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CAS No. : | 21658-35-5 | MDL No. : | MFCD00092742 |
Formula : | C13H12O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | IZOYTDIICIICBE-UHFFFAOYSA-N |
M.W : | 200.23 | Pubchem ID : | 238676 |
Synonyms : |
|
Num. heavy atoms : | 15 |
Num. arom. heavy atoms : | 10 |
Fraction Csp3 : | 0.15 |
Num. rotatable bonds : | 3 |
Num. H-bond acceptors : | 2.0 |
Num. H-bond donors : | 1.0 |
Molar Refractivity : | 60.3 |
TPSA : | 37.3 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -5.15 cm/s |
Log Po/w (iLOGP) : | 1.83 |
Log Po/w (XLOGP3) : | 3.34 |
Log Po/w (WLOGP) : | 2.86 |
Log Po/w (MLOGP) : | 2.92 |
Log Po/w (SILICOS-IT) : | 3.04 |
Consensus Log Po/w : | 2.8 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.56 |
Log S (ESOL) : | -3.48 |
Solubility : | 0.0662 mg/ml ; 0.00033 mol/l |
Class : | Soluble |
Log S (Ali) : | -3.8 |
Solubility : | 0.0317 mg/ml ; 0.000158 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -4.26 |
Solubility : | 0.011 mg/ml ; 0.0000548 mol/l |
Class : | Moderately soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.1 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-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 |
---|---|---|
80% | at 20℃; | In a flask equipped with a mechanical stirrer to the Eaton's reagent prepared from 165.0 g of P4O10 and 840 ml of methanesulfonic acid 144.0 g (ca. 720 mmol) of 3-(naphthalen-2- yl)propanoic acid was added portionwise at room temperature. The formed mixture was stirred overnight, then poured into 2 L of ice-cold water. Crude product was extracted with 3 x 500 ml of dichloromethane. The combined extract was washed with aqueous K2CO3, dried over Na2S04, and then evaporated to dryness. The residue was subjected to flash chromatography using 600 ml of silica gel 60 (40-653 urn) and mixture of hexane and dichloromethane in the ratio 1 :1 as eluent to give 105.0 g (80percent) of the title product as a brownish solid. Anal. calc. for C13H10O: C, 85.69; H, 5.53. Found: C, 85.98; H, 5.75. 1H NMR (CDCIs): 5 9.12 (d, J = 8.5 Hz, 1 H), 7.93 (d, J = 8.3 Hz, 1 H), 7.81 (d, J = 8.1 Hz, 1 H), 7.61 (ddd, J = 8.3 Hz, J = 7.1 Hz, J = 1.2 Hz, 1 H), 7.50 (ddd, J = 8.1 Hz, J = 7.1 Hz, J = 1 .0 Hz, 1 H), 7.39 (d, J = 8.3 Hz, 1 H), 3.12-3.04 (m, 2H), 2.75-2.65 (m, 2H). 13C{1H} NMR (CDCIs): 5207.26, 158.26, 135.47, 132.41 , 130.81 , 129.23, 128.65, 127.90, 126.39, 123.87, 123.76, 36.73, 25.99 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | 2-naphthalenepropanoic acid (3): A mixture of 3-(2-naphthyl)acrylic acid (1, 1 g, 0.54 mmol, Lancaster- Alfa Aesar) and 10% Pd-C (100 mg) in ethanol (20 mL) was treated with 20% aqueous NaOH (5ml) and stirred under hydrogen (1 atm) for 48 h. The mixture was filtered, the filtrate was acidified with IN HCl, and extracted with EtOAc (250 ml) to afford compound 3 (710mg, 70%) which was used for next step without further <n="47"/>purification: 1H NMR (500 MHz, DMSO-d6): delta 2.64 (t, 2H, J= 7.8), 2.99 (t, 2H, J= 7.8), 7.41 - 7.49 (m, 3H), 7.72 (s, IH), 7.82 - 7.87 (m, 3H), 12.16 (br s, IH). | |
