Tokyo Chemical Industries (TCI) Reagents Guide 8th Edition -Synthestic Organic Chemistry,Materials Chemistry_GH

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How to calculate the bp under atmospheric pressure from bp under reduced pressure Connect a degree on the line C and its corresponding bp on the line A under reduced pressure using a straight line. An intersection found by step on the line B serves as an approximate bp in atmospheric pressure. * This nomograph applies to nonassociated solvent. Since the bp obtained from this nomograph is an approximate value, it is not an exact bp. ReferenceScience of Petroleum, Vol.II. p.1281 (1938). 362
<strong>Organic</strong> Solvents bp°C mp°C d20/4°C Compatibility with Water°C Miscibility with Waterb) weight of solvents Methanol (MeOH) 64.5 -97.7 0.791 a) Ethanol (EtOH) 78.3 -114.5 0.789 78.2(96.0) Propanol (n-PrOH) 97.2 -126.2 0.804 87.7(71.7) Isopropyl Alcohol (i-PrOH) 82.2 -88.0 0.785 80.1(88.0) Butanol (BuOH) 117.7 -88.6 0.810 92.7(57.5) Isobutyl Alcohol (i-BuOH) 107.9 -108 0.802 89.8(67) sec-Butyl Alcohol (s-BuOH) 99.5 -114.7 0.807 87.0(73.2) tert-Butyl Alcohol (t-BuOH) 82.3 25.6 0.781 79.7(88.2) Ethylene Glycol 197.5 -12.6 1.114 a) 1,2-Dimethoxyethane (Glyme) 84.5 -69 0.869 77.4(89.9) Diethyl Ether (Et 2O) 34.4 -116 0.714 34.2(98.7) × c) Diisopropyl Ether (i-Pr 2O) 68.5 -85.5 0.724 62.2(95.5) × Acetic Acid (AcOH) 117.9 16.7 1.050 a) Ethyl Acetate (AcOEt) 77.1 -83.6 0.901 70.4(91.5) × c) Acetic Anhydride (Ac 2O) 140.0 -73.1 1.083 Tetrahydrofuran (THF) 66.0 -108.4 0.889 63.4(93.3) 1,4-Dioxane 101.3 11.8 1.034 87.8(82) Acetone 56.1 -94.7 0.790 a) Ethyl Methyl Ketone 79.6 -86.7 0.805 73.4(88.7) Carbon Tetrachloride (CCl 4) 76.6 -22.8 1.594 66(95.9) × Chloroform (CHCl 3) 61.2 -63.5 1.489 56.1(97.8) × Dichloromethane (CH 2Cl 2) 39.6 -94.9 1.326 38.1(98.5) × 1,2-Dichloroethane (ClCH 2CH 2Cl) 83.5 -35.7 1.252 72(91.8) × Benzene (C 6H 6) 80.1 5.5 0.879 69.3(91.2) × Toluene 110.6 -95.0 0.867 85(79.8) × o-Xylene 144.4 -25.2 0.880 93.5(50.1) × Cyclohexane 80.7 6.7 0.779 69.0(91) × Pentane 36.1 -129.7 0.626 34.6(98.6) × Hexane 68.7 -95.3 0.659 61.6(94.4) × Heptane 98.4 -90.6 0.684 × Acetonitrile (CH 3CN) 81.6 -43.8 0.782 76.7(84.2) Nitromethane (CH 3NO 2) 101.2 -28.6 1.138 83.6(76.4) × Dimethylformamide (DMF) 153 -60.4 0.949 a) Hexamethylphosphoric Triamide (HMPA) 233 7.2 1.027 Triethylamine (Et 3N) 89.6 -114.7 0.728 Pyridine (Py) 115.3 -41.6 0.983 93.6(58.7) Dimethyl Slufoxide (DMSO) 189.0 18.5 1.100 a) Carbon Disulfide (CS 2) 46.2 -111.6 1.263 42.6(97.2) × a)It doesn't form azeotropic mixture b) freely miscible c)highly soluble in water partially miscible × practically immiscible (solubility : less than 1%) Example of combination of recrystallization solvents The crystals are obtained from the solution of single or more than one solvent. In the two solvent system, solvent A and B should be miscible : when solubility is A > B, it is desirable that the boiling point is A < B and the density is A > B. Freezing mixtures Temp. °C Freezing mixtures Temp. °C Ice 0 Ethylene Glycol / CO 2 -15 Ice(100) / NH 4Cl (25) -15 Ice(100) / NaCl(33) -21 Carbon Tetrachloride / N 2 -23 Carbon Tetrachloride / CO 2 -23 Ice(100) / EtOH (100) -30 Acetonitrile / N 2 -41 Ice(100) / CaCl 2 (150) -49 Chloroform / N 2 -63 Chloroform / CO 2 -63 Ethanol / CO 2 -72 Ether / CO 2 -77 Acetone / CO 2 -78 Methanol / N 2 -98 n-Pentane / N 2 -131 N 2 -180 References 1"Yuki Kagaku Jikken no Tebiki 1", editors : T. Goto, T. Shiba, T. Matsuura, Kagaku Dojin 2"Shinhan Kiso Yuki Kagaku Jikken", K. Hata, K. Watanabe, Maruzen 363
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sales@greyhoundchrom.com
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Cyclooctyl group [2+3] cycloadditio
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B2134 B1375 B1123 O Se OH CH3O O
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C0357 O C OOH Cl C2223 CH 3 C OOH C
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T2038 CF 3 Cl Bi Cl CF 3 CF 3 T1957
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O OTBS
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B1139 L0186 L0164 P1719 CH 3 P CH
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T1896 T0661 Si H Si H Si H T0398 T1
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R0128 O O O O Ar= R0135 Ar= Ar2 Cl
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1 1 1 NO 2 NO 2 O
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P1758 Potassium Fluoride 300g P1888
