Home Cart Sign in  
Chemical Structure| 615-60-1 Chemical Structure| 615-60-1

Structure of 615-60-1

Chemical Structure| 615-60-1

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 615-60-1 ]

CAS No. :615-60-1
Formula : C8H9Cl
M.W : 140.61
SMILES Code : CC1=CC=C(Cl)C=C1C
MDL No. :MFCD00000596

Safety of [ 615-60-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H227
Precautionary Statements:P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235

Application In Synthesis of [ 615-60-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 615-60-1 ]

[ 615-60-1 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 615-60-1 ]
  • [ 15089-51-7 ]
  • 2
  • [ 615-60-1 ]
  • [ 608-23-1 ]
  • [ 54109-03-4 ]
  • [ 52010-22-7 ]
  • [ 89-20-3 ]
  • [ 27563-65-1 ]
YieldReaction ConditionsOperation in experiment
With oxygen; In acetic acid; xylene; at 35 - 40℃;Purification / work up; Other experiments were carried out on actual oxidation mixtures from reactions of 3- and 4-chloroxylene with oxygen in acetic acid in the presence of a catalyst. In some cases the catalyst components were removed by precipitation, for example with oxalic acid, but the low levels of metals present in those samples still containing catalyst components did not affect the solubility characteristics of the organic species. At least a portion of oxidation reaction mixture was distilled in vacuo to remove acetic acid, leaving a solid residue which was dissolved in water. The extraction of a 30 wt. percent aqueous solution of 3- and 4-chloroxylene oxidation mixture was carried out with xylene. Six extractions were made starting with 130 kilograms (kg.) of solution extracting the aqueous phase with 155 kg. of xylene. At the beginning the temperature was approximately 35 C., and later was raised to 40 C. to present the crystallization of chlorophthalic acid. The results of extraction are shown Table 5. Unless noted, the values in the table represent relative percentages in the composition of the designated components (total percentage equals 100percent).
  • 3
  • [ 615-60-1 ]
  • [ 608-23-1 ]
  • [ 89-20-3 ]
  • [ 27563-65-1 ]
YieldReaction ConditionsOperation in experiment
With oxygen; acetic acid;cobalt(II) acetate; manganese(II) acetate; sodium bromide; at 152 - 190℃; under 14251.4 Torr; for 0.5 - 2h;Product distribution / selectivity; A 3.5 liter reaction vessel equipped as described above was charged with a 95:5 mixture of 4-chloro-o-xylene and 3-chloro-o-xylene (492.1 g, 3.50 mol), acetic acid (1925 mL, 32.06 mol), cobaltous acetate tetrahydrate (13.1 g, 0.0526 mol, 1.50 mole % based on 3.5 moles of 3- and 4-chloro-o-xylene), manganous acetate tetrahydrate (6.4 g, 0.0261 mol, 0.75 mole % based on 3.5 moles of 3- and 4-chloro-o-xylene), sodium bromide (0.6 g, 0.0060 mol, 0.17 mole % based on 3.5 moles of 3- and 4-chloro-o-xylene), and sodium acetate (2.9 g, 0.0354 mol, 1.01 mole % based on 3.5 moles of 3- and 4-chloro-o-xylene). The reaction vessel was sealed and pressurized with nitrogen to 19 bar and then heated to about 160 C. Compressed air was then introduced into the reaction mixture at a rate such that the concentration of oxygen in the gas emerging from the reactor gas outlet valve was about 0.5%. The reaction temperature was maintained at about 160 C. for 1 hour and was then raised to about 175 C. and was maintained at that temperature until ?oxygen breakthrough? was noted. Oxygen breakthrough marked the beginning of the post-oxidation phase of the reaction. The compressed air being fed to the reactor was then diluted with sufficient nitrogen to limit the concentration of oxygen in the gas emerging from the reactor gas outlet valve to less than about 2% . The reaction temperature was raised to about 190 C. and maintained at that temperature throughout the post-oxidation phase which lasted approximately three hours. The reaction mixture was then assayed by HPLC and GC and found to contain the product diacids as a mixture of 3-chlorophthalic acid and 4-chlrorophthalic acid containing less than 10,000 ppm chlorobenzoic acids. Conversion of starting material to products was in excess of 90 percent. Examples 2-14 Data for a series of oxidation reactions conducted as described in Example 1 together with modifications to reaction parameters indicated are gathered in Table 1. The data demonstrate the effectiveness of the method of the present invention to produce high yields of chlorophthalic acid while limiting the amount of chlorobenzoic acid by-products. In Table 1 the header ?Variation? refers to the reaction parameter being varied in the Example, ?standard? refers to the amounts of reagents and reaction conditions used in Example 2 which are given below. 