5-NITROGUAIACOL

PRODUCT IDENTIFICATION

CAS NO. 636-93-1

5-NITROGUAIACOL

EINECS NO. 211-269-0
FORMULA CH3OC6H3(NO2)OH
MOL WT. 169.14
H.S. CODE  
TOXICITY

 

SYNONYMS 2-Methoxy-5-nitrophenol; 2-Metoxi-5-nitrofenol; 2-Méthoxy-5-nitrophénol;
SMILES
 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white to off-white solid
MELTING POINT 103 - 107 C
BOILING POINT  
SPECIFIC GRAVITY

 

SOLUBILITY IN WATER

 

pH  
VAPOR DENSITY  

AUTOIGNITION

 

NFPA RATINGS

 

REFRACTIVE INDEX

 
FLASH POINT  
STABILITY Stable under ordinary conditions.

APPLICATIONS

There are three isomeric compounds of dihydroxybenzene molecule structure, which all have traditional names respectively. The ortho (1,2) isomer is called catechol (Also known as catechin; pyrocatechol; pyrocatechuic acid), which forms clear crystals used as a photographic developer in solution and as a starting material to produce synthetic catecholamines which have important physiological effects as neurotransmitters and hormonesany (such as epinephrine,  adrenaline, norepinephrine, and dopamine). The meta (1,3) isomer is resorcinol (also known as resorcin), which forms clear needle crystals used in the production of diazo dyes and plasticizers. It is produced by sulfonating benzene with fuming sulfuric acid and fusing the resulting benzenedisulfonic acid with caustic soda. Resorcinol is used in resins as an UV absorber. It is used in manufacturing fluorescent and leather dyes and adhesives. Reaction with formaldehyde produces resins (resorcinol formaldehyde resins) used to make rayon and nylon. It is used as a pharmaceutical to treat acne and other greasy skin conditions in combination with other acne treatments such as sulfur. It is used as an anti-dandruff agent in shampoo and sunscreen cosmetics. It is also used as a chemical intermediate to synthesis pharmaceuticals and other organic compounds. The para (1,4) isomer is hydroquinone (also known as quinol), which forms clear prisms used as a photographic reducer and developer (except in color film). It is formed in large quantities by chemical reduction of benzoquinone. This compound is a general-purpose inhibitor, stabilizer, antioxidant, and intermediate. One of the major uses of hydroquinone is as an intermediate to make other inhibitors, stabilizers, antioxidants, agricultural chemicals, and dyes. Resorcinol and its derivatives are used in resins as UV absorbers. They are used in manufacturing fluorescent and leather dyes and adhesives (resorcinol formaldehyde resins). They are used as pharmaceuticals to treat acne and other greasy skin conditions in combination with other acne treatments such as sulfur. They are used as an anti-dandruff agent in shampoo and sunscreen cosmetics.

Guaiacol is the methyl ether of pyrocatechol. It is a main constituent of creosote obtained from wood tar (mainly beech) by distillation mostly between 203 and 220 C. It is synthesized from anisole also. The dimethyl ether of pyrocatechol is called veratrol. They and their derivatives are used as an external antiseptic, expectorant, gastric sedative, deodorant, and as a parasiticide. Methoxyphenols are used in manufacturing stabilizers and antioxidants for plastics and rubbers. They are also used in analgesics, local anesthetic, flavorings, biocides, antiseptics. 2-Methoxyphenol is used in manufacturing vanillin and other flavorings.

The prefix nitro- indicates the presence of NO2- radical, while nitrate refers to any salt or ester of nitric acid or the NO3- anion. Nitroso- is the prefix indicating presence of the group -NO and azo- is for -N=N- group. Some range of  organic compounds containing nitrogen include nitro compounds (RNO2 ), nitroso compounds (RNO), amines (R3N ), amino acids, and natural alkaloids or nucleotides. The nitrogen ion in nitro compounds is trigonally planar with 120° angles. There are two resonance bonds so that the two oxygens are equivalent. Nitro compounds are strongly basic due to electron withdrawing both inductively and mesomerically. Historically, they are abundant in dyes and explosives. Nitro compounds, organic hydrocarbons having one or more NO2 groups bonded via nitrogen to the carbon framework, are versatile intermediate in organic synthesis.
  • Michael addition
  • Reduction
  • Henry Reaction (Nitro-aldol reaction)
  • Nef reaction
  • O-Alkylation
  • Cycloaddition
  • Substitution, Elimination, Conversion reaction
  • Alkylation, Acylation, and Halogenation

Mononitrophenols are used as intermediates for the synthesis of a number of organophosphorus pesticides, azo dyes, and some medical products as well as their corresponding amonophenols by reduction. some end products derived from mononitrophenols include dyes and pigments, acetaminophen (from p-aminophenol), carbofuran, phosalon (insecticides form o-nitrophenol), parathion,parathion-methyl, fluorodifen (insecticides form p-nitrophenol), nitrofen, bifenox (herbicides form p-nitrophenol), fungicides, and rubber chemicals. Nitrophenol is used as a pH range indicator (colorless at 5 and yellow at 7). Nitrophenol derivatives are used as intermediates for the synthesis of a number of target products.

SALES SPECIFICATION

APPEARANCE

white to off-white solid
ASSAY

99.0% min

MELTING POINT 103 - 107 C
TRANSPORTATION
PACKING  
HAZARD CLASS  
UN NO.  

OTHER INFORMATION

Hazard Symbols: XI, Risk Phrases: 36/36/38, Safety Phrases: 26-37/39