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o-Xylene

Xylene Precision Distillation for separation of O-xylene and p-xylene Chemical properties Uses Production method Category Toxicity grading Acute toxicity EXPLOSIVES and HAZARDOUS CHARACTERISTICS Flammability and Hazardous characteristics Storage and transportation characteristics Fire extinguishing agent Occupational Standard
o-Xylene
o-Xylene structure
CAS No.
95-47-6
Chemical Name:
o-Xylene
Synonyms
YLENE;XYLOL;o-Xylol;XYLENES;2-xylene;O-XYLENE;o-Xylenes;ai3-08197;0-Xylene ;3,4-Xylene
CBNumber:
CB1854693
Molecular Formula:
C8H10
Formula Weight:
106.17
MOL File:
95-47-6.mol

o-Xylene Properties

Melting point:
-26--23 °C(lit.)
Boiling point:
143-145 °C(lit.)
Density 
0.879 g/mL at 20 °C(lit.)
vapor density 
3.7 (vs air)
vapor pressure 
<0.1 atm ( 21.1 °C)
refractive index 
n20/D 1.505(lit.)
Flash point:
90 °F
storage temp. 
0-6°C
solubility 
water: partially soluble0.1705 g/L at 25°C
form 
Solid or Crystalline Powder
color 
Yellow to beige
Odor
Benzene-like; characteristic aromatic.
explosive limit
1.0-7.6%(V)
Water Solubility 
Sparingly soluble in water. (0.2g/L)
λmax
λ: 288 nm Amax: 1.00
λ: 300 nm Amax: 0.40
λ: 325 nm Amax: 0.05
λ: 350-400 nm Amax: 0.01
Merck 
14,10081
BRN 
1815558
Stability:
Stable. Incompatible with oxidizing agents. Flammable. Hygroscopic.
InChIKey
CTQNGGLPUBDAKN-UHFFFAOYSA-N
CAS DataBase Reference
95-47-6(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1,2-dimethyl-(95-47-6)
EPA Substance Registry System
Benzene, 1,2-dimethyl-(95-47-6)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
  • NFPA
Hazard Codes  Xn,T,F
Risk Statements  10-20/21-38-39/23/24/25-23/24/25-11
Safety Statements  25-45-36/37-16-7
RIDADR  UN 1307 3/PG 3
WGK Germany  2
RTECS  ZE2450000
Autoignition Temperature 867 °F
TSCA  Yes
HazardClass  3
PackingGroup  II
HS Code  29024100
Hazardous Substances Data 95-47-6(Hazardous Substances Data)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H225 Highly Flammable liquid and vapour Flammable liquids Category 2 Danger P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H226 Flammable liquid and vapour Flammable liquids Category 3 Warning
H304 May be fatal if swallowed and enters airways Aspiration hazard Category 1 Danger
H312 Harmful in contact with skin Acute toxicity,dermal Category 4 Warning P280,P302+P352, P312, P322, P363,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
H332 Harmful if inhaled Acute toxicity,inhalation Category 4 Warning P261, P271, P304+P340, P312
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning
H370 Causes damage to organs Specific target organ toxicity, single exposure Category 1 Danger P260, P264, P270, P307+P311, P321,P405, P501
H412 Harmful to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 3 P273, P501
Precautionary statements:
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P273 Avoid release to the environment.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P311 Call a POISON CENTER or doctor/physician.
P331 Do NOT induce vomiting.
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P303+P361+P353 IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304+P340 IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

NFPA 704

Diamond Hazard Value Description
3
2 0
Health   2 Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury (e.g. diethyl ether, ammonium phosphate, iodine)
Flammability   3 Liquids and solids (including finely divided suspended solids) that can be ignited under almost all ambient temperature conditions . Liquids having a flash point below 22.8 °C (73 °F) and having a boiling point at or above 37.8 °C (100 °F) or having a flash point between 22.8 and 37.8 °C (73 and 100 °F). (e.g. gasoline, acetone)
Instability   0 Normally stable, even under fire exposure conditions, and is not reactive with water (e.g. helium,N2)
Special  

