used in the preparation of pillar[n]arenes (n = 5 or 6) via cyclooligomerization reaction with an appropriate Lewis acid catalyst.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000127706
0000071159
0000068459
SHBK2483
SHBB7914V

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Diastereodivergent additions of aluminum and magnesium reagents to [(S)S]-3, 6-dimethoxy-2-(p-tolylsulfinyl)-benzaldehyde.
Almori'n A, et al.
Tetrahedron Letters, 44(30), 5597-5600 (2003)
An exceptional 5-endo-trig reversal; a convergent synthesis of daunomycinone.
Keay BA and Rodrigo R.
Canadian Journal of Chemistry, 61(3), 637-639 (1983)
Preparation of Pillar [n] arenes by Cyclooligomerization of 2, 5-Dialkoxybenzyl Alcohols or 2, 5-Dialkoxybenzyl Bromides.
Ma Y, et al.
European Journal of Organic Chemistry, 2011(27), 5331-5335 (2011)

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