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135011

Sigma-Aldrich

1,2-Dihydroxybenzene

ReagentPlus®, ≥99%

Synonym(s):
Pyrocatechol, 1,2-Benzenediol, 1,2-Dihydroxybenzene, 2-Hydroxyphenol, Catechol
Linear Formula:
C6H4-1,2-(OH)2
CAS Number:
Molecular Weight:
110.11
Beilstein:
471401
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

vapor density

3.8 (vs air)

Quality Level

vapor pressure

1 mmHg ( 75 °C)
10 mmHg ( 118.3 °C)

product line

ReagentPlus®

Assay

≥99%

form

solid

bp

245 °C (lit.)

mp

100-103 °C (lit.)

SMILES string

Oc1ccccc1O

InChI

1S/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H

InChI key

YCIMNLLNPGFGHC-UHFFFAOYSA-N

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1 of 4

This Item
430749PHL82372C9510
1,2-Dihydroxybenzene ReagentPlus®, ≥99%

Sigma-Aldrich

135011

1,2-Dihydroxybenzene

Pyrocatechol purified by sublimation, ≥99.5%

Sigma-Aldrich

430749

Pyrocatechol

Catechol phyproof® Reference Substance

PHL82372

Catechol

Pyrocatechol ≥99%

Sigma-Aldrich

C9510

Pyrocatechol

form

solid

form

-

form

flakes

form

powder

bp

245 °C (lit.)

bp

245 °C (lit.)

bp

245 °C (lit.)

bp

245 °C (lit.)

mp

100-103 °C (lit.)

mp

100-103 °C (lit.)

mp

100-103 °C (lit.)

mp

100-103 °C (lit.)

Quality Level

200

Quality Level

100

Quality Level

-

Quality Level

200

vapor density

3.8 (vs air)

vapor density

3.8 (vs air)

vapor density

3.8 (vs air)

vapor density

3.8 (vs air)

General description

1,2-Dihydroxybenzene (a phenolic compound) is a useful industrial chemical. It is an ortho isomeric form of dihydroxybenzene. It is commonly referred to as catechol or pyrocatechol. Its standard molar enthalpy of combustion and sublimation at 298.15K have been evaluated by static-bomb calorimetry and microcalorimetry, respectively.

Application

1,2-Dihydroxybenzene may be used as raw material for the industrial synthesis of rubber, dyes, plastics, pharmaceuticals and cosmetics.
1,2-Dihydroxybenzene in combination with amberlite XAD-2, can be used as a chelating resin in the determination of metal ions, using atomic absorption spectrophotometry (AAS).

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Carc. 1B - Eye Dam. 1 - Muta. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

260.6 °F - closed cup

Flash Point(C)

127 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis, characterization and applications of pyrocatechol modified amberlite XAD-2 resin for preconcentration and determination of metal ions in water samples by flame atomic absorption spectrometry (FAAS)
Tewari KP and Singh KA
Talanta, 53(4), 823- 833 (2001)
Andrew A Horwitz et al.
Cell systems, 1(1), 88-96 (2016-05-03)
CRISPR-Cas genome engineering in yeast has relied on preparation of complex expression plasmids for multiplexed gene knockouts and point mutations. Here we show that co-transformation of a single linearized plasmid with multiple PCR-generated guide RNA (gRNA) and donor DNA cassettes
Catechol suppresses EGF-induced cell transformation by inhibiting ERK2 activity as confirmed by a crystallographic study.
Malakhova M, et al.
Cancer Research, 73(8), 2234-2234 (2013)
Thiago C Canevari et al.
The Analyst, 138(1), 315-324 (2012-11-17)
This paper describes the development, characterization and application of an Nb(2)O(5) film formed on the surface of a carbon ceramic material, SiO(2)/C, obtained by a sol-gel method, using the spin-coating technique. The working electrode using this material will be designated
Enthalpies of combustion of 1, 2-dihydroxybenzene and of six alkylsubstituted 1, 2-dihydroxybenzenes.
Da Silva MDMCR, et al.
The Journal of Chemical Thermodynamics, 16(12), 1149-1155 (1984)

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