(NFPA, 2010)

o-Xylene price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 294780 o-Xylene anhydrous, 97% 95-47-6 1l $103 2018-11-13 Buy
Sigma-Aldrich 294780 o-Xylene anhydrous, 97% 95-47-6 2l $154 2018-11-13 Buy
Alfa Aesar 022902 o-Xylene, HPLC Grade, 96% min 95-47-6 *4x1L $243 2018-11-16 Buy
Alfa Aesar 022902 o-Xylene, HPLC Grade, 96% min 95-47-6 1L $75 2018-11-16 Buy
Sigma-Aldrich 295884 o-Xylene for HPLC, 98% 95-47-6 1l $114 2018-11-13 Buy

o-Xylene Chemical Properties,Uses,Production

Xylene

Xylene refers to the aromatic hydrocarbon with the two hydrogen atoms on the benzene ring being substituted by two methyl groups. It has three isomers o-xylene (1, 2-Dimethylbenzene), m-xylene and p-xylene. The industrial products are the mixtures of the three isomers with 10% o-10%, 70% m-, and 20% p-. In the coking industry, it is one of crude benzene refined products.
Xylene is a kind of colorless flammable liquid; the melting point of o-, m-and p-xylene is-25.2 ℃,-47.9 ℃ and 13.3 ℃; the boiling points are respectively 144.4 ℃, 139.1 ℃ and 138.3 ℃ while the relative density is 0.8802, 0.8642 and 0.8611, respectively; It is not soluble in water but miscible with many kinds of organic solvents immiscibility. Upon catalytic oxidation, they respectively, generate phthalic anhydride, isophthalic acid and terephthalic acid.
Xylene is one kind of important raw materials of organic chemicals, naturally existing in coal tar and some kinds of petroleum. It can be obtained through the fractionation of the light oil part of the coal tar or catalytic reforming light gasoline. Industry mainly performs extracting using the C8 fraction in the naphtha reformates. It can be alternatively manufactured through the disproportionation reaction of toluene in the presence of catalyst and high temperature, high pressure. At present time, industry mainly applies the method of cryogenic crystallization, adsorption and formation of complexes or molecular sieves to separate them. O-xylene has a relatively high boiling point, being able to be separated using distillation. p-xylene also has a high melting point and can be purified through fractional crystallization purification. Mixed xylene without separation can be directly used as a solvent with being supplemented to the gasoline capable of improving the anti-explosive properties. They are components of aviation gasoline. O-xylene is mainly used for the preparation of phthalic anhydride, which is an important raw material for the manufacture of a variety of dyes and indicators (such as phenolphthalein). In addition, o-xylene can also be used for preparation of polyester resin, insect repellent, plasticizers and dyes. M-xylene, through nitration and reduction, can generate 4, 6-dimethyl-1, 3-phenylenediamine that is the intermediate for synthetic dyes. M-xylene can also be used as the raw materials for synthetic fragrances (such as xylene musk). P-xylene is mainly used in the manufacture of terephthalic acid, which is an important raw material for synthetic polyester fiber (polyester).
  the chemical structure of the three isomers of xylene, ortho-xylene, m-xylene, p-xylene chemical structure
Figure 1 the chemical structure of the three isomers of xylene, ortho-xylene, m-xylene, p-xylene chemical structure.
The above information is edited by Chemicalbook.

