187879

Sigma-Aldrich

2,5-Dimethoxybenzyl alcohol

99%

Linear Formula:
(CH3O)2C6H3CH2OH
CAS Number:
Molecular Weight:
168.19
Beilstein/REAXYS Number:
1947607
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.)

SMILES string

COc1ccc(OC)c(CO)c1

InChI

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

InChI key

WGQMUABRZGUAOS-UHFFFAOYSA-N

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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.

Packaging

10 g in glass bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

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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