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137995

Sigma-Aldrich

1,2,3-Trimethoxybenzene

98%

Synonym(s):

Pyrogallol trimethyl ether

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About This Item

Linear Formula:
C6H3(OCH3)3
CAS Number:
Molecular Weight:
168.19
Beilstein:
1910422
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

chunks

bp

241 °C (lit.)

mp

43-47 °C (lit.)

density

1.112 g/mL at 25 °C (lit.)

SMILES string

COc1cccc(OC)c1OC

InChI

1S/C9H12O3/c1-10-7-5-4-6-8(11-2)9(7)12-3/h4-6H,1-3H3

InChI key

CRUILBNAQILVHZ-UHFFFAOYSA-N

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General description

1,2,3-Trimethoxybenzene on condensation with 2,4-diamino-5-(hydroxymethyl)pyrimidine yields 2,4-diamino-5-(2,3,4-trimethoxybenzyl)pyrimidine.

Application

1,2,3-Trimethoxybenzene was used to study the effect of solvent on photoinduced electron-transfer reactions.

Storage Class Code

11 - Combustible Solids

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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Romelo Gibe et al.
Chemical communications (Cambridge, England), (14)(14), 1550-1551 (2002-08-23)
Nicholas reactions of the p-phenyl linked bis(propargyl acetate) complex (3a) with electron rich arenes give cyclophanetetrayne complexes (5). The use of bis(propargyl ether) complex (8) with (3a) allows formation of a mixed cyclophanetetrayne complex (9), and in addition gives retro-Nicholas/intramolecular
Zhangjie Shi et al.
Journal of the American Chemical Society, 126(19), 5964-5965 (2004-05-13)
A gold-catalyzed cyclialkylation of electron-rich arenes with tethered epoxides afforded 3-chromanols stereospecifically.
A Stuart et al.
Journal of medicinal chemistry, 26(5), 667-673 (1983-05-01)
A new route to 2,4-diamino-5-(4-hydroxybenzyl)pyrimidines has been developed that involves the condensation of 2,4-diamino-5-(hydroxymethyl)pyrimidine with phenols in acidic medium. The use of phenol and its 2,6-dialkyl derivatives produces 5-(4-hydroxybenzyl)pyrimidines exclusively. However, 2,6-dimethoxyphenol produces a mixture of 5-(3-hydroxy-2,4-dimethoxybenzyl)- and 5-(4-hydroxy-3,5-dimethoxybenzyl)pyrimidines. The
Solvent effects on photoinduced electron-transfer reactions.
Niwa T, et al.
The Journal of Physical Chemistry, 97(46), 11960-11964 (1993)
Ramjee Kandel et al.
Dalton transactions (Cambridge, England : 2003), 48(33), 12512-12521 (2019-08-01)
Phosphaamidine metal complexes Rh2Cl2[Ph2PC(Ph)[double bond, length as m-dash]NPh]2μ-CO (1), RuCl2[Ph2PC(Ph)[double bond, length as m-dash]N(Ph)]2 (2), [Rh{iPr2PC(Ph)[double bond, length as m-dash]NiPr}(COD)]BF4 (3), and RuCl2[iPr2PC(Ph)[double bond, length as m-dash]NiPr](DMSO)2 (4) are prepared by combining phosphaamidines Ph2P-C(Ph)[double bond, length as m-dash]NPh and iPr2P-C(Ph)[double

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