P-Benzoquinone

CAS Number: 106-51-4

Synonyms: 1,4-Benzoquinone

Other English Names: p-Quinone, Quinone

Molecular Formula: C6H4O2

Physical and Chemical Properties: Golden-yellow prismatic crystals with an irritating odor. Exhibits a strong tendency to revert to a benzene ring structure, possesses strong oxidizing properties, and is soluble in hot water, ethanol, ether, and alkaline solutions. Acute Toxicity (LD50): 130 mg/kg (oral, rats).

Melting Point (°C): 115.7

HS Code: 2914690090

UN Number for Dangerous Goods: 61822

 

Applications

1. Used for the determination and titration of toxic alkaloids, pyridine, nitrogen heterocycles, tryptophan, and hydroquinone. Also employed in carbohydrate measurements. Functions as a dehydrogenating and reducing agent. Also utilized in dye production.

2. Acts as a polymerization inhibitor, employed in the production of hydroquinone and dye intermediates, rubber antioxidants, initiators for acrylonitrile and butyl acrylate polymerization, and titanium isopropoxide agents, among others.

3. Functions as an individual polymerization inhibitor for butadiene, vinyl acetate, methyl methacrylate, and unsaturated fatty acid resins. Its inhibiting properties and heat resistance surpass those of hydroquinone. Additionally, it serves as an initiator for acrylonitrile and butadiene copolymerization. Also used as an antioxidant in natural rubber, styrene-butadiene rubber, food, and other organic compounds. Employed in leather production, photographic development agents, dye manufacturing, pharmaceuticals, and cosmetics ingredients.

4. Commonly used as an oxidizing agent in air oxidation experiments or dehydrogenation experiments because it can be easily reduced to hydroquinone by other compounds, exhibiting specific air oxidation properties. Its oxidation potential allows 1,4-benzoquinone to selectively air-oxidize primary allylic alcohols in the presence of various alcohol compounds, such as selectively converting cinnamyl alcohol to cinnamaldehyde in the presence of secondary pure benzyl alcohol. Additionally, using 1,4-benzoquinone as a dehydrogenation reagent and hydrated zirconium oxide as a metal catalyst can achieve the oxidation of primary alcohols.

5. Used as a dye intermediate and for carbohydrate analysis in analytical chemistry.

 

Product parameters

Item	Specification
Appearance	Yellow crystal
Content(%)	≥99.0
Melting point(℃)	112-116
Residue after ignition(%)	≤0.05
Iron(mg/kg)	≤30.0
Water(%)	≤0.5

Packaging: 25 kilograms, cardboard drum, double-layer polyethylene plastic liner.

Storage: Store in a cool, well-ventilated warehouse. Keep away from open flames and heat sources.

 

Introduction

Quinone is a type of ketone with the chemical formula C6H4O2. There are two isomers: ortho-quinone (1,2-benzoquinone) and para-quinone (1,4-benzoquinone). Para-quinone is the more crucial one, and when referring to benzoquinone in general, it usually means para-quinone. Para-quinone is orange-yellow prismatic crystals with a melting point of 115-117°C and a relative density of 1.318 grams per cubic centimeter (20°C). It is volatile with steam and is soluble in water, alcohol, and medical ether. Ortho-quinone is a bright red blocky or prismatic crystal that dissolves at 60-70°C. It is soluble in medical ether, toluene, and benzene.

 

Chemical Reactions

Para-quinone, a non-aromatic six-membered ring, exhibits various reactivities. It displays ketone-like properties (can form oximes), oxidative properties (with hydrogenation resulting in hydroquinone), and olefinic characteristics (undergoing addition reactions, especially typical reactions of α, and β-unsaturated ketones). Para-quinone is unstable in the presence of strong inorganic acids or strong bases, leading to condensation and decomposition reactions.

 

Category: Toxic Substance

Toxicity Classification: Highly Toxic

Acute Toxicity: Oral - Rat LD50: 130 milligrams/kilogram; Oral - Mouse LD50: 100 milligrams/kilogram

Flammable Hazard Characteristics: Flammable with open flame; decomposes when heated; burning releases irritating smoke

Storage and Transportation Characteristics: Store in a well-ventilated, cool, and dry warehouse; keep separated from oxidizers and food additives

Extinguishing Agents: Carbon dioxide, foam, sand, mist water

Occupational Standards: TWA (Time-Weighted Average) 0.4 milligrams/cubic meter; STEL (Short-Term Exposure Limit) 1.5 milligrams/cubic meter

 

Safety Information

Hazardous Materials Label	T, N, Xn, F
Hazard Class Code	23/25-36/37/38-50-20/21/22-11
Safety Instructions	26-28-45-61-28A-23-16
Dangerous Goods Transport Number	UN 2587 6.1/PG 2
WGK (German Water Hazard Classification)	3
RTECS Number	DK2625000
Flammable	8
Autoignition Temperature	815 °F
TSCA (Toxic Substances Control Act)	Yes
Customs Code	2914 69 80
Hazard Level	6.1
Packaging Category	II
Hazardous Substance Data	106-51-4(Hazardous Substances Data)
Toxicity	LD50 orally in rats: 130 mg/kg (Woodard)
Immediately Threatening Life and Health Concentration	100 mg/m3

 

 

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