Structure of 637-87-6
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DEVELOPMENT OF NOVEL RADICAL ION REACTIVITY USING ORGANIC PHOTOREDOX CATALYSIS
Chapel Hill ;
Abstract: Photoredox catalysis has traditionally been accomplished by using ruthenium or iridium polypyridyl complexes. These complexes, while robust in their application, can prove to be quite cost prohibitive. Additionally, their respective redox windows are relatively narrow, limiting the scope of substrates with which they can undergo photoinduced electron transfer. Visible light absorbing organic chromophores have proven to be cost effective alternatives to precious transition metal photoredox catalysts. Additionally, the excited state redox potentials of organic photoredox catalysts can be significantly greater than that of their inorganic counterparts allowing for the development of new methodologies on substrates that could not otherwise undergo photoinduced electron transfer. In particular, organic acridinium dyes possess photophysical properties that make them extremely potent excited state oxidants. More recently it has been demonstrated that the acridine radical in the excited state possesses and excited state oxidation potential comparable to that of dissolving metal reductants making it an excellent excited state reductant. Herein, we describe methods developed that leverage the 5.51 V of redox potential that acridinium complexes can access. Nucleophilic aromatic substitution (SNAr) is a common method for arene functionalization; however, reactions of this type are typically limited to electron-deficient aromatic halides. Herein, we describe a mild, metal_x005f_x0002_free, cation-radical accelerated nucleophilic aromatic substitution (CRA-SNAr) using a potent acridinium photoredox catalyst as an excited state oxidant. Selective substitution of arene C−O bonds on a wide array of aryl ether substrates was shown with a variety of primary amine nucleophiles. Mechanistic evidence is also presented that supports the proposed CRA-SNAr pathway. Ketone–olefin coupling reactions are common methods for the formation of carbon–carbon bonds. This reaction class typically requires stoichiometric or super stoichiometric quantities of metal reductants and catalytic variations are limited in application. Photoredox catalysis has offered an alternative method towards ketone–olefin coupling reactions, although most methods are limited in scope to easily reducible aromatic carbonyl compounds. Herein, we describe a mild, metal-free ketone–olefin coupling reaction using an excited state acridine radical super reductant as a photoredox catalyst. We demonstrate both intra and intermolecular ketone–olefin couplings of aliphatic and aromatic ketones and aldehydes. Mechanistic evidence is also presented supporting an “olefin first”ketone–olefin coupling mechanism.
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CAS No. : | 637-87-6 |
Formula : | C6H4ClI |
M.W : | 238.45 |
SMILES Code : | IC1=CC=C(Cl)C=C1 |
MDL No. : | MFCD00001053 |
InChI Key : | GWQSENYKCGJTRI-UHFFFAOYSA-N |
Pubchem ID : | 12510 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302+H312+H332 |
Precautionary Statements: | P280 |
Num. heavy atoms | 8 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 0 |
Num. H-bond acceptors | 0.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 44.17 |
TPSA ? Topological Polar Surface Area: Calculated from |
0.0 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.23 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
3.62 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.94 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
3.79 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
3.51 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.22 |
Log S (ESOL):? ESOL: Topological method implemented from |
-4.15 |
Solubility | 0.0167 mg/ml ; 0.0000701 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.31 |
Solubility | 0.117 mg/ml ; 0.000492 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-3.97 |
Solubility | 0.0256 mg/ml ; 0.000107 mol/l |
Class? Solubility class: Log S scale |
Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
