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120-80-9 - Catechol, 99% - 1,2-Dihydroxybenzene - Pyrocatechol - A10164 - Alfa Aesar

A10164 Catechol, 99%

CAS Number
120-80-9
Synonyms
1,2-Dihydroxybenzene
Pyrocatechol

Size Price ($) Quantity Availability
250g 20.34
1000g 54.38
5000g 245.14
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Catechol, 99%

MDL
MFCD00002188
EINECS
204-427-5

Chemical Properties

Formula
C6H6O2
Formula Weight
110.11
Melting point
104-107°
Boiling Point
245-246°
Flash Point
127°(260°F)
Density
1.370
Sensitivity
Air & Light Sensitive
Solubility
Soluble in water, pyridine, chloroform, benzene, carbon tetrachloride, ether and acetate.

Applications

Catechol is used as a developer for photographic films, dyes and an intermediate for antioxidants in rubber and lubricating oils. It is used in polymerization inhibitors and in pharmaceuticals. It is a building block in organic synthesis and involved in the preparation of flavors and fragrances. It is used as a replacement for sandalwood oil, which is prepared from catechol through guaiacol and camphor. Further, it is a precursor for the preparation of vanillin from guaiacol, which is obtained by methylation reaction with catechol.

Notes

Air and light sensitive. Incompatible with oxidizing agents, aluminum, bases, acid chlorides and acid anhydrides.

Literature References

Ring-opening with O2 in the presence of CuCl, pyridine and methanol gives the monoester of cis,cis-muconic acid: Org. Synth. Coll., 8, 490 (1993).

In the presence of catechol, carboxylic acids are reduced to alcohols by NaBH4: Tetrahedron, 48, 371 (1992).

For an example of the use of catechol in the synthesis of crown ethers, see: Org. Synth. Coll., 6, 395 (1988).

Jastrzebski, R.; van den Berg, E. J.; Weckhuysen, B. M.; Bruijnincx, P. C. A. Sustainable production of dimethyl adipate by non-heme iron(III) catalysed oxidative cleavage of catechol. Catal. Sci. Technol. 2015, 5 (4), 2103-2109.

Zhong, M.; Dai, Y.; Fan, L.; Lu, X.; Kan, X. A novel substitution-sensing for hydroquinone and catechol based on a poly(3-aminophenylboronic acid)/MWCNTs modified electrode. Analyst 2015, 140 (17), 6047-6053.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H312-H315-H319

Harmful if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation.

Precautionary Statements: P280-P305+P351+P338-P362-P301+P312-P312-P363-P321-P322-P332+P313-P501a

Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Take off contaminated clothing and wash before reuse. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Wash contaminated clothing before reuse. Specific treatment (see label). Specific measures (see label). If skin irritation occurs: Get medical advice/attention. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,7999
Beilstein
471401
Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2907.29
TSCA
Yes
RTECS
UX1050000

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