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T1382 Benzyltrimethylammonium Tribr
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O + F 3 C SiMe 3 R 1 R 2 [T1570] I
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3 3 O SO O 2 CF 3 Ph CH 3 Ph N S
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B3920 N N N C H O O0187 OCH 2 CH 3
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Pd-catalyzed Cross-coupling Cyanati
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122 341 1 O t-BuO C KOH C NH , M
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P0403 Phthalimide Potassium Salt 25
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Ph Ph Ph Ph P N P P O P N Ph Ph Ph
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C1500 Cyanomethylenetributylphospho
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B3817 B0832 CH 3 C1988 Cl C0905 N N
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S0836 T1562 T2908 T2929 T2224 F F T
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2002 2002 2003 2004 2004 2007 2003
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A1012 A0862 B2025 B0824 B1206 B1208
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N0701 (4-Nitrobenzyl)triphenylphosp
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D4588 Diethyl (Chloromethyl)phospho
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R CHO Reagent D2547 O ArO ArO P CH
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≈ High reactivity but low stabili
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D Pd II L X palladacycle (stable co
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T1350 Tetrakis(triphenylphosphine)p
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Fe(acac) 3 (5 mol%) (CH 2 ) 5 CH 3
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Liebeskind-Srogl Cross-coupling Rea
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Ar Ar Advantages of vBRIDP ® High
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B1246 1,4-Bis(diphenylphosphino)but
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D3446 CH 3 CH 3 CH 3 N N CH CH Cl 3
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R R X H + or + H M cf. Cross-coupli
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C2461 B1045 CH 2 CH 2 CH 2 CH2 Rh C
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B0034 Nickel(II) Benzenesulfonate H
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I. Ar-H/Ar-X Coupling (Pd, Ni, Cu,
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V0053 CH 2 CHMgBr A0963 Allylmag
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D0223 Dibutyltin Dichloride 25g 500
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B3196 (R,R )-2,2-Bis(diphenylphosph
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B4209 tert-Butyllithium (ca. 18% in
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F0172 Formic Acid Rubidium Salt 5g
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A0244 Aluminum sec-Butoxide 25g 500
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Ph OTMS CHO + HCHO aq. + Yb(OTf) 3
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A0005 B2283 F O F B2281 C0572 C0468
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P0052 Acetylacetone 25mL 500mL A088
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T0147 T1877 CH CH 3 3 N N CH 3 CH 3
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T1358 NH N N HN T1359 NH N N HN T22
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B3502 B3533 B0468 B3859 B2496 O O H
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D1559 D3849 B0985 M2512 M0300 CH 3
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M1097 M1183 M2077 M1995 O0370 N CH
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Q0076 Q0030 CH3O CH 2 HOCH 2 CH N C
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C0015 (+)-10-Camphorsulfonic Acid 2
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B1615 B2907 B2908 C1324 C1325 OH HO
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Ph Ph N CO 2 Bn + tandem cyclizatio
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1
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D1588 CH 3 L0071 H 2 N N0481 P1118
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D2645 CH 3 O C O O O CH 3 C O O O D
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M0573 CH CH 3 3 OCH CH 3 M0571 CH 3
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T0589 C0306 C2411 D2469 D3135 CH 3
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A0480 B3563 CHO OCH 3 A1247 B3577 (