With hydrogen;palladium over charcoal; In ethanol; ethyl acetate; for 18h; | To a solution of 3-(2-naphthyl)acrylic acid (1.5 g, 7.56 mmol) in 1:1 ethanol-ethyl acetate (50 mL) was added Pd/C and the resulting mixture stirred under a H2 balloon for 18 h. The reaction mixture was filtered through celite, and concentrated in vacuo to give the desired saturated naphthyl acid as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With thionyl chloride; In toluene; for 2h;Heating / reflux; | Commercially available 4-chloronicotinic acid (1 g, 6.36 mmol) was combined with 30% ammonia in water (20 mL) in an autoclave, and the reaction mixture was heated at 180 0C for 6 h. The mixture was cooled to room temperature, concentrated until a light yellow solid precipitated from solution, and then the 4-aminomcotmic acid product was filtered pure. 3(2-Naphthyl)propiomc acid (20 mg, 0.10 mmol), prepared by hydrogenation of commercially available 3(2-naphthyl)acryhc acid, was diluted into toluene (2 mL) and treated with thionyl chloride (0.2 mL). The reaction mixture was heated at reflux for 2 h, cooled to room temperature, and concentrated in vacuo several times from toluene (azeotrope water). The residue was re-dissolved in toluene (2 mL), and treated with the 4-aminonicotinic acid intermediate (14 mg, 1.0 mmol). The reaction mixture was refluxed for 2 h, cooled to room temperature, and concentrated in vacuo. The residue was purified by RPHPLC to provide the desired product: 1H NMR (DMSO-d6, 500 MHz) delta 9.07 (s, 1H), 8.64 (dd, 2H), 7.85 (q, 2H), 7.76 (s, 1H), 7.46 (m, 4H), 3.13 (t, 2H), 2.97 (t, 2H); LCMS m/z 321 (M++1). | |
With thionyl chloride; at 70℃; for 2.5h;Inert atmosphere; | (a) Neat diacid 8 (5.09 g, 20.8 mmol) was heated to 160 Cuntilno furtherevolution of gas wasobserved(approx. 1.5 hours). After cooling to room temperature <strong>[21658-35-5]3-(naphthalen-2-yl)propanoic acid</strong> (S2) was recovered as an o-white solid (4.11 g, 98.6%),. for C13H11O[M-OH]+:183.0810; Found 183.0816. (b) Crude monoacid (23.9 g, 119 mmol, 1.00 equiv) from (a) was dissolved in SOCl2 (87.0 mL, 1.20 mol, 10.0 equiv) and heated to 70 C for 2.5 hours. After cooling to room temperature, excess SOCl2 was removed in vacuo to aord the desired acid chloride as a white solid that was used immediately without further purication. (c) To the same ask, CH2Cl2 (595 mL) was added and the resulting solution was cooled to -78 C. AlCl3 (17.4 g, 131 mmol, 1.10 equiv) was added under a stream of nitrogen. The reaction mixture was warmed to room temperature, stirred for an additional hour, and then quenched by the careful addition of crushed ice chips. Aqueous 1N HCl (500 mL) was added and the solution was transferred to a separatory funnel. The product was extracted with CH2Cl2 (3 x 300 mL), dried over MgSO4, ltered through a pad of CeliteR 545 topped with a thin layer of silica gel, and concentrated to aord the desired cyclopentanone 7 as a white solid (16.6 g, 76.4%, two steps), | |
With thionyl chloride; In toluene; for 4h;Heating / reflux; | EXAMPLE l; To a solution of 3-(2-naphthyl) acrylic acid (1.5 g, 7.56 mmol) in 1:1 ethanol-ethyl acetate (50 mL) was added Pd/C and the resulting mixture stirred under a H2 balloon for 18 hours. The <n="31"/>reaction mixture was filtered through celite, and concentrated in vacuo to give the desired propionic acid as a white solid. A solution of this acid (197mg, 1.0 mmol) and thionyl chloride (0.7mL) in toluene (5mL) was heated at reflux for 4h, cooled, concentrated in vacuo, and the excess thionyl chloride removed by azeotrope with toluene (3 X 3mL). The yellow oil was diluted into toluene (3mL), and combined with the requisite thiophene amino ester (52mg, 0.33mmol) as shown in Scheme 1. The reaction mixture was heated (microwave, 300W) for lOmin at 150 0C, cooled, concentrated in vacuo, and the residue purified by preparative RPHPLC. The methyl ester (34mg, 0.1 mmol) was saponified at room temperature using excess IN aqueous lithium hydroxide in (3:1 :1) THF-methanol-water. The reaction mixture was concentrated in vacuo to remove volatiles, acidified with IN aqueous HCl to pH=7, and purified by preparative RPHPLC. 