Low |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
Yes |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
Yes |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
Yes |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-5.18 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
1.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
1.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<2.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.08 |
* 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 |
---|---|---|
46% | With copper; In dimethyl sulfoxide; at 80℃; for 20h; | To a stirred solutIon of I-chioro-4-iodobenzene (15.0 g, 63 mmo) and ethyl 2-bromo- 2,2-ditluoroacetate (12.8g. 63 mmo1 in DMS() (300 mL) was added Cu powder (8.0g. 126 nimol). i?he mixture was heated to 80 C, and stirred for 20 hrs. The mixture was cooled to it, and poured into an aqueous solution of K2HPO4.3N20 (1 1.0 g) in water (1.5 L) under sdrring After stirring for 30 mm at rt, the mixture was filtered through a pad of celite. The filter cake was extracted with ether.The conibned organic phases were washed with waler and brine, dried over Na2SO4 and concentrated, The concentrate was purified column chromatography over silica gel (eluent: hexane) to afford the title compound as a colorless oil (6.8 g, 46%). K NMR. (400 MHz, CDCI3) 67.55 jd, ,J 8.4 Hz, 211), 7.44 (d, .1 8.4 Hz, 2K), 4.30 (q, J 7.1 Hz,2H), 1.31 (t,J7.l Hz,3H). |
With copper; In dimethyl sulfoxide; at 80℃; for 20h; | To a solution of l-chloro-4-iodobenzene (5.9 g, 25 mmol) in DMSO (100 mL) was added ethyl bromo(difluoro)acetate (5.0 g, 25 mmol) and copper powder (3.1 g, 49 mmol) and the mixture was heated at 8O0C. After 20 hours, the reaction mixture was poured into a solution of dibasic potassium hydrogen phosphate, trihydrate (56 g, 250 mmol) in water (500 mL) with vigorous stirring. The suspension was filtered and the solid was rinsed with ether. The filtrate was added to brine and extracted with ether (2x). The combined organics were washed with brine, dried over sodium sulfate, filtered, and concentrated. The resulting oil was dissolved in methanol (100 mL) and treated with 50% aqueous KOEta (250 mL) at room temperature. After 2 hours, the reaction mixture was concentrated, dissolved in CHCl3 and extracted with IM HCl. The aqueous layer was basified with NaOH and extracted with CHCl3. The combined organics were dried over sodium sulfate, filtered, and concentrated to yield the title compound (3.5 g) as a waxy solid. | |
500 mg | With copper; In dimethyl sulfoxide; | 50mL reaction flask, adding 360mg (5.6mmol) copper powder, vacuuming for three times, then injecting 10mL dimethyl sulfoxide, 477mg (2mmol) p-chloroiodobenzene, 609mg (3mmol) ethyl bromodifluoroacetate, 80 C The reaction was carried out overnight, and the temperature was reduced to room temperature, and extracted with 50 mL of ethyl acetate, washed with saturated sodium chloride and dried over anhydrous sodium sulfate.Rotary evaporation to remove the solvent A mixture of ethyl 2-(4-chlorophenyl)-2,2-difluoroacetate, a yellow liquid, 500 mg. Used directly in the next step of the reaction. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
61% | a) (4-Chloro-phenyl)-propynoic acid ethyl ester (Va) Under argon atmosphere, a four neck flask was charged with 1-chloro-4-iodo-benzene (130.0 g, 0.55 mol), bis(triphenylphosphine) palladium(II) chloride (7.57 g, 10.8 mmol, 2 mol %), copper(I) iodide (4.19 g, 22.0 mmol, 4 mol %) and dry THF (1.4 l). At r.t., cesium carbonate (355.3 g, 1.09 mol, 2 eq.) was added over 5 min. Afterwards propynoic acid ethyl ester (111.3 ml, 1.09 mol, 2 eq.) was added, and the reaction mixture was stirred overnight at 35 C. An additional portion of propynoic acid ethyl ester (11.1 ml, 0.11 mol, 0.2 eq.) was added, and the reaction was stirred for another 3 h at 35 C. The reaction mixture was evaporated to dryness, and the residue was taken up in toluene (0.5 l) and heptane (1 l). The resulting suspension was stirred at 40 C. for 1 h and filtered over celite. The filtrate was concentrated, and the product purified by silica gel filtration (toluene/heptane 1:2) to yield 72.6 g (61%) of Va as a light yellow solid. | |
