Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | ||||||
{[ item.p_purity ]} | {[ item.pr_size ]} | Inquiry |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]} |
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]} | {[ item.pr_usastock ]} | in stock Inquiry - | {[ item.pr_chinastock ]} | {[ item.pr_remark ]} in stock Inquiry - | Login | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
CAS No. : | 535-80-8 | MDL No. : | MFCD00002491 |
Formula : | C7H5ClO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | LULAYUGMBFYYEX-UHFFFAOYSA-N |
M.W : | 156.57 | Pubchem ID : | 447 |
Synonyms : |
|
Chemical Name : | 3-Chlorobenzoic acid |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
![]() |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With glycerol-based sulfonic acid functionalized carbon catalyst; for 6h;Reflux; Green chemistry; | General procedure: To a stirred solution of substituted aryl carboxylic acid 1 (0.15 mol) in methanol (0.75 mol) glycerol-based solid acid catalyst (28 wt% of aryl carboxylic acid) was added and heated to reflux for 6 h. After completion of the reaction as indicated by TLC, the reaction mixture was cooled to room temperature. The catalyst was separated by filtration and was washed with methanol for recycle. Methanol was then distilled off under reduced pressure to get the pure methyl ester 2. | |
With sulfuric acid;Reflux; | General procedure: The mixture of corresponding carboxylic acid (2 mmol),methanol (15 ml) in the presence of concentration sulfuricacid (2 mmol) were refluxed until monitoring by TLCindicated the end of the reaction. The excess of alcohol wasdistilled off under reduced pressure. The reaction mixture issolidified by cooling to room temperature. After filtering offthe crystal and washing with distilled water to remove thesulfuric acid, the residue was recrystallized from ethanoland distilled water. | |
With thionyl chloride; at 40℃; for 1h; | General procedure: To a solution of 5.0 mmol of dierent substituted benzoic acids (1a~1p, 1s, and 1t), nicotinic acid(1q) or 2-phenylacetic acid (1r) in MeOH (15 mL) was added sulfurous dichloride (2 mL), then the mixture was allowed to reach 40 C and stirred for 1 h. The resulting solution was concentrated andpartitioned between sodium bicarbonate solution (PH 7~8) and ethyl acetate (3). The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated to yield the correspondingesters (2a~2t) in 89%-96% yields, which were taken up for the next step without any purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | With oxygen; sodium t-butanolate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In dichloromethane; at 20℃; for 30h;Molecular sieve; | General procedure: Under Oxygen atmosphere, aryl alcohol (2.00 mmol), precatalyst(SIMesHCl or SIPrHCl, 0.06 mmol), NaOtBu (960.5 mg,10.00 mmol), and 1 g 3 A molecular sieve were added todichloromethane (20 mL). This solutionwas allowed to stir for 30 h.After filtrating through a pad of Celite, the cake was added tohydrochloric acid (2N, 50 mL) and extracted with ethyl acetate(50 mL3). The organic layer was dried over Na2SO4 and concentratedunder reduced pressure. The products did not need furtherpurification. |
67% | With Iron(III) nitrate nonahydrate; iodine; oxygen; dimethyl sulfoxide; at 130℃; under 750.075 Torr; for 12h;Sealed tube; Green chemistry; | General procedure: To a 20-mL tube equipped with a magnetic stirring bar was added acetophenone 1a (120 mg, 1 mmol), 2 mL of DMSO, iodine (25 mg, 0.1 mmol) and Fe(NO3)3·9H2O (40 mg, 0.1 mmol). Then the tube was sealed after being charged with oxygen to replace the air in it. The tube was placed into a preheated oil bath (130C), and the reaction solution was stirred for 12h. Then the reaction was quenched with water, and the pH of the aqueous phase was adjusted to 11 with 0.1 mol/L NaOH. After being washed with ethyl acetate (3 x 3 mL), the pH of the aqueous phase was adjusted to 2 with 0.1mol/L HCl and extracted with ether (3 x 6 mL). The combined ether phase was dried over anhydrous sodium sulfate and concentrated on a rotary evaporator to obtain the crude product. The crude product was purified by column chromatography on silica gel using ethyl acetate/petroleum ether as eluent to afford 2a as a white solid (104 mg, 85% yield). 1H NMR(600 MHz, DMSO-d6) delta 12.88 (s, 1H), 7.95 (d, J = 7.9 Hz, 2H), 7.62-7.59 (m, 1H), 7.50-7.48 (m, 2H); 13C NMR (125MHz, DMSO-d6) delta 167.3, 132.7, 130.8, 129.2, 128.5. |
67% | With Iron(III) nitrate nonahydrate; iodine; oxygen; In dimethyl sulfoxide; at 130℃; for 12h;Sealed tube; | In assembling the magnetic force of the solder 25 ml glass tube by adding 1 mmol of 1 - (chlorophenyl between) ethanol (formula (1 - 9)), 0.1 mmol of I2, 0.1 Mmol of Fe (NO3)3· 9 H2O, 2 ml of DMSO, oxygen is used for replacement in the glass tube after the air sealing glass tube, will then be sealed glass tube is put into the pre-heating to 130 C the pot of the oil bath, and opening of the magnetic stirrer, reaction 12 h after, is taken out of the sealed glass tube, to be its cooling to room temperature, the reaction solution is added in the quenching reaction, then the concentration of 0.1 mol/L of sodium hydroxide solution to adjust the pH to 11 the left and right, for washing three times with ethyl acetate, the aqueous phase is in a concentration of 0.1 mol/L hydrochloric acid solution to pH value to 2 the left and right, then the extraction three times with ethyl ether, the merging of the three times of the ether extract, reducing pressure and ethyl ether, then column chromatography, using ethyl acetate/petroleum ether volume ratio 1:25 of the mixed solution is the eluant, collecting the eluant containing the compound, evaporate the solvent to obtain the product between chlorobenzoic acid, separation in the yield of 67%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: To a solution of 3a (1 g) in ethanol was added Pd/C (5%, 0.1 g) and the mixture was stirred for 24 hrs at room temperature in a hydrogen atmosphere under atmospheric pressure. Insoluble matters were removed using Celite, and the filtrate was concentrated in vacuo to give the desired product 4a (0.76 g) as a yellow solid. To a solution of carboxylic acid (1 equiv) in CH2Cl2 (15 mL) at 0 C was added DMAP (1 equiv) and EDCI (1 equiv). The reaction mixture was stirred at 0 C for 45 minutes. At this time 4a (1 equiv) was added and the mixture was warmed to room temperature and stirred overnight. The resulting mixture was concentrated in vacuo, partitioned between 1.0 M HCl (20 ml) and ethyl acetate (3×20 mL). The combined organic layers were washed with brine (2 × 15 ml), dried over Na2SO4, filtered and concentrated in vacuo. The crude residue was purified by silica gel chromatograph using a mixture of petroleum ether/ethyl acetate (20 : 5, v/v) as eluent to afford the product as a white solid. To a solution of the obtained solid (1 equiv) in 2:3:1 THF/MeOH/H2O (18 ml) was added LiOH·H2O (1.5 equiv). After stirring at room temperature for 4 h, the volatiles were removed under reduced pressure. The residue was acidified with 1N hydrochloric acid solution, and then filtered and the filter cake was washed with 5 mL of water, dried in vacuum to afford a white powder. Recrystallization from 75% EtOH gave the desired compounds 2-17 as white solid. |