1H NMR (acetone-dbeta, 500 MHz) delta 10.3 (IH, s), 8.14 (IH, d), 7.83 (4H, m), 7.75 (IH, d), 7.46 (3H, m), 3.22 (2H, t), 2.91 (2H, t); LCMS m/z 326 (M+l). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogen;palladium over charcoal; In methanol; dichloromethane; under 760.051 Torr; for 12h; | Commercially available 3(2-naphthyl)acrylic acid (5 g) in 50 mL of (1 :1) methanol- methylene chloride was treated with catalytic palladium on carbon, and hydrogenated at 1 atmosphere with a hydrogen-filled balloon for 12 h. The reaction mixture was filtered over celite and concentrated in vacuo to provide the clean crude acid. This intermediate (1 g, 5 mmol) in diethyl ether (100 mL) was added dropwise to a solution of lithium aluminum hydride (380 mg, 10 mmol) in 100 mL of anhydrous diethyl ether under nitrogen atmosphere. The reaction mixture was aged for 12 h, quenched with aqueous Rochelle salt, stirred for an additional 2 h, partitioned between saturated aqueous NaHCO3 and diethyl ether, the organic phase was separated and dried over anhydrous sodium sulfate, and then evaporated under reduced pressure to provide the crude alcohol product. This alcohol (1.0 g, 5.4 mmol) was oxidized directly with iodobenzene diacetate (1.7 g, 5 9 mmol) and catalytic TEMPO (10%) in methylene chlo?de solvent (30 mL). After 2 h, the reaction mixture was quenched with aqueous sodium thiosulfate, partitioned with methylene chloride, the organic phase washed with aqueous NaHCO3, and the organic phase concentrated in vacuo to provide the clean aldehyde product as an oil. This crude aldehyde intermediate (240 mg, 1.3 mmol) was combined with methyl (triphenylphosphoranylidene) acetate (650 mg, 1.94 mmol) in toluene (5 mL), and the reaction mixture heated at reflux for 2 h. The mixture was concentrated m vacuo to a residue which was purified by flash column chromatography (SiO2, EtOAc/hexanes) to give the desired methyl enoate. This intermediate was then treated with catalytic palladium on carbon in methanol (10 mL), and hydrogenated at 1 atmosphere with a hydrogen- filled balloon for 4 h. The reaction mixture was filtered over celite and concentrated in vacuo to provide the clean crude ester which was dissolved in (3 : 1 : 1) THF-MeOH-H2O (10 mL), treated with aqueous 1N NaOH (2.6 mL), aged for 6 h, the mixture acidified and extracted with diethyl ether. The organic phase was concentrated m vacuo to provide the clean acid, which is defined as Compound B in Scheme 2. Compound B (50 mg, 0.22 mmol) was converted into EXAMPLE 4 in a manner similar to EXAMPLE 1 and illustrated in Scheme 1 using anthranihc acid directly m the amide coupling reaction. The product was purified via preparative RPHPLC to give the desired product. 1H NMR (CDCl3, 500 MHz) delta 8.78 (d, 1H), 8.12 (d, 1H), 7.81(d, 1H), 7.77 (d, 2H), 7.65(s, 1H), 7 62(t, 1H), 7 43(m, 2H), 7.35 (d, 1H), 7.14 (t, 1H), 2.87 (t, 2H), 2 53 (t, 2H), 1.86 (m, 4H); LCMS m/z 346 (M+-1) | |