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C1131 N-(2-Chlorobenzyloxycarbonylo
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B1702 T1071 O C O Br CBr 3 D2504 T1
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T2872 4-[2-(Trimethylsilyl)ethoxyca
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E0754 E0599 B2708 B2320 N CH 3 N HS
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B3104 B2701 CH 3 Br N (CH 2 ) 3 CH
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CF 3 (CF 2 ) n CF 3 P0839 (n=4), b.
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H 2 Pd / (PSi-Al 2 O 3 ) [P1944]
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B0529 C2188 C2893 B(OH) 2 CH 3 B(OH
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B(OH) 2 CN B3726 B3739 B2251 B2589
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B(OH) 2 CH 2 OH E0720 F0785 F0954
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P2158 N N B(OH) 2 P2162 CH 3CH 2CH
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C2571 4-Chloro-3-(trifl uoromethyl)
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T2792 5-m-Terphenylboronic Acid (co
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F0859 5-Fluoropyridine-3-boronic Ac
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N0824 CH 3 CH 3 O NO 2 B CH 3 O T31
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O0411 P2277 T3215 T2518 T3117 CH3 C
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C1663 C2738 C1365 C1372 C1371 C1655
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T1901 CF 3 O HO CH 3 OH A1299 (S
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M1354 O O OH B4083 OH O N Boc O T00
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E0469 Ethyl (R)-(+)-1-Ethyl-2-pyrro
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I0465 O CH 3 OCH 3 NCO I0336 CH 3 N
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B1953 B2174 B2123 B3662 HO N C O B
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H0975 H1032 H0969 H0950 H0951 OH O
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H0969 (2S,5S)-2,5-Hexanediol 1g 5g
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C1189 D4035 D4036 D2827 D2828 H 2 N
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P0793 (S)-(-)-1-Phenylethylamine 25
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B2238 B2239 E0893 B4111 O G0363 G0
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M0963 P1504 V0117 CH 3 CH 3 M2091 O
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B3242 4-Bromo-1-butyne 5g C1195 3-C
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H0823 HC C CH P0528 OH O C O HC C C
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B4472 B2393 T2046 T1224 O CH3 S O
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B3693 (2R,3R,5S,6S)-5,6-Bis(azidome
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M1638 4-Methoxyphenyl 3-O-Allyl-2-a
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B1641 B1660 P2013 B4576 O (CH 2) 3
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C3133 Carbon Nanotube Single-walled
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2004 2008 2009 2005 2005 201
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2011 2005 2013 2011 2012 2004 2
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Corannulene [C2572] Truxene [T2752]
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Donors S n P3HT [P2018] O O F S S S
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B4342 2,4-Bis[4-(diethylamino)-2-hy
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M2589 CH 3 NH 2 . HBr M2556 CH 3 NH
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B4703 B3321 C1858 C0041 C0053 P052
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P1021 P0264 P0265 CH 3 (CH 2 ) 4 O
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E0191 CH 2CH 2CH 3 CH 3CH 2 N CH 2C
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Cathode Electron injection Electron
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T2274 4,4,4-Tri-9-carbazolyltriphen
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B2080 1,4-Bis[4-(di-p-tolylamino)st
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Top-contact Source Drain Organic se
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N0755 N0369 O O O T2206 O O O F F F
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S S S S S S S S BEDT-TTF [B1200]
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P1006 Copper(II) Phthalocyanine (-f
