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* Storage: {[proInfo.prStorage]}
CAS No. : | 4521-31-7 | MDL No. : | MFCD00014448 |
Formula : | C7H8OS | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 140.20 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Danger | Class: | 9 |
Precautionary Statements: | P280-P305+P351+P338 | UN#: | 3335 |
Hazard Statements: | H318 | Packing Group: | Ⅲ |
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 |
---|---|---|
98% | With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 3h; | |
97% | With lithium aluminium tetrahydride | |
96% | With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether for 1h; |
96% | With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; | |
91% | With lithium aluminium tetrahydride | |
91% | With lithium aluminium tetrahydride In diethyl ether at 0℃; for 1.5h; | |
90% | With lithium aluminium tetrahydride In tetrahydrofuran for 24h; Ambient temperature; | |
90% | With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | |
89% | With lithium aluminium tetrahydride In tetrahydrofuran | |
85% | With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; | |
82% | With lithium aluminium tetrahydride In diethyl ether at 20℃; for 1h; Inert atmosphere; Schlenk technique; | |
71% | With borane In tetrahydrofuran Heating; | |
60% | With lithium aluminium tetrahydride In diethyl ether for 24h; Heating; | |
55% | With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 4h; | |
With lithium aluminium tetrahydride In tetrahydrofuran | ||
With lithium aluminium tetrahydride | ||
With borane at 0 - 25℃; | ||
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 24h; | ||
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; | ||
3.43 g | With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 4h; | |
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux; | ||
With lithium aluminium tetrahydride In tetrahydrofuran at 4℃; for 1h; Inert atmosphere; | ||
With lithium aluminium tetrahydride | ||
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; | 2 DPALM-5.1. LiAlH4 (250 mg, 6.59 mmol) was suspended in 5 mL of anhydrous THF.2-mercaptobenzoid acid (300 mg, 1.95 mmol) in 2 mL of anhydrous THF was added dropwise to the reaction mixture. The reaction was stirred at rt overnight, after which 3 mL EtOAc and 10 mL H2SO4(10%) were added dropwise. The mixture was extracted 2x with EtOAc, the organic fraction washed 1x with brine and then dried with Na2SO4. Solvent was removed in vacuo to yield DPALM-5.1 as a yellow oil. | |
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With copper; potassium carbonate |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | Stage #1: Methyl thiosalicylate With lithium aluminium hydride In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; water monomer; ethyl acetate at 0℃; Inert atmosphere; | |
With lithium aluminium hydride | ||
With lithium aluminium hydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; |
With lithium aluminium hydride In tetrahydrofuran at 0 - 20℃; for 3.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With copper(I) oxide In pyridine for 2h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
33% | With caesium carbonate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In DMF (N,N-dimethyl-formamide); at 90℃; for 21h; | 2-Mercaptobenzyl alcohol (12.8 g, 91 mmol) was added to a mixture of the product of preparation 31 (19.8 g, 70 mmol), cesium carbonate (31.9 g, 98 mmol) and 1,1'-bis(diphenylphosphino)ferrocenedichloropalladium(II) dichloromethane adduct (5.7 g, 7.0 mmol) in N,N-dimethylformamide (175 mL) and the reaction mixture was heated to 90 C. for 21 hours. The mixture was then cooled, diluted with water and extracted with ethyl acetate. The organic solution was dried over sodium sulfate, concentrated in vacuo and the residue was purified by column chromatography on silica gel, eluting with ethyl acetate:methanol, 98:2, and triethylamine (one drop per 100 mL of organic solution), to afford the title compound as a brown solid in 33% yield, 7 g. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
