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

A10164 Catechol, 99%

Numéro de CAS
120-80-9
Synonymes
1,2-Dihydroxybenzene
Pyrocatechol

Conditionnement Prix ($) Quantité Disponibilité
250g 20,30
1000g 55,20
5000g 249,00
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Catechol, 99%

MDL
MFCD00002188
EINECS
204-427-5

Propriétés chimiques

Formule
C6H6O2
Poids moleculaire
110.11
Point de fusion
104-107°
Point d'ébullition
245-246°
Point d'éclair
127°(260°F)
Densité
1.370
Sensibilité
Air & Light Sensitive
Solubilité
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.

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H301-H311-H315-H318-H341-H351

Toxic if swallowed. Toxic in contact with skin. Causes skin irritation. Causes serious eye damage. Suspected of causing genetic defects. Suspected of causing cancer.

Mentions de prudence: P201-P280-P301+P310a-P305+P351+P338-P405-P501a

Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Merck
14,7999
Beilstein
471401
Classe de danger
6.1
Groupe d'emballage
III
Code tarifaire harmonisé
2907.29
TSCA
Yes
RTECS
UX1050000

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