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Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
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{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 1086-00-6 | MDL No. : | MFCD00962113 |
Formula : | C17H11Cl | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | MVNXSXOJYGSNQZ-UHFFFAOYSA-N |
M.W : | 250.72 | Pubchem ID : | 97581 |
Synonyms : |
|
Chemical Name : | 1-Chloromethylpyrene |
Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P501-P260-P270-P271-P264-P280-P362+P364-P303+P361+P353-P301+P330+P331-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P405 | UN#: | 3261 |
Hazard Statements: | H302+H312+H332-H314 | Packing Group: | Ⅱ |
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 |
---|---|---|
72% | With silver(l) oxide In acetonitrile at 20℃; for 47h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With silver(l) oxide In acetonitrile at 20℃; for 6h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
40% | With magnesium In toluene for 48h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | With sodium hydride In N,N-dimethyl-formamide at 80 - 90℃; for 3h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | With sodium hydride In N,N-dimethyl-formamide at 80 - 90℃; for 3h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
42% | With sodium hydride In benzene 1.) 30 min, 2.) reflux, 18 h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
38% | With sodium hydride In benzene 1.) 30 min, 2.) reflux, 18 h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
31% | With sodium hydride In toluene 1.) 80 deg C, 2.) reflux, 24 h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
28% | With sodium hydride In toluene 1.) 80 deg C, 2.) reflux, 24 h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine In toluene |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With 18-crown-6 ether; potassium carbonate In tetrahydrofuran; acetonitrile for 20h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
46% | With triethylamine In N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | With triethylamine In N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | With triethylamine In benzene Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
37% | With triethylamine In benzene Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | Stage #1: 1-chloromethylpyrene; 1,2-O-isopropylidene-D-glycerol With potassium hydroxide In toluene Stage #2: With water; acetic acid at 20℃; Further stages.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With 18-crown-6 ether; potassium carbonate In tetrahydrofuran; acetonitrile for 24h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | With potassium hydroxide In toluene for 24h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With triethylamine In toluene at 20℃; for 20h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63% | Stage #1: 4,4'-dimethyl-2,2'-bipyridines With lithium diisopropyl amide In tetrahydrofuran at -10℃; for 0.833333h; Stage #2: 1-chloromethylpyrene In tetrahydrofuran at 20℃; for 20h; Further stages.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | With potassium iodide In acetonitrile at 20℃; for 48h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
23% | With sodium hydride In N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44% | With sodium hydride In N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | With potassium fluoride In N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With potassium fluoride In N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With potassium fluoride In N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With potassium fluoride In N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 96 percent / K2CO3; 18-crown-6 / tetrahydrofuran; acetonitrile / 24 h / Heating 2: 87 percent / NaH / tetrahydrofuran / 24 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: NaBH4 / CHCl3; ethanol 2: SOCl2 / pyridine; diisopropyl ether | ||
Multi-step reaction with 2 steps 1: 86 percent / NaBH4 / ethanol / 6 h / Ambient temperature 2: 96 percent / SOCl2 / benzene / Ambient temperature | ||
Multi-step reaction with 2 steps 1: NaBH4 2: 85 percent / PCl3 |
Multi-step reaction with 2 steps 1: 81 percent / lithium tetrahydridoaluminate / tetrahydrofuran / 24 h / Ambient temperature 2: 97 percent / HCl (gas), sodium sulfate / toluene / 5 h | ||
Multi-step reaction with 2 steps 1: 83 percent / NaBH4 / dimethylformamide 2: 84 percent / SOCl2 / benzene | ||
Multi-step reaction with 2 steps 1: 87 percent / NaBH4 / tetrahydrofuran / Ambient temperature 2: SOCl2, pyridine / CH2Cl2 / Ambient temperature | ||
Multi-step reaction with 2 steps 1: LiAlH4 2: HCl; benzene | ||