19 barabs nitrogen pressure, stirrer speed 800 rpm. Temperature 152 C. at initial oxygen introduction. Cooling begun immediately upon reaction initiation to maintain an internal temperature of about 160 C. After 60 min the temperature was raised to 175 C. At the beginning of the post-oxidation phase of the reaction the temperature was raised to 190 C for a period of 60 minutes. Still referring to Table 1, the term ?air input? refers to the variation in which the reaction was ?oxygen limited? meaning that the gas flow rate was initially 900 l/h (scaled value 180 l/h), much slower at the end of the reaction (?EOR?). The heading ?Oxidation Conds.? refers to the conditions employed in the oxidation reaction which were either (1) the ?standard? conditions as given for Example 2 or the ?oxygen limited? reaction conditions of Examples 4 and 5. The heading ?Post-Oxidation Conds.? refers to the duration (time) and temperature of the reaction following ?oxygen breakthrough?. The heading ?Cl-phthalic acid? refers to the total amount of 3- and 4-chlorophthalic acid present in the crude product mixture at the end of the oxidation reaction. The values given in the column headed ?Cl-phthalic acid? are the combined ?area percent? of the peaks attributed to 3- and 4-chlorophthalic acid in a gas chromatogram of the crude product mixture. The heading ?Isomeric CIBA's? refers to the total amount of 2-, 3-, and 4-chlorobenzoic acids present in the crude reaction mixture and expressed in parts per million (ppm). 2-chlorobenzoic acid, 3-chlorobenzoic acid, and 4-chlorobenzoic acid are believed to arise by decarboxylation of 3-chlorophthalic acid and 4-chlorophthalic acid.
  • 4
  • [ 615-60-1 ]
  • [ 118-45-6 ]
  • [ 89-20-3 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; potassium permanganate; In water; acetic anhydride; The starting material is prepared as follows: The mixture of 9.0 g of 4-chloro-o-xylene and the solution of 60.7 g of potassium permanganate in 280 ml of water is refluxed until the purple color disappears (about 7 hours) whereupon 3/4 of the water are distilled off and the remaining suspension is filtered while still hot. The residue is washed with hot water several times the clear and colorless filtrate (pH~12) is concentrated to about 50 ml and acidified with 33 ml of concentrated hydrochloric acid. The cold mixture is extracted 3 times with ethyl acetate, the organic layer dried and evaporated to give the 4 -chlorophthalic acid. The solution of 7.76 g thereof in 75 ml of acetic anhydride is refluxed for 2 hours and evaporated. The residue is sublimed at 88/0.35 mm Hg and recrystallized from diethyl ether yield the 4-chloro-phthalic anhydride melting at 93 to 94. To the solution of 276 g thereof in 4.2 lt.
With hydrogenchloride; potassium permanganate; In water; acetic anhydride; The starting material is prepared as follows: The mixture of 9.0 g of 4-chloro-o-xylene and the solution of 60.7 g of potassium permanganate in 280 ml of water is refluxed until the purple color disappears (about 7 hours) whereupon 3/4 of the water are distilled off and the remaining suspension is filtered while still hot. The residue is washed with hot water several times, the clear and colorless filtrate (pH~12) is concentrated to about 50 ml and acidified with 33 ml of concentrated hydrochloric acid. The cold mixture is extracted 3 times with ethyl acetate, the organic layer dried and evaporated to give the 4-chlorophthalic acid. The solution of 7.76 g thereof in 75 ml of acetic anhydride is refluxed for 2 hours and evaporated. The residue is sublimed at 88/0.35 mm Hg and recrystallized from diethyl ether yield the 4-chloro-phthalic anhydride melting at 93 to 94. To the solution of 276 g thereof in 4.2 lt.
  • 5
  • [ 615-60-1 ]
  • [ 54109-03-4 ]
 

Historical Records