Precision Distillation for separation of O-xylene and p-xylene

Xylene is presented in coked crude benzene and petroleum cracked oil. Crude benzene, after initial distillation, sulfuric acid washing and distillation for separation of benzene and toluene, followed by distillation, we can obtain xylene, also known as coking xylene. The quality of the coked xylene depends on the separation capacity of the distillation column, the temperature at the top of the column and the reflux ratio. China has classified the coking xylene products into three levels. The coking xylene generally contains 16% if o-xylene, 50% of m-xylene, 21% of p-xylene and 7% of ethylbenzene. The xylene produced in the petroleum industry has a low content of m-xylene and a high content of ethylbenzene. Industrial xylene is not only the solvent and additive of rubber and coatings industry, but also the additives of aviation and power fuel. O-xylene, m-xylene and p-xylene separated from industrial xylene are the raw materials of phthalic acid, isophthalic acid and terephthalic acid, respectively. Phthalic acid and terephthalic acid are used in the production of plasticizers, polyester resins and polyester fibers. M-xylene can be used alone as solvent and fuel additives. The o-xylene contained in the industrial xylene has a over 5.2 ℃ difference with other isomers. With precision distillation, we can obtain o-xylene with a purity of over 95%, followed by using sulfonation and distillation for purification so we can get further purer o-xylene. 
Xylene belongs to Lewis base, which can form a polar complex with HF-BF3 (Lewis acid). The alkalinity of M-xylene is about 100 times as strong as that of other C8 aromatics. When the isomer mixture of xylene comes into contact with HF-BF3 solvent, m-xylene can form a complex with fluoride and is preferentially extracted into the fluoride phase. The m-xylene-containing fluoride phase is heated at a lower pressure to decompose the complex, thereby separating m-xylene from the mixture. HF-BF3 solvent can be recovered by distillation for recycling. If the raw material is a mixture of ortho-xylene, m-xylene and p-xylene, after the m-xylene is extracted, we can further use precision distillation to separate the o-xylene and p-xylene.

Figure 2 the precision distillation method for separation of o-xylene and p-xylene.

Chemical properties

It appears as colorless transparent liquid with aromatic odor. It is miscible with ethanol, ethyl ether, acetone and benzene but insoluble in water.

Uses

(1)  It is mainly used in the production of phthalic anhydride
(2)  O-xylene is the raw material for the production of germicide fenramine, tetrachlorophenyl peptide and the herbicide bensulfuron-methyl. It is used as intermediate for the manufacture of o-methyl benzoic acid.
(3)  It is mainly used as chemical raw materials and solvents. It can be used to produce phthalic anhydride, dyes, pesticides and drugs, such as vitamins. It can also be used as aviation gasoline additives.
(4)  Used as chromatographic standards and solvents
(5)  As raw materials of synthesis of anhydride and other organic synthesis;

Production method

Industry applied super-distillation method to separate out the o-xylene from the mixed xylene. O-xylene has a over 5 ℃ difference in the boiling point compared with other components in the mixed xylene. For the distillation, the required tray number is about 150; the reflux ratio being 5-8 and consume relative much energy.
O-xylene was originally produced mainly from coal tar. Currently most of the domestic and foreign production of o-xylene is mainly via extraction from oil catalytic reforming and thermal cracking of aromatic hydrocarbon. Owing to that the structures of o-xylene, p-xylene, and m-xylene in the xylene are very similar; their physical parameters are also quite similar. Industrial o-xylene separation mainly adopts super-distillation method; first separate out the o-xylene and ethylbenzene from the mixed xylene which demands the using of 100~150 tray distillation tower; followed by separation of o-xylene and ethylbenzene to obtain pure o-xylene.

Category

Flammable liquids

Toxicity grading

poisoning

Acute toxicity

Oral-rat LDL0: 5000 mg/kg; abdominal injection-mouse LD50: 1364 mg/kg

EXPLOSIVES and HAZARDOUS CHARACTERISTICS

being explosive when mixed with air

Flammability and Hazardous characteristics

being flammable upon flame, heat, oxidant Flammable with combustion releasing irritant smoke

Storage and transportation characteristics

warehouse: ventilated, low temperature and dry; gently load and unload; store it separately from oxidants and acids.

Fire extinguishing agent

mist water, foam, sand, carbon dioxide, 1211 extinguishing agent

Occupational Standard

TLV-TWA 100 PPM (440 mg/m 3); STEL 150; PPM (655 mg/m 3)

Chemical Properties

colourless liquid

Definition

ChEBI: A xylene substituted by methyl groups at positions 1 and 3.

