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1,4-Benzoquinone

1,4-Benzoquinone
1,4-Benzoquinone structure
CAS No.
106-51-4
Chemical Name:
1,4-Benzoquinone
Synonyms
pbq2;Chinon;QUINONE;CHINONE;p-Chinon;NSC 36324;stearapbq;usafp-220;P-QUINONE;NCI-C55845
CBNumber:
CB9351491
Molecular Formula:
C6H4O2
Formula Weight:
108.09
MOL File:
106-51-4.mol

1,4-Benzoquinone Properties

Melting point:
113-115 °C(lit.)
Boiling point:
293°C
Density 
1.31
vapor density 
3.73 (vs air)
vapor pressure 
0.1 mm Hg ( 25 °C)
refractive index 
n20/D 1.453
Flash point:
38°C
storage temp. 
2-8°C
solubility 
10g/l
form 
Powder
color 
Yellow to green
PH
4 (1g/l, H2O, 20℃)
Water Solubility 
10 g/L (25 ºC)
Merck 
14,8074
BRN 
773967
Exposure limits
TLV-TWA 0.4 mg/m3 (0.1 ppm); STEL 1.2 mg/m3 (0.3 ppm) (ACGIH); IDLH 75 ppm (NIOSH).
Stability:
Stable, but light sensitive. Incompatible with strong oxidizing agents. Flammable.
InChIKey
AZQWKYJCGOJGHM-UHFFFAOYSA-N
CAS DataBase Reference
106-51-4(CAS DataBase Reference)
NIST Chemistry Reference
p-Benzoquinone(106-51-4)
EPA Substance Registry System
2,5-Cyclohexadiene- 1,4-dione(106-51-4)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
  • NFPA
Hazard Codes  T,N,Xn,F
Risk Statements  23/25-36/37/38-50-20/21/22-11
Safety Statements  26-28-45-61-28A-23-16
RIDADR  UN 2587 6.1/PG 2
WGK Germany  3
RTECS  DK2625000
8
Autoignition Temperature 815 °F
TSCA  Yes
HS Code  2914 69 80
HazardClass  6.1
PackingGroup  II
Hazardous Substances Data 106-51-4(Hazardous Substances Data)
Toxicity LD50 orally in rats: 130 mg/kg (Woodard)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H301 Toxic if swalloed Acute toxicity,oral Category 3 Danger P264, P270, P301+P310, P321, P330,P405, P501
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H331 Toxic if inhaled Acute toxicity,inhalation Category 3 Danger P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning
H371 May cause damage to organs Specific target organ toxicity, single exposure Category 2 Warning P260, P264, P270, P309+P311, P405,P501
H400 Very toxic to aquatic life Hazardous to the aquatic environment, acute hazard Category 1 Warning P273, P391, P501
H410 Very toxic to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 1 Warning P273, P391, P501
Precautionary statements:
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P271 Use only outdoors or in a well-ventilated area.
P273 Avoid release to the environment.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P391 Collect spillage. Hazardous to the aquatic environment
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405 Store locked up.
P403+P233 Store in a well-ventilated place. Keep container tightly closed.
P501 Dispose of contents/container to..…

NFPA 704

Diamond Hazard Value Description
2
3 0
Health   3 Short exposure could cause serious temporary or moderate residual injury (e.g. liquid hydrogen, sulfuric acid, calcium hypochlorite, hexafluorosilicic acid)
Flammability   2 Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur and multiple finely divided suspended solids that do not require heating before ignition can occur. Flash point between 37.8 and 93.3 °C (100 and 200 °F). (e.g. diesel fuel, sulfur)
Instability   0 Normally stable, even under fire exposure conditions, and is not reactive with water (e.g. helium,N2)
Special  

(NFPA, 2010)

1,4-Benzoquinone price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 12309 p-Benzoquinone for spectrophotometric det. of amines, ≥99.5% (HPLC) 106-51-4 25g $80.3 2018-11-13 Buy
Sigma-Aldrich 1056504 1,4-Benzoquinone United States Pharmacopeia (USP) Reference Standard 106-51-4 200mg $356 2018-11-13 Buy
TCI Chemical B0089 1,4-Benzoquinone >98.0%(T) 106-51-4 25g $21 2018-11-22 Buy
TCI Chemical B0089 1,4-Benzoquinone >98.0%(T) 106-51-4 100g $64 2018-11-22 Buy
Alfa Aesar A13162 p-Benzoquinone, 98+% 106-51-4 100g $23.6 2018-11-13 Buy