9% | With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 60℃; for 20h; | Step 1: {2-r(6-Chloroquinolin-2-yl)thio1phenyl}methanol; A mixture of 2-mercaptobenzyl alcohol (1.78 g, 12.7 mmol), <strong>[1810-72-6]2,6-dichloroquinoline</strong> (2.48 g, 12.5 mmol) and potassium carbonate (1.73 g, 12.5 mmol) in N,N-dimethylformamide (25 mL) was stirred at room temperature under nitrogen for 3 hours, then at 600C for 17 hours. The cooled reaction mixture was poured into water and extracted with ethyl acetate (x2). The combined organic layers were washed with brine, dried over MgSO4 and evaporated. The residue was purified by flash column chromatography on silica, EPO <DP n="26"/>eluting with 5-10% ethyl acetate/dichloromethane, to give {2-[(6-chloroquinolin-2-yl)thio]phenyl}methanol (0.37 g, 9%) as a colourless oil. 1H NMR (400 MHz, CDCl3) delta 7.84 (1 H, d, J = 8.7 Hz), 7.72-7.66 (4 H, m), 7.55-7.51 (2 H, m), 7.39-7.35 (1 H, m), 7.19 (1 H, dd, J = 1.2, 8.7 Hz), 4.84 (2 H, s), 3.78 (1 H, s); m/z (ES+) 302, 304 [MH+]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In water; | Step A 3-(o-(Hydroxymethyl)phenylthio)-4-hydroxybenzoic acid A mixture of 25 gm o-mercaptobenzyl alcohol (0.18 mole), 39.6 gm 3-iodo-4-hydroxy benzoic acid (0.15 mole), 11.43 g copper powder (0.18 mole), 70 cc 40% aqueous potassium hydroxide solution (0.5 mole) and 300 cc water was placed under nitrogen atmosphere and stirred under reflux for 18 hours. After cooling the mixture was diluted with 400 cc of water and extracted twice with 100 cc of ethyl acetate to remove neutral products. The aqueous fraction was filtered and the filtrate acidified with conc. HCl to afford the title compound as an oil which solidified and was filtered. There was obtained 32.8 g of solid product. | |
In water; | EXAMPLE 14 3-(o-Hydroxymethylphenylthio)-4-hydroxybenzoic acid A mixture of 25 g o-mercaptobenzyl alcohol (0.18 mole), 39.6 g 3-iodo-4-hydroxy benzoic acid (0.15 mole), 11.43 g copper powder (0.18 mole), 70 ml 40% aqueous potassium hydroxide solution (0.5 mole) and 300 ml water was placed under nitrogen atmosphere and stirred under reflux for 18 hours. After cooling the mixture was diluted with 400 ml of water and extracted twice with 100 ml of ethyl acetate to remove neutral products. The aqueous fraction was filtered and the filtrate acidified with conc. HCl to afford the title compound as an oil which solidified and was filtered. There was obtained 32.8 g solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
24% | With sodium carbonate; In ethanol; at 20℃; for 24h; | General procedure: Sodium carbonate was dissolved in 20 cm3 ethanol, andequimolar amounts of 2,3-dichloro-1,4-naphthoquinone (1)and thiols were added slowly. Without heating, the mixturewas stirred in a single reaction vessel for 24 h. The color ofthe solution quickly changed (from yellow to red color),and the extent of the reaction was monitored by TLC.Chloroform (30 cm3) was added to the reaction mixture.The organic layer was separated, washed with water(4 9 30 cm3), and dried with Na2SO4. After the solventwas evaporated, the residue was purified by columnchromatography on silica gel. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | With caesium carbonate In dimethyl sulfoxide at 80℃; for 12h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
59% | With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; In water; at 100℃; for 5.0h; | A solution of 1-(3-chloro-2-fluorophenyl)ethan- 1-one (4g, 23. l76mmol), (2- sulfanylphenyl)methanol (3 .25g, 23.1 76mmol), 63% aq. NaOH( 1 .2mL) and HMPA(4OmL) was heated to 100C for 5h. The reaction mixture was diluted with water and extracted with EtOAc.The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The crude material obtained was purified by silica chromatography (100-200 mesh) using 0-20% EtOAc in hexane to get 1-[3-chloro-2-[2- (hydroxymethyl)phenyl]sulfanyl-phenyl]ethanone (4g, 59%) as a colourless sticky liquid. |
Tags: 4521-31-7 synthesis path| 4521-31-7 SDS| 4521-31-7 COA| 4521-31-7 purity| 4521-31-7 application| 4521-31-7 NMR| 4521-31-7 COA| 4521-31-7 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. |
P103 | Read label before use |
Prevention | |
Code | Phrase |
P201 | Obtain special instructions before use. |
P202 | Do not handle until all safety precautions have been read and understood. |
P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
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. |
P315 | Get immediate medical advice/attention. |
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. |
P403 | Store in a well-ventilated place. |
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 |
Sorry,this product has been discontinued.
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