General Description

A colorless watery liquid with a sweet odor. Less dense than water. Insoluble in water. Irritating vapor.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

1,2-Dimethylbenzene may react with oxidizing materials. .

Health Hazard

Vapors cause headache and dizziness. Liquid irritates eyes and skin. If taken into lungs, causes severe coughing, distress, and rapidly developing pulmonary edema. If ingested, causes nausea, vomiting, cramps, headache, and coma. Can be fatal. Kidney and liver damage can occur.

Fire Hazard

Behavior in Fire: Vapor is heavier than air and may travel considerable distance to a source of ignition and flash back.

Fire Hazard

Flash Point (°F): 63 ℃; 75 ℃; Flammable Limits in Air (%): 1.1- 7.0; Fire Extinguishing Agents: Foam, dry chemical, or carbon dioxide; Fire Extinguishing Agents Not To Be Used: Water may be ineffective; Special Hazards of Combustion Products: Not pertinent; Behavior in Fire: Vapor is heavier than air and may travel considerable distance to a source of ignition and flash back; Ignition Temperature (°F): 869; Electrical Hazard: Class I, Group D; Burning Rate: 5.8 mm/min.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Safety Profile

Moderately toxic bj7 intraperitoneal route. Mldly toxic by ingestion and inhalation. An experimental teratogen. A common air contaminant. A very dangerous fire hazard when exposed to heat or flame. Explosive in the form of vapor when exposed to heat or flame. To fight fire, use foam, CO2, dry chemical. Incompatible with oxidzing materials. When heated to decomposition it emits acrid smoke and irritating fumes. Emitted from modern building materials (CENEAR 69,22,91). See also other xylene entries.

Purification Methods

o-Xylene (4.4Kg) is sulfonated by stirring for 4hours with 2.5L of conc H2SO4 at 95o. After cooling, and separating the unsulfonated material, the product is diluted with 3L of water and neutralised with 40% NaOH. On cooling, sodium o-xylene sulfonate separates and is recrystallised from half its weight of water. [A further crop of crystals is obtained by concentrating the mother liquor to one-third of its volume.] The salt is dissolved in the minimum amount of cold water, then mixed with the same amount of cold water, and with the same volume of conc H2SO4 and heated to 110o. o-Xylene is regenerated and steam distils. The distillate is saturated with NaCl, the organic layer is separated, dried and redistilled. [Beilstein 5 H 362, 5 I 179, 5 II 281, 5 III 807, 5 IV 917.]

o-Xylene Preparation Products And Raw materials

Raw materials

Preparation Products


o-Xylene Suppliers

Global( 209)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32606 55
Hubei Jusheng Technology Co.,Ltd.
86-188-71490254
peter@hubeijusheng.com CHINA 20177 58
QUALITY CONTROL CHEMICALS INC.
(323) 306-3136
(626) 453-0409 orders@qcchemical.com United States 8416 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 19975 58
NINGBO INNO PHARMCHEM CO., LTD.
13867897135
sales@nbinno.com CHINA 930 58
Beijing Universal Century Technology Co., Ltd. 400-8706899
400-8706899 hysj_bj.com China 3669 55
J & K SCIENTIFIC LTD. 400-666-7788 +86-10-82848833
+86-10-82849933 jkinfo@jkchemical.com;market6@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. +86-(0)21-61259100(Shanghai) +86-(0)755-86170099(ShenZhen) +86-(0)10-62670440(Beijing)
+86-(0)21-61259102(Shanghai) +86-(0)755-86170066(ShenZhen) +86-(0)10-88580358(Beijing) sh@meryer.com China 40376 62
3B Pharmachem (Wuhan) International Co.,Ltd. 86-21-50328103 * 801、802、803、804 Mobile:18930552037
86-21-50328109 3bsc@sina.com China 15901 69
Alfa Aesar 400-610-6006; 021-67582000
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View Lastest Price from o-Xylene manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-12-19 o-Xylene
95-47-6
US $1.00 / kg 1kg as customer's need 1000L career henan chemical co

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