With hydrogen;palladium on activated charcoal; In ethanol; ethyl acetate; for 18h;Product distribution / selectivity; | EXAMPLE l; To a solution of 3-(2-naphthyl) acrylic acid (1.5 g, 7.56 mmol) in 1:1 ethanol-ethyl acetate (50 mL) was added Pd/C and the resulting mixture stirred under a H2 balloon for 18 hours. The <n="31"/>reaction mixture was filtered through celite, and concentrated in vacuo to give the desired propionic acid as a white solid. A solution of this acid (197mg, 1.0 mmol) and thionyl chloride (0.7mL) in toluene (5mL) was heated at reflux for 4h, cooled, concentrated in vacuo, and the excess thionyl chloride removed by azeotrope with toluene (3 X 3mL). The yellow oil was diluted into toluene (3mL), and combined with the requisite thiophene amino ester (52mg, 0.33mmol) as shown in Scheme 1. The reaction mixture was heated (microwave, 300W) for lOmin at 150 0C, cooled, concentrated in vacuo, and the residue purified by preparative RPHPLC. The methyl ester (34mg, 0.1 mmol) was saponified at room temperature using excess IN aqueous lithium hydroxide in (3:1 :1) THF-methanol-water. The reaction mixture was concentrated in vacuo to remove volatiles, acidified with IN aqueous HCl to pH=7, and purified by preparative RPHPLC. 1H NMR (acetone-dbeta, 500 MHz) delta 10.3 (IH, s), 8.14 (IH, d), 7.83 (4H, m), 7.75 (IH, d), 7.46 (3H, m), 3.22 (2H, t), 2.91 (2H, t); LCMS m/z 326 (M+l). | |
With hydrogen;palladium on activated charcoal; In methanol; dichloromethane; under 760.051 Torr; for 12h;Product distribution / selectivity; | EXAMPLE 12; Commercially available 3(2-naphthyl)acrylic acid (5 g) in 50 mL of (1:1) methanol- methylene chloride was treated with catalytic palladium on carbon, and hydrogenated at 1 atmosphere with a hydrogen-filled balloon for 12 h. The reaction mixture was filtered over celite and concentrated in0 vacuo to provide the clean crude acid. This intermediate (1 g, 5 mmol) in diethyl ether (100 mL) was added dropwise to a solution of lithium aluminum hydride (380 mg, 10 mmol) in 100 mL of anhydrous diethyl ether under nitrogen atmosphere. The reaction mixture was aged for 12 h, quenched with aqueous Rochelle salt, stirred for an additional 2 h, partitioned between saturated aqueous NaHCO3 and diethyl ether, the organic phase was separated and dried over anhydrous sodium sulfate, and then5 evaporated under reduced pressure to provide the crude alcohol product. This alcohol (1.0 g, 5.4 mmol) was oxidized directly with iodobenzene diacetate (1.7 g, 5.9 mmol) and catalytic TEMPO (10%) in methylene chloride solvent (30 mL). After 2 h, the reaction mixture was quenched with aqueous sodium thiosulfate, partitioned with methylene chloride, the organic phase washed with aqueous NaHCO3, and the organic phase concentrated in vacuo to provide the clean aldehyde product as an oil. This crude0 aldehyde intermediate (240 mg, 1.3 mmol) was combined with methyl (triphenylphosphoranylidene) acetate (650 mg, 1.94 mmol) in toluene (5 mL), and the reaction mixture heated at reflux for 2 h. The mixture was concentrated in vacuo to a residue which was purified by flash column chromatography (SiO2, EtOAc/hexanes) to give the desired methyl enoate. This intermediate was then treated with catalytic palladium on carbon in methanol (10 mL), and hydrogenated at 1 atmosphere with a hydrogen-5 filled balloon for 4 h. The reaction mixture was filtered over celite and concentrated in vacuo to provide the clean crude ester which was dissolved in (3:1:1) THF-MeOH-H2O (10 mL), treated with aqueous IN NaOH (2.6 mL), aged for 6 h, the mixture acidified and extracted with diethyl ether. The organic phase was concentrated in vacuo to provide the clean acid, which is defined as Compound 13 in Scheme 4. This intermediate acid was converted into EXAMPLE 12 in a manner similar to the Examples above. i0 The compound was purified via preparative RPHPLC to give the desired product. 