1,4-Benzoquinone Chemical Properties,Uses,Production

Description

Quinone (p-benzoquinone) exists as a large yellow, monoclinic prism with an irritating odour resembling that of chlorine. Quinone is extensively used as a chemical intermediate, a polymerisation inhibitor, an oxidising agent, a photographic chemical, a tanning agent, and a chemical reagent. Quinone (p-benzoquinone) was first produced commercially in 1919 and has since been manufactured in several European countries. Its major use is in hydroquinone production, but it is also used as a polymerisation inhibitor and as an intermediate in the production of a variety of substances, including rubber accelerators and oxidising agents. It is used in the dye, textile, chemical, tanning, and cosmetic industries. In chemical synthesis for hydroquinone and other chemicals, quinone is used as an intermediate. It is also used in the manufacturing industries and chemical laboratory associated with protein fibre, photographic film, hydrogen peroxide, and gelatin making. Occupational exposure to quinone may occur in the dye, textile, chemical, tanning, and cosmetic industries. Inhalation exposure to quinone may occur from tobacco smoke.

Chemical Properties

gold powder

Chemical Properties

Quinone is a yellow, crystalline material or large yellow, monoclinic prisms. Pungent, irritating odor.

Uses

1,4-Benzoquinone is used in the manufactureof dyes, fungicide, and hydroquinone; fortanning hides; as an oxidizing agent; and inphotography.

Definition

A yellow crystalline organic compound with a pungent odor. Its molecules contain a non-aromatic six-carbon ring and it behaves as an unsaturated diketone with conjugated double bonds. It is used in making dyestuffs. A platinum electrode in an equimolar solution of quinone and hydroquinone (benzene-1,4-diol, C6H4(OH)2) is used as a standard electrode in electrochemistry. The reaction is:
C6H4(OH)2 ? C6H4O2 + 2H+ + 2e
This type of electrode is called a quinhydrone electrode.

Definition

ChEBI: The simplest member of the class of 1,4-benzoquinones, obtained by the formal oxidation of hydroquinone to the corresponding diketone. It is a metabolite of benzene.

Uses

Oxidizing agent; in photography; manufacture of dyes; manufacture of hydroquinone; tanning hides; making gelatin insoluble; strengthening animal fibers; as reagent.

General Description

A yellowish-colored crystalline solid with a pungent, irritating odor. Poisonous by ingestion or inhalation of vapors. May severely damage skin, eyes and mucous membranes. Used to make dyes and as a photographic chemical.

Air & Water Reactions

Soluble in water and denser than water. If moist 1,4-Benzoquinone may decompose spontaneously above 140°F. This has occurred in drums, causing over-pressurization.

Reactivity Profile

1,4-Benzoquinone acts as an oxidizing agent .

Hazard

Toxic by inhalation, strong irritant to skin, eyes and mucous membranes. Skin damage. Ques- tionable carcinogen.

Health Hazard

Poisonous; may be fatal if inhaled, swallowed or absorbed through the skin. Contact with solid, vapor or solution can cause severe local damage to the skin and mucous membranes. Symptoms include discoloration, severe irritation, erythema, swelling, papules and vesicles. Necrosis may result from long exposure. The eyes may experience irritation, conjunctivitis, photophobia, lacrymation and burning sensations. The cornea may suffer ulceration and scarring. Chronic eye exposure causes gradual brownish discoloration of the conjunctiva and cornea, small corneal opacities and damage in corneal structure which cause loss of visual acuity.

