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135011

Sigma-Aldrich

1,2-Dihydroxybenzene

ReagentPlus®, ≥99%

Synonym(s):

Pyrocatechol, 1,2-Benzenediol, 1,2-Dihydroxybenzene, 2-Hydroxyphenol, Catechol

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About This Item

Linear Formula:
C6H4-1,2-(OH)2
CAS Number:
120-80-9
Molecular Weight:
110.11
Beilstein:
471401
EC Number:
204-427-5
MDL number:
MFCD00002188
UNSPSC Code:
12352100
PubChem Substance ID:
24848193
NACRES:
NA.21

vapor density

3.8 (vs air)

Quality Level

200

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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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 Merck KGaA, Darmstadt, Germany

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCW5183
MKCV0899
MKCT4053
MKCV1554
MKCS2724

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Carbon nanoparticle-chitosan composite electrode with anion, cation, and neutral binding sites: Dihydroxybenzene selectivity.
Amiri M, et al.
Sensors and Actuators B, Chemical, 162(1), 194-200 (2012)
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)
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)
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)
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
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