Catechol, 99%, Thermo Scientific Chemicals
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Catechol, 99%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Catechol, 99%, Thermo Scientific Chemicals

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Catalog number A10164.0B
also known as A10164-0B
Price (USD)/ Each
76.65
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84.70 
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Quantity:
1000 g
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Price (USD)/ Each
76.65
Online exclusive
84.70 
Save 8.05 (10%)
Add to cart
Catechol, 99%, Thermo Scientific Chemicals
Catalog numberA10164.0B
Price (USD)/ Each
76.65
Online exclusive
84.70 
Save 8.05 (10%)
-
Add to cart
Chemical Identifiers
CAS120-80-9
IUPAC Namebenzene-1,2-diol
Molecular FormulaC6H6O2
InChI KeyYCIMNLLNPGFGHC-UHFFFAOYSA-N
SMILESOC1=CC=CC=C1O
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to cream to grey-brown to brown
CommentMay darken on storage
Melting Point (clear melt)103-108?C
FormCrystalline powder or flakes
Identification (FTIR)Conforms
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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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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.

Solubility
Soluble in water, pyridine, chloroform, benzene, carbon tetrachloride, ether and acetate.

Notes
Air and light sensitive. Incompatible with oxidizing agents, aluminum, bases, acid chlorides and acid anhydrides.
WARNING: Cancer – www.P65Warnings.ca.gov
RUO – Research Use Only

General References:

  1. 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).
  2. In the presence of catechol, carboxylic acids are reduced to alcohols by NaBH4: Tetrahedron, 48, 371 (1992).
  3. For an example of the use of catechol in the synthesis of crown ethers, see: Org. Synth. Coll., 6, 395 (1988).
  4. 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.
  5. 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.