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

A10164 Catechol, 99%

Codice CAS
120-80-9
Sinonimi
1,2-Dihydroxybenzene
Pyrocatechol

Dimensioni Prezzo ($) Quantità Disponibilità
250g 20,34
1000g 54,38
5000g 245,14
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Catechol, 99%

MDL
MFCD00002188
EINECS
204-427-5

Proprietà chimiche

Formula
C6H6O2
Peso formula
110.11
Punto di fusione
104-107°
Punto di ebollizione
245-246°
Punto di infiammabilità
127°(260°F)
Densità
1.370
Sensibilità
Air & Light Sensitive
Solubilità
Soluble in water, pyridine, chloroform, benzene, carbon tetrachloride, ether and acetate.

Applicazioni

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.

Note

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

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (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.

Dichiarazioni precauzionali: P201-P280-P281-P301+P310-P305+P351+P338-P361-P310-P362-P405-P501a

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

Altri riferimenti

Merck
14,7999
Beilstein
471401
Classe di rischio
6.1
Gruppo di imballaggio
III
Codice tariffe armonizzato
2907.29
TSCA
Yes
RTECS
UX1050000

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