1H NMR (CD3OD, 500 MHz) delta 10.42 (s, IH), 7.99 (d, IH), 7.78 (d, IH), 7.76 (d, 2H), 7.65 (d, IH), 7.64 (s, IH), 7.41(m, 2H), 7.35 (dd, IH), 2.84 (t, 2H), 2.51 (t, 2H), 1.80 (m, 4H); LCMS m/z 354 (M+l). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With lithium aluminium tetrahydride; In diethyl ether; for 12h; | Commercially available 3(2-naphthyl)acrylic acid (5 g) in 50 mL of (1 :1) methanol- methylene chloride was treated with catalytic palladium on carbon, and hydrogenated at 1 atmosphere with a hydrogen-filled balloon for 12 h. The reaction mixture was filtered over celite and concentrated in vacuo to provide the clean crude acid. This intermediate (1 g, 5 mmol) in diethyl ether (100 mL) was added dropwise to a solution of lithium aluminum hydride (380 mg, 10 mmol) in 100 mL of anhydrous diethyl ether under nitrogen atmosphere. The reaction mixture was aged for 12 h, quenched with aqueous Rochelle salt, stirred for an additional 2 h, partitioned between saturated aqueous NaHCO3 and diethyl ether, the organic phase was separated and dried over anhydrous sodium sulfate, and then evaporated under reduced pressure to provide the crude alcohol product. This alcohol (1.0 g, 5.4 mmol) was oxidized directly with iodobenzene diacetate (1.7 g, 5 9 mmol) and catalytic TEMPO (10%) in methylene chlo?de solvent (30 mL). After 2 h, the reaction mixture was quenched with aqueous sodium thiosulfate, partitioned with methylene chloride, the organic phase washed with aqueous NaHCO3, and the organic phase concentrated in vacuo to provide the clean aldehyde product as an oil. This crude aldehyde intermediate (240 mg, 1.3 mmol) was combined with methyl (triphenylphosphoranylidene) acetate (650 mg, 1.94 mmol) in toluene (5 mL), and the reaction mixture heated at reflux for 2 h. The mixture was concentrated m vacuo to a residue which was purified by flash column chromatography (SiO2, EtOAc/hexanes) to give the desired methyl enoate. This intermediate was then treated with catalytic palladium on carbon in methanol (10 mL), and hydrogenated at 1 atmosphere with a hydrogen- filled balloon for 4 h. The reaction mixture was filtered over celite and concentrated in vacuo to provide the clean crude ester which was dissolved in (3 : 1 : 1) THF-MeOH-H2O (10 mL), treated with aqueous 1N NaOH (2.6 mL), aged for 6 h, the mixture acidified and extracted with diethyl ether. The organic phase was concentrated m vacuo to provide the clean acid, which is defined as Compound B in Scheme 2. Compound B (50 mg, 0.22 mmol) was converted into EXAMPLE 4 in a manner similar to EXAMPLE 1 and illustrated in Scheme 1 using anthranihc acid directly m the amide coupling reaction. The product was purified via preparative RPHPLC to give the desired product. 1H NMR (CDCl3, 500 MHz) delta 8.78 (d, 1H), 8.12 (d, 1H), 7.81(d, 1H), 7.77 (d, 2H), 7.65(s, 1H), 7 62(t, 1H), 7 43(m, 2H), 7.35 (d, 1H), 7.14 (t, 1H), 2.87 (t, 2H), 2 53 (t, 2H), 1.86 (m, 4H); LCMS m/z 346 (M+-1) | |
EXAMPLE 12Commercially available 3(2-naphthyl)acrylic acid (5 g) in 50 mL of (1:1) methanol- methylene chloride was treated with catalytic palladium on carbon, and hydrogenated at 1 atmosphere with a hydrogen-filled balloon for 12 h. The reaction mixture was filtered over celite and concentrated in0 vacuo to provide the clean crude acid. This intermediate (1 g, 5 mmol) in diethyl ether (100 mL) was added dropwise to a solution of lithium aluminum hydride (380 mg, 10 mmol) in 100 mL of anhydrous diethyl ether under nitrogen atmosphere. The reaction mixture was aged for 12 