Health Hazard

1,4-Benzoquinone is moderately toxic viaingestion and skin contact. It is a mutagen andmay cause cancer. Because of its low vaporpressure, 0.1 torr (at 25°C 77°F), the healthhazard due to inhalation of its vapor is low.However, prolonged exposure may produceeye irritation, and its contact with the eyes can injure the cornea. Contact with the skincan lead to irritation, ulceration, and necrosis.
The toxicity of benzoquinone is similarto that of hydroquinone and benzenetriol.Repeated intraperitoneal administration of2 mg/kg/day to rats for 6 weeks produced significantdecreases in red blood cell, bone marrowcounts, and hemoglobin content (Raoet al. 1988). In addition, relative changes inorgan weights and injuries to the liver, thymus,kidney, and spleen were observed. Lauet al. (1988) investigated the correlation oftoxicity with increased glutathione substitutionin 1,4-benzoquinone. With the exceptionof the fully substituted isomer, increased substitutionresulted in enhanced nephrotoxicity.Although the conjugates were more stable tooxidation, the toxicity increased. The oral andintravenous toxicities of this compound in ratsare as follow:
LD50 value, oral (rats): 130 mg/kg
LD50 value, intravenous (rats): 25 mg/kg
The carcinogenicity of 1,4-benzoquinone inhumans is not reported. However, it is amutagen. It produced tumors in the lungs andskin of mice.

Fire Hazard

Noncombustible solid; ignition can occur after only moderate heating, autoignition temperature 560°C (1040°F); fire-extinguishing agent: water spray. 1,4-Benzoquinone may react violently with strong oxidizers, especially at elevated temperatures.

Safety Profile

Poison by ingestion, subcutaneous, intraperitoneal, and intravenous routes. Questionable carcinogen with experimental tumorigenic data by skin contact. Human mutation data reported. Quinone has a characteristic, irritating odor. Causes severe damage to the skin and mucous membranes by contact with it in the solid state, in solution, or in the form of condensed vapors. Locally, it causes dlscoloration, severe irritation, erythema, swehng, and the formation of papules and vesicles, whereas prolonged contact may lead to necrosis. When the eyes become involved, it causes dangerous disturbances of vision. The moist material self-heats and decomposes exothermically above 60℃. When heated to decomposition it emits acrid smoke and fumes.

Potential Exposure

Due to this compound’s ability to react with certain nitrogen compounds to form colored sub- stances, quinone is widely used in the dye, textile, chemi- cal, tanning, and cosmetic industries. It is used as an industrial chemical; laboratory reagent; and as an interme- diate in chemical synthesis for hydroquinone and other chemicals.

First aid

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medi- cal attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.

Shipping

UN2587 Benzoquinone, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

Purify p-benzoquinone in one or more of the following ways: steam distillation followed by filtration and drying (e.g. in a desiccator over CaCl2), crystallisation from pet ether (b 80-100o), *benzene (with, then without, charcoal), water or 95% EtOH, sublimation under vacuum (e.g. from room temperature to liquid N2). It slowly decomposes and should be stored, refrigerated, in an evacuated or sealed glass vessel in the dark. It should be resublimed before use. [Wolfenden et al. J Am Chem Soc 109 463 1987, Beilstein 7 IV 2065.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explo- sions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, some combustible substances; reducing agents. Decomposes exothermically on warming above 60 ? C, when moist, producing carbon monoxide.

Waste Disposal

Controlled incineration (982℃, 2.0 seconds minimum).

1,4-Benzoquinone Preparation Products And Raw materials

Raw materials

Preparation Products


1,4-Benzoquinone Suppliers

Global( 296)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Haihang Industry Co.,Ltd
86-531-88032799
+86 531 8582 1093 export@haihangchem.com CHINA 4558 58
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 1664 55
Tianjin Zhongxin Chemtech Co., Ltd.
022-89880739
022-66880086 sales@tjzxchem.com CHINA 559 58
Capot Chemical Co.,Ltd.
+86 (0)571-855 867 18
+86 (0)571-858 647 95 sales@capotchem.com China 19953 60
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 22043 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20786 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32651 55
Hangzhou FandaChem Co.,Ltd.
0086 158 5814 5714 (Mobile; WhatsApp; Telegram)
+86-571-56059825 fandachem@gmail.com CHINA 2464 55
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 24118 58
Hubei Jusheng Technology Co.,Ltd.
86-188-71490254
peter@hubeijusheng.com CHINA 20229 58

View Lastest Price from 1,4-Benzoquinone manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-08-16 1,4-Benzoquinone
106-51-4
US $11.00 / KG 1KG 99% 1000KG career henan chemical co
2018-07-23 1,4-Benzoquinone
106-51-4
US $14.90 / KG 1KG 99% 1TON career henan chemical co

1,4-Benzoquinone Spectrum


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