Multi-step reaction with 2 steps 1: aluminium isopropylate; isopropyl alcohol 2: PCl3; benzene | ||
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C 2: pyridine; thionyl chloride / dichloromethane / 7 h / -10 °C / Inert atmosphere | ||
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / ethanol / 5 h / 20 °C 2: thionyl chloride; pyridine / dichloromethane / 16 h / -10 - 20 °C | ||
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / ethanol / 12 h / 20 °C 2: thionyl chloride / toluene / 24 h / 20 °C | ||
With hydrogenchloride In tetrahydrofuran; water | ||
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / ethanol 2: thionyl chloride / toluene |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: Et3N / toluene 2: HCl / methanol |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 71 percent / NaH / dimethylformamide / 3 h / 80 - 90 °C 2: 89 percent / TFA / CH2Cl2 / 4 h / Ambient temperature 3: 56 percent / Et3N / toluene 4: 84 percent / H2 / Pd/C / tetrahydrofuran; methanol / 4 h / Ambient temperature |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium <i>tert</i>-butylate; triethyl phosphite In methanol; hexane; N,N-dimethyl-formamide | S.1 ›Synthesis of 4-(β-1-pyrenylvinyl)-4'-styryltriphenylamine (tertiary amine compound No.[4)] SYNTHESIS EXAMPLE 1 ›Synthesis of 4-(β-1-pyrenylvinyl)-4'-styryltriphenylamine (tertiary amine compound No.[4)] 45.6 g (0.18 mol) of 1-chloromethylpyrene was added to 180 g (1.08 mol) of triethyl phosphite, and the mixture was stirred at 140° C. for 5 hours. The mixture was cooled to 50° C., and 200 ml of hexane was added thereto. After the mixture was ice-cooled, the resulting crystals were obtained by filtration, washed with hexane and then recrystallized from a mixed solvent of ethyl acetate and hexane. Thus, 52.4 g of diethyl 1-pyrenylmethyl phosphonate was obtained in a yield of 81.8%. The melting point of the above-mentioned compound was 115.0° to 116.0° C. A mixture of 17.6 g (0.05 mol) of the above obtained diethyl 1-pyrenylmethyl phosphonate and 18.7 g (0.05 mol) of 4-formyl-4'-styryltriphenylamine was added to 250 ml of N,N-dimethylformamide, and the thus obtained mixture was cooled to 10° C. or less. After 6.8 g (0.06 mol) of potassium tert-butoxide was added to the above mixture with the temperature being maintained at 10° C. or less, the mixture was heated to room temperature and stirred for one hour. The reaction mixture was added to 500 ml of methanol, and the resulting crystals were obtained by filtration. The crystals thus obtained were thoroughly washed with methanol, and recrystallized from toluene three times, so that 11.4 g of 4-(β-1-pyrenylvinyl)-4'-styryltriphenylamine was obtained in a yield of 39.9%. The melting point of the above-mentioned compound was 278.0° to 279.0° C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
0.26 g | With tetra-(n-butyl)ammonium iodide; potassium carbonate; potassium iodide In acetonitrile Reflux; | 1.3. Chemosensors 4 To a solution of SAC 3 (0.26 g, 0.65 mmol) in acetonitrile were added compound 2 (2.5 equiv, 0.41 g), t-BuNI (1 equiv, 0.24 g), KI (5 equiv, 0.54 g), and K2CO3 (4.0 equiv, 0.36 g). After the solution was stirred overnight at reflux, the mixture was concentrated, and then dissolved in CH2Cl2-H2O containing a drop of NaOH (1 M). The solution was extracted by CH2Cl2, filtered, concentrated, and purified by chromatography (EtOAc-MeOH 1:1 to EtOAc-MeOH 20:1) to give 4 (0.26 g, 48%) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
38% | With caesium carbonate In N,N-dimethyl-formamide for 72h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
46% | With triethylamine In tetrahydrofuran; 1,2-dichloro-ethane at 80℃; for 48h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
52% | With sodium iodide In tetrahydrofuran at 100℃; for 2h; Microwave irradiation; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | With sodium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.75h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45% | In toluene for 24h; Reflux; | |
45% | In toluene for 24h; Reflux; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
24% | With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 14h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