h, quenched with aqueous Rochelle salt, stirred for an additional 2 h, partitioned between saturated aqueous NaHCO3 and diethyl ether, the organic phase was separated and dried over anhydrous sodium sulfate, and then5 evaporated under reduced pressure to provide the crude alcohol product. This alcohol (1.0 g, 5.4 mmol) was oxidized directly with iodobenzene diacetate (1.7 g, 5.9 mmol) and catalytic TEMPO (10%) in methylene chloride solvent (30 mL). After 2 h, the reaction mixture was quenched with aqueous sodium thiosulfate, partitioned with methylene chloride, the organic phase washed with aqueous NaHCO3, and the organic phase concentrated in vacuo to provide the clean aldehyde product as an oil. This crude0 aldehyde intermediate (240 mg, 1.3 mmol) was combined with methyl (triphenylphosphoranylidene) acetate (650 mg, 1.94 mmol) in toluene (5 mL), and the reaction mixture heated at reflux for 2 h. The mixture was concentrated in vacuo to a residue which was purified by flash column chromatography (SiO2, EtOAc/hexanes) to give the desired methyl enoate. This intermediate was then treated with catalytic palladium on carbon in methanol (10 mL), and hydrogenated at 1 atmosphere with a hydrogen-5 filled balloon for 4 h. The reaction mixture was filtered over celite and concentrated in vacuo to provide the clean crude ester which was dissolved in (3:1:1) THF-MeOH-H2O (10 mL), treated with aqueous IN NaOH (2.6 mL), aged for 6 h, the mixture acidified and extracted with diethyl ether. The organic phase was concentrated in vacuo to provide the clean acid, which is defined as Compound 13 in Scheme 4. This intermediate acid was converted into EXAMPLE 12 in a manner similar to the Examples above. i0 The compound was purified via preparative RPHPLC to give the desired product. 1H NMR (CD3OD, 500 MHz) delta 10.42 (s, IH), 7.99 (d, IH), 7.78 (d, IH), 7.76 (d, 2H), 7.65 (d, IH), 7.64 (s, IH), 7.41(m, 2H), 7.35 (dd, IH), 2.84 (t, 2H), 2.51 (t, 2H), 1.80 (m, 4H); LCMS m/z 354 (M+l). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Ca. 99% | With water; potassium hydroxide; In ethanol; for 4h;Reflux; | To a rapidly stirred mixture of 212.9 g (0.71 mol) of diethyl 2-(naphthalen-2-ylmethyl)malo- nate and 200 ml of ethanol a solution of 1 19 g (2.13 mol) of KOH in 300 ml of water was added dropwise. The obtained mixture was refluxed for 4 h to saponificate the ester. Ethanol and water were distilled off until distillation temperature reached 95C, and then 2000 ml of water and 12 M HCI (to pH 1 ) were added to the residue. The formed substituted malonic acid was filtered off, washed by 1 L of water, and then decarboxylated at 180C. This procedure gave 144 g (-99%) of 3-(naphthalen-2-yl)propanoic acid as a brown oil which completely crystallized upon standing at room temperature. NMR (CDCIs): 5 1 1.7 (br.s, 1 H). 7.83-7.72 (m, 3H), 7.64 (s, 1 H), 7.48-7.39 (m, 2H), 7.33 (dd, J = 8.3 Hz, J = 1.2 Hz, 1 H), 3.1 1 (t, J = 7.8 Hz, 2H), 2.77 (t, J = 7.8 Hz, 2H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
a. 3-(2-naphthyl)propionic acid The compound prepared according to Example 1, part (a) was catalytically hydrogenated using 5% palladium on carbon. Mass spectrum: 200 (M+), 155 (M+ --COOH). |
Tags: 21658-35-5 synthesis path| 21658-35-5 SDS| 21658-35-5 COA| 21658-35-5 purity| 21658-35-5 application| 21658-35-5 NMR| 21658-35-5 COA| 21658-35-5 structure
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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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