With copper(l) iodide; caesium carbonate;bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 35℃; for 41h;Inert atmosphere; | A mixture of 1-chloro-4-iodobenzene (120.4 g, 0.50 mol) and cesium carbonate (352.8 g, 1.0 mol) in tetrahydrofuran (1.275 L) was evaporated and flushed with argon. Then cuprous iodide (3.81 g, 20.0 mmol) and bis(triphenylphosphine)palladium(II) chloride (7.02 g, 10.0 mmol) were added and then ethyl propiolate (100 g, 1.01 mol) was added dropwise over a period of 20 min. The resulting dark brown suspension was stirred for 41 h at 35 C., then filtrated over Hyflo and washed with THF (5 L). The solution was concentrated and treated with toluene /heptane 1:2 (1.5 L) and stirred for 1 h at 45 C. under reduced pressure (250 mbar). The resulting suspension was filtered and the residue was washed with further toluene /heptane 1:2 (1.5 L). The solid was dried affording 181.64 g (MS m/e: 209.0/211.2 [M+H]+) of a dark brown oil as crude product which was used without further purification. | |
With caesium carbonate;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; at 35℃; for 41.3333h;Inert atmosphere; | a) (4-Chloro-phenyl)-propynoic acid ethyl esterA mixture of l-chloro-4-iodobenzene (120.4 g, 0.50 mol) and cesium carbonate (352.8 g, 1.0 mol) in tetrahydrofuran (1.275 L) was evaporated and flushed with argon. Then cuprous iodide (3.81 g, 20.0 mmol) and bis(triphenylphosphine)palladium(II) chloride (7.02 g, 10.0 mmol) were added and then ethyl propiolate (100 g, 1.01 mol) was added dropwise over a period of 20 min. The resulting dark brown suspension was stirred for 41 h at 35 C, then filtrated over Hyflo and washed with THF (5 L). The solution was concentrated and treated with toluene/heptane 1 :2 (1.5 L) and stirred for 1 h at 45 C under reduced pressure (250 mbar). The resulting suspension was filtered and the residue was washed with further toluene/heptane 1 :2 (1.5 L). The solid was dried affording 181.64 g (MS m/e: 209.0/211.2 [M+H]+) of a dark brown oil as crude product which was used without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44% | With copper(l) iodide; N,N-dimethylethylenediamine; cesium fluoride; In tetrahydrofuran; at 85℃; for 18h;Inert atmosphere; | Synth es is of 1-(4-Ch loro-phenyl)-1H-indole-6-carboxylic acid Methyl Es ter (XIV): To a mixture of XIII (5 g, 0.028 mol), 4-chloro-iodobenzene (8.2 g, 0.034 mol), copper(I) iodide (0.27 g, 1.42 mmol), cesium fluoride (10.8 g, 71.3 mmol), and anhydrous tetrahydrofuran (100 mL) being maintained under a nitrogen atmosphere was added N,N-dimethyl ethylenediamine (0.4 mL, 2.85 mmol). The reaction mixture w as heated at 85 C for 18 h and 10 then allow ed to cool to room temperature. The reaction mixture was poured onto cold water (250 mL) and the mixture was extracted with ethyl acetate (2 x 250 mL). The organic layer was was hed with brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to obtain the crude product mixture. The crude product was purified by column chromatography on 100-200 mesh s ilica gel using an ethyl acetate-hexanes gradient 15 as the eluant to afford XIV (3.5 g, 44%) as a w hite solid. 1H NMR (400 MHz, CDCl3): δ 8.19 107 of 363 {//-- DRAFT --//4069/3020WO/00228726/v2} 4069.3020 WO (brs, 1H), 7.86 (dd, J= 8.3, 1.4 Hz, 1H), 7.69 (d, J= 8.3 Hz, 1H), 7.54-7.50 (m, 2H), 7.42-7.48 (m, 3H), 6.72 (dd, J= 3.2, 0.72 Hz, 1H), 3.90 (s, 3H); MS (ESI, positive mode) m/z 286 (MH+, 35/37Cl). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With copper(l) iodide; potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 8h;Inert atmosphere; | [000393j To a solution of Compound 1A (0.5 g, 4.3 mmol) in DMF (20 mL) was added 1-chloro-4-iodobenzene (1.0 g, 4.3 mmol), Cul (100mg, 0.5 mmol) and K2C03 (1.2 g, 8.6 mmol). The mixture was stirred for 8 h at 100 C under N2. The mixture was diluted with aq NH4C1 (40 mL), extracted with ethyl acetate (50 mL x 2), washed with brine (100 mL x 2), and evaporated. The crude product was purified by silica gel column chromatography (methanol in dichloromethane, 10% v/v) to give Compound lB. LC-MS (mlz): 224 [M-lf. