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CAS No. : | 2403-54-5 | MDL No. : | MFCD01823188 |
Formula : | C9H9ClO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 184.62 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P264-P270-P301+P312-P330-P501 | UN#: | N/A |
Hazard Statements: | H302 | 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 |
---|---|---|
99% | In n-heptane for 24h; Heating; | |
99% | With Eosin Y In acetonitrile at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation; chemoselective reaction; | |
99.5% | With cyclohexane at 105℃; for 1h; Dean-Stark; |
98% | for 20h; Ambient temperature; | |
98% | With poly(ethylene glycol) 1000 based dicationic acidic ionic liquid In toluene at 80℃; for 1h; Ionic liquid; | General procedure for acetalization in PEG1000-DAIL/toluene system General procedure: Aromatic aldehydes (2 mmol) and alcohols (3 mmol) were added into a 10 mL tube reactor preloaded with PEG1000-DAIL(2 mL) and toluene (2 mL). The reacution mixtre was stirred at 80Cfor 1 h. After the reaction, the mixture was cooled to room temperature and the mixture separated into two phases. After decantation of the upper phase, the below phase was reused for the next time after removing water under vacuum at 80C for 1 h. |
98% | With ammonium bisulphate for 6h; Dean-Stark; Reflux; Green chemistry; | |
97% | With iron(III) chloride for 0.0333333h; Irradiation; | |
97% | With diphenylamine-terephthalaldehyde resin p-toluenesulfonate with high sulfo group content In toluene for 2h; Dean-Stark; Reflux; chemoselective reaction; | 4. General procedure for the synthesis of ethylene acetals catalyzed by DTRT (H) General procedure: DTRT (H) (85 mg, 1 mol%) was added to a mixture of undecanal (1a) (1.70 g, 10 mmol) and ethylene glycol (1.05 g, 17 mmol) in toluene (50 mL). The mixture was refluxed for 20 min equipped with Dean-Stark apparatus. The mixture was filtered and the precipitate was washed with toluene. The filtrate was evaporated under reduced pressure. The residue was purified by column chromatography with hexane-acetone (15 : 1) on silica gel to give acetal 1b (2.12 g, 99%). |
96% | In water for 0.0333333h; microwave irradiation; | |
96% | With polyaniline-sulfate salt In toluene for 0.75h; Heating; | |
95% | With phosphoric acid functionalized ethanolamine grafted polyacrylonitrile fiber In neat (no solvent) at 80℃; for 0.166667h; Green chemistry; | |
95% | With poly(vinylbenzyltrimethylammonium tribromide) resin at 20℃; for 0.25h; | Representative procedure for the acetalization of benzaldehydes General procedure: A mixture of 0.7g(5 mmol) of 1a, and 10 mL ethylene glycol or methanol was stirred for 5 min, andthen 0.021 g of PVBMATB resin (3 % weight of 1a) was added, and the mixture was stirred at room temperaturefor proper time. Afterward, the resin was recycled through filteration, and the organic layer wasextracted with toluene(15 mL) three times. The combined organic layer was dried over anhydrous Na2SO4.After filtration, the solvent was removed under reduced pressure, and the residual was treated with aluminachromatography (Petroleum ether/AcOEt = 20/1,v/v) to generate the product. |
94% | With toluene-4-sulfonic acid In benzene for 12h; Heating; | |
92% | for 0.0333333h; microwave irradiation; | |
92% | With toluene-4-sulfonic acid In chloroform for 8h; Molecular sieve; Reflux; | |
91% | In cyclohexane for 7h; Heating; | |
90% | With iodine In tetrahydrofuran for 0.116667h; Irradiation; | |
90% | With iodine In tetrahydrofuran for 0.0166667h; microwave irradiation; | |
90% | With phosphorus pentoxide; silica gel at 20℃; | |
87% | With 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea; orthoformic acid triethyl ester at 25℃; for 11.5h; | |
87% | In toluene at 90℃; for 1h; | |
86% | With lanthanum(III) nitrate at 20℃; for 1.4h; | |
85% | With 4,4'-(propane-1,3-diyl)bis(1-methyl-1,4-diazabicyclo-[2.2.2]octane-1,4-diium) tetra-hydrogensulfate at 80℃; for 3h; | |
84% | With bismuth(lll) trifluoromethanesulfonate at 80℃; Neat (no solvent); | |
84% | With piloty's acid; triethylamine In dichloromethane at 20℃; for 0.166667h; | |
84% | With toluene-4-sulfonic acid In toluene for 6h; Reflux; Dean-Stark; | 4.3. 2-(4-Chlorophenyl)-1,3-dioxolane (11e) A solution of 4-chlorobenzaldehyde (10e, 29.0 g, 0.20 mol), ethylene glycol (40 mL, 44.5 g, 0.72 mol) and p-toluenesulfonic acid (0.4 g, 0.002 mol) in toluene (120 mL) was refluxed in a Dean-Stark apparatus for 6 h. The reaction mixture was washed with aqueous sodium hydrogen carbonate solution (5 w/w%, 150 mL) and water (3 x 150 mL), dried over MgSO4 and the solvent was evaporated. The crude pale yellow oil was distilled under reduced pressure (0.2 bar) at 88-100 °C to give 11e (30.9 g, 84%) as a colorless oil. Analytical data are in accord with the literature. 33 |
81% | With Kaolinitic clay In benzene for 2h; Heating; | |
81% | With natural kaolinitic clay In benzene for 2h; Heating; | |
76% | With bismuth(lll) trifluoromethanesulfonate In fluorobenzene at 110℃; for 5h; | |
75% | With dimethylbromosulphonium bromide; orthoformic acid triethyl ester at 20℃; for 0.333333h; | |
75% | With iodine at 20℃; Ionic liquid; | |
74% | With 9.0 wt% H4[SiW12O40] on SiO2 In neat (no solvent) at 60℃; for 6h; chemoselective reaction; | |