2.1 g | With sodium hydroxide In toluene at 0℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | With triethylamine In N,N-dimethyl-formamide at 20℃; for 17h; Inert atmosphere; | 2′-Deoxy-2′-S-(pyren-1-yl)methyl-2′-thiouridine (2). To a flame-dried round-bottomed flaskflushed with argon, was added nucleoside 1S1 (250 mg, 0.96 mmol), 1-pyrenylmethyl chloride (360mg, 1.44 mmol), anhydrous DMF (6 mL), and anhydrous Et3N (200 μL, 1.44 mmol). The reactionmixture was stirred at room temperature under an argon atmosphere for 17h whereupon it was diluted with EtOAc (100 mL) and washed with brine (2 x 30 mL), saturated aqueous NaHCO3 (30mL) and H2O (30 mL). The organic layer was dried (Na2SO4) and evaporated to dryness. Theresulting residue was purified by silica gel column chromatography (0-7 % MeOH in CH2Cl2, v/v)to afford nucleoside 2 as a pale yellow solid (290 mg, 64%). Rf = 0.3 (10 % MeOH in CH2Cl2);MALDI-HRMS 497.1148 ([M+Na]+, C26H22N2O5SNa+, Calcd. 497.1142); 1H NMR (500 MHz,DMSO-d6) δ 11.40 (br s, 1H, ex, NH), 8.37-8.40 (d, 1H, J = 9.3 Hz, Py), 8.28-8.31 (2d, 2H, J =7.8 Hz, 7.5 Hz, Py), 8.21-8.24 (d, 1H, J = 9.3 Hz, Py), 8.18-8.21 (d, 1H, J = 7.8 Hz, Py), 8.15-8.18(d, 1H, J = 9.1 Hz, Py), 8.12-8.15 (d, 1H, J = 9.1 Hz, Py), 8.06-8.10 (t, 1H, J = 7.5 Hz, Py), 7.94-7.97 (d, 1H, J = 7.8 Hz, Py), 7.79 (d, 1H, J = 8.3 Hz, H6), 6.21 (d, 1H, J = 8.5 Hz, H1′), 5.72 (d,1H, ex, J = 5.5 Hz, 3′-OH), 5.53 (d, 1H, J = 8.5 Hz, H5), 5.10 (t, 1H, ex, J = 5.2 Hz, 5′-OH), 4.52-4.55 (d, 1H, J = 12.0 Hz, CH2), 4.48-4.51 (d, 1H, J = 12.2 Hz, CH2), 4.25-4.29 (m, 1H, H3′), 3.91-3.94 (m, 1H, H4′), 3.56-3.66 (m, 3H, H2′, H5′); 13C NMR (75.5 MHz, DMSO-d6) δ 162.7, 150.8,140.1 (C6), 131.6, 130.7, 130.3, 130.2, 128.4, 127.9 (Py), 127.4 (Py), 127.3 (Py), 127.1 (Py), 126.3(Py), 125.25 (Py), 125.17 (Py), 124.7 (Py), 124.2, 123.8, 123.5 (Py), 102.3 (C5), 87.6 (C1′), 86.6(C4′), 71.9 (C3′), 61.3 (C5′), 52.5 (C2′), 32.6 (CH2Py). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With potassium fluoride In N,N-dimethyl-formamide at 20℃; for 48h; | Synthesis of Fmoc-Ala-Ala-Pro-Val-OPym 3b The peptide Fmoc-Ala-Ala-Pro-Val-OH 2a (0.135 g,0.23 mmol, 1 equiv) was added to a solution of 1-chloromethylpyrene1b (0.088 g, 0.35 mmol, 1.5 equiv) andpotassium fluoride (0.041 g, 0.70 mmol, 3 equiv) in dryDMF (3 mL). The mixture was stirred at room temperaturefor 48 h. The solid was filtered and the solvent was evaporatedto dryness. The crude solid was purified by silica gelcolumn chromatography using ethyl acetate/petroleumether (4:6) as eluent. The fractions containing the productwere combined and evaporated to dryness and the pyrenelabelledpeptide 3b was obtained as a beige solid (0.118 g,65%). 1H NMR (CDCl3, 400 MHz): δ 0.78-0.83 (6H, m,2 × γ-CH3 Val), 1.33-1.35 (6H, m, 2 × CH3 Ala), 1.90-2.14 (4H, m, H-4 Pro and H-3 Pro), 2.33 (1H, m, β-CHVal), 3.48-3.55 (2H, m, H-5 Pro), 4.53-4.60 (3H, m, α-CHVal, α-CH Ala and H-9 Fmoc),4.64-4.71 (4H, m, α-CHPro, α-CH Ala and CH2 Fmoc), 5.79 (2H, d, J 6.8 Hz, CH2Pym), 7.27-7.38 (4H, m, H-2, H-3, H-6 and H-7 Fmoc),7.68-7.75 (4H, m, H-1, H-4, H-5 and H-8 Fmoc), 7.82(1H, d, J 6.8 Hz, NH), 8.01-8.18 (11H, m, 9 × H-Pym and2 × NH). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | Stage #1: C34H24O4 With sodium hydride In N,N-dimethyl-formamide for 1h; Inert atmosphere; Stage #2: 1-chloromethylpyrene In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | Stage #1: ethyl 3,4,6-tri-O-allyl-1-thio-β-D-glucopyranoside With sodium hydride In N,N-dimethyl-formamide Stage #2: 1-chloromethylpyrene In N,N-dimethyl-formamide at 20℃; for 3h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
30% | Stage #1: bis(2-pyridyl)methane With potassium <i>tert</i>-butylate In tetrahydrofuran at -78℃; for 0.75h; Schlenk technique; Inert atmosphere; Stage #2: 1-chloromethylpyrene In tetrahydrofuran Schlenk technique; Reflux; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | Stage #1: [2,2′-(ethane-1,1-diyl)dipyridine] With potassium <i>tert</i>-butylate In tetrahydrofuran at -78℃; for 0.75h; Schlenk technique; Inert atmosphere; Stage #2: 1-chloromethylpyrene In tetrahydrofuran Schlenk technique; Reflux; Inert atmosphere; |
[ 6586-89-6 ]
1,4-Bis(chloromethyl)naphthalene
Similarity: 1.00
[ 1733-76-2 ]
1,5-Bis(chloromethyl)naphthalene
Similarity: 1.00
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
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P103 | Read label before use |
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P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
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Code | Phrase |
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P350 | Gently wash with plenty of soap and water. |
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P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
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P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
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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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