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84% | With potassium phosphate; silver(I) acetate; palladium diacetate; trifluoroacetic acid; In 1,2-dichloro-ethane; at 80 - 90℃; | Embodiment 34-chloro -2 the same-acetamido [...] synthesis ofTo 10 ml reaction flask by adding 3-bromo(acetylaniline)(0.2mmol, 42 . 81 mg), palladium acetate (0.002mmol, 0 . 45 mg), 4- chloroiodobenzene (0.22mmol, 52 . 46 mg), K3PO4(0.6mmol, 127 . 36 mg), silver acetate (0.3mmol, 50 . 07 mg), TFA (0.1mmol) and DCE (2 ml), for 90 C reaction under the conditions, the TLC reaction monitoring, when the temperature is reduced to the room temperature, adding phenylo boric acid (1.2mmol, 29 . 26 mg) with the ligand two phenol (0.004mmol, 1 . 07 mg), 80 C to continue reaction, the end point of the detection reaction TLC. When the reaction to room temperature, add 5 ml ethyl ether, the reaction solution is poured into the separatory funnel, using 5 ml ethyl ether washing reaction bottle, and then merged into the separatory funnel in ethyl ether, is added to the separatory funnel in 10 ml saturated NaCl solution, oscillating, liquid, so then to 10 ml × 2 of ethyl ether extraction, combined with the phase, adding anhydrous sodium sulfate for drying, filtering, vacuum screwed out of the solvent, with petroleum ether and ethyl acetate 3:1(v/v) as the mobile phase, rapid column separation, get the pure product white solid 4-chloro -2 the three-acetamido [...] biphenyl, yield 84.0%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84.5% | With potassium phosphate; silver(I) acetate; palladium diacetate; trifluoroacetic acid; In 1,2-dichloro-ethane; at 80 - 90℃; | Example 84-chloro -4 the [...] -trifluoromethyl -2'-acetamido terphenyl synthesis ofTo 10 ml reaction flask by adding 3-bromo(acetylaniline) (0.2mmol, 42 . 81 mg), palladium acetate (0.002mmol, 0 . 45 mg), 4-chloroiodobenzene (0.22mmol, 52 . 46 mg), K3PO4 (0.6mmol, 127 . 36 mg), silver acetate (0.3mmol, 50 . 07 mg), TFA (0.1mmol) and DCE (2 ml), for 90 C reaction under the conditions, the TLC reaction monitoring, when the temperature is reduced to the room temperature, by adding 4-trifluoromethylboronic acid (1.2mmol, 45 . 58 mg) with the ligand diphenol (0.004mmol, 1 . 07 mg), 80 C to continue reaction, the end point of the detection reaction TLC. When the reaction to room temperature, add 5 ml ethyl ether, the reaction solution is poured into the separatory funnel, using 5 ml ethyl ether washing reaction bottle, and then merged into the separatory funnel in ethyl ether, is added to the separatory funnel in 10 ml saturated NaCl solution, oscillating, liquid, so then to 10 ml × 2 of ethyl ether extraction, combined with the phase, adding anhydrous sodium sulfate for drying, filtering, vacuum screwed out of the solvent, with petroleum ether and ethyl acetate 4:1(v/v) as the mobile phase, rapid column separation, get the pure product white solid 4-chloro -4 the [...] -trifluoromethyl -2'-acetamide base three biphenyltetrazole, yield 84.5%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; caesium carbonate; In N,N-dimethyl-formamide; at 100℃; for 2h; | General procedure: A solution of <strong>[57090-88-7]4-cyano-1H-imidazole</strong> (1000 mg, 10.74 mmol), 4-iodo -2-(trifluoromethyl)pyridine (3800 mg,14 mmol), (1R,2R)-N1,N2-dimethyl cyclohexane -1,2-diamine (150 mg, 1.07 mmol), CuI (200 mg, 1.07 mmol) and Cs2CO3 (7000 mg, 21.5 mmol) in 20 mL anhydrous DMF was stirred at 100 oC for 2 hours. The reaction mixture was cooled to room temperature and poured into 200 mL water. The mixture was extracted with ethyl acetate (80 mL*3). The organic layer were combined, washed by brine, dried by Na2SO4 and evaporated. The crude product was purified by silica flash column to afford compound 2 as white solid(1.5 g, 59percent yield). |
Tags: 637-87-6 synthesis path| 637-87-6 SDS| 637-87-6 COA| 637-87-6 purity| 637-87-6 application| 637-87-6 NMR| 637-87-6 COA| 637-87-6 structure
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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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