73% | With eosin y at 20℃; Inert atmosphere; Schlenk technique; Irradiation; | Typical procedure for acetalization General procedure: A 25-mL oven-dried Schlenk tube was sequentially added a mixture of aldehyde derivatives (0.5 mmol), dry CH3OH (2 mL), and Eosin Y (6.4 mg, 2 mol%). The tube was evacuated and backfilled with nitrogen (three times). The reaction mixture was stirred under a 16 W LED white lamp irradiation at a distance of 10 cm at room temperature for 12 h. The resulting mixture was diluted with EtOAc (8 mL). After completion of the reaction, phenylhydrazine was added to react with the excess benzaldehyde. The resulting crude product was washed with sodium hydroxide solution thrice. Subsequently, anhydrous sodium sulfate was added to remove water and the resulting mixture was filtered to collect the filtrate. The solvent in the filtrate was partially removed by rotary evaporation and the remaining product was purified by column chromatography (ethyl acetate/petroleum ether), followed by another round of rotary evaporation to afford the corresponding compounds. |
72% | With toluene-4-sulfonic acid In toluene Heating; | |
68% | With sulfuric acid; silica gel at 20℃; for 0.5h; | |
With sulfuric acid; xylene Unter Entfernen des entstehenden Wassers.; | ||
With 8-aminopyrene-1,3,6-trisulfonic acid, trisodium salt In toluene for 24h; Heating; | ||
95 % Spectr. | In toluene at 109.85℃; for 6h; | |
With 1-hexyl-3-methylimidazolium tetrafluoroborate at 130℃; for 3h; | ||
94 % Chromat. | With air; propyl-sulfonic acid-functionalized FSM-16 mesoporous silica In toluene for 1h; | |
With 1-methylimidazolium tetrafluoroborate at 90℃; for 6h; | ||
80 %Chromat. | With zirconyl triflate In acetonitrile at 20℃; for 0.0333333h; chemoselective reaction; | |
95 %Chromat. | With [1-methylimidazolium]3[12-tungstophosphate] In toluene for 1.5h; Reflux; | |
With mesoporous sulfated zirconia at 27℃; for 0.5h; Inert atmosphere; | ||
With fluorous silica gel-supported bis(perfluorooctanesulfonyl)imide In toluene for 2h; Reflux; | 3.4. Typical procedure for the synthesis of 1,3-dioxolanes General procedure: A mixture of benzaldehyde (1 mmol), ethylene glycol (2 mmol) and toluene (3 mL) was stirred as FSG-HNPf2 (1 mol%) was added. The reaction mixture was heated at reflux for 2 h and then cooled to room temperature. Supported catalyst was recovered by filtration and washed with 1,2-dichloroethane (5 mL). FSG-HNPf2 was dried under vacuum for reuse in the next cycle. The reaction mixture was analyzed by GC and GC/MS. The crude residue was purified by column chromatography using silica gel with hexanes/ethyl acetate (20:1 to 5:1 gradient) as the eluent system. | |
With toluene-4-sulfonic acid In benzene Dean-Stark; | ||
98 %Chromat. | With 3H(1+)*O40SiW12(4-)*C21H22O3PS(1+) In cyclohexane for 1.5h; Dean-Stark; Reflux; | The procedure for acetalization General procedure: The mixture of aldehyde or ketone (0.1 mol), diol (0.1 mol), cyclohexane (10 mL) and the pseudo-IL (0.05 g) was magnetically stirred in a 50-mL three-necked flask. A Dean-Stark apparatus was used to remove the water continuously from the reaction mixture. The reaction was monitored by GC analysis with small samples from reaction mixture at half-an-hour intervals. On completion, the IL was separated automatically from the reaction system by cooling, which made the catalyst recovery quite simple. |
With toluene-4-sulfonic acid at 120℃; for 24h; | ||
With toluene-4-sulfonic acid In toluene Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 45 % Spectr. 2: 25 % Spectr. 3: 6 % Spectr. 4: 20 % Spectr. | With lithium aluminium tetrahydride; cyclopentadienyl titanium(IV) trichloride In diethyl ether for 12h; Heating; Title compound not separated from byproducts; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With lithium aluminium tetrahydride; zirconium(IV) chloride In diethyl ether for 12h; Heating; Yield given. Yields of byproduct given; | ||
With lithium aluminium tetrahydride; zirconium(IV) chloride In diethyl ether at 30℃; for 12h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | With poly[4-(diacetoxyiodo)styrene]; iodine In acetonitrile at 30℃; for 1h; Irradiation; |
Tags: 2403-54-5 synthesis path| 2403-54-5 SDS| 2403-54-5 COA| 2403-54-5 purity| 2403-54-5 application| 2403-54-5 NMR| 2403-54-5 COA| 2403-54-5 structure
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
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Code | Phrase |
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P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
P242 | Use only non-sparking tools. |
P243 | Take precautionary measures against static discharge. |
P244 | Keep reduction valves free from grease and oil. |
P250 | Do not subject to grinding/shock/friction. |
P251 | Pressurized container: Do not pierce or burn, even after use. |
P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | 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. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
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P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
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P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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