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D1070 D2021 M1045 T1503 (CH3)3C O (
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T1357 Tetrabutylammonium Diiodoaura
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Low Band Gap Polymers O O F O S S S
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A2051 B2805 B4348 D4563 D3932 Br D
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D4219 2,5-Dibromo-N-n-octyl-3,4-thi
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O0245 P1127 S S (CH 2 ) 17 CH 3 (CH
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C3021 C2715 D4373 D4057 D4777 S S D
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B4439 B3908 B3554 B4452 C0032 C1031
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B4441 CH3(CH2)3 CH CH2 CH2CH3 B4450
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B3442 B4451 B4426 B3977 B4475 B0816
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A0632 1-Aminopyrene 1g 5g 25g A2180
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B2803 B4664 B2685 B3949 D0632 CH 3
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D2172 I0776 CH3O T1724 I O C H N I
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A2789 3-Aminofl uoranthene 1g 5g B4
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P1671 N O C H T1228 N CH 3 B0088
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A0267 2-Aminobenzenethiol 25mL 100m
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N O Spiropyran [T0366] NO 2 hν NO
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A2869 CH 3 O CH 3 A2869 Aberchro
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H0812 C1606 C2618 A1828 CH 3(CH 2
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E0254 E0262 E0240 M0602 O CH 3CH 2O
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C0618 C1260 C0671 C0672 H 3C CH 3 H
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H1449 2,3,6,7,10,11-Hexakis(hexylox
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H0695 HO P1037 CH 3CH 2CH 2 COOH CO
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H0695 4-(4-Hydroxyphenyl)benzoic Ac
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N0117 N0540 N NH 2 NO 2 N0119 N NO
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Triangular Lattice of Dimer [Pd(dmi
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T1861 [5,10,15,20-Tetrakis(4-methox
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O 2 N O N N O NPNN [D2295] CH 3 CH
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N N (CH 2 ) 3 CH 3 CH 3 FeCl 4 [B26
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B2111 3-(2-Benzimidazolyl)-7-(dieth
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M1338 P0996 T1495 RO T1360 N NH N N
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O O O O Imidation R O N 3 2 1 12 11
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N X N n n = 1: cyanine n = 2: carbo
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B4400 CH3 CH3 CH3 (CH 3) 3C C(CH 3)
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F0143 A0601 T0450 P0572 R0040 CH2CH
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D4780 (CH2)3CH3 O N O N (CH2)3CH3 D
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OSi(CH 3 ) 3 O O CH 3 CH 3 CH 3 OH
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S0850 OH T1937 N CH N N CH N N N N
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≥ Inorganic Layer (2D Perovs
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Y R Si X 3
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D2632 Diethoxy(3-glycidyloxypropyl)
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B4123 1,2-Bis(triethoxysilyl)ethane
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Page 317 and 318: 2005 A0623 B0041 B2888 NH 2 SH
Page 319 and 320: P0861 Pentafl uorobenzenethiol 5g 2
Page 321 and 322: C0045 Carboxymethyl Cellulose Sodiu
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Page 325 and 326: A1671 A0680 O CH 3 CH 3 O HO C
Page 327 and 328: B1231 O C COOCH 3 M2028 O N CH 3 O
Page 329 and 330: D3307 CH3 D3321 D4100 C1994 Cl Ti
Page 331 and 332: B1291 B1784 D1313 D0134 D0688 T053
Page 333 and 334: C1634 Methyl (S)-(-)-2-Chloropropio
Page 335 and 336: O0266 4-Oxo-2,2,6,6-tetramethylpipe
Page 337 and 338: B2715 O C C O OCH 2 OC 9 H 19 mixtu
Page 339 and 340: P0270 Triethyl Phosphate 25g 500g P
Page 341 and 342: B0496 CH 3O O O OCH3 D1230 Dieth
Page 343 and 344: B1970 4,4-Bis(,-dimethylbenzyl)diph
Page 345 and 346: B2108 O D3380 CH 2 OCH 2 B4269 O CH
Page 347 and 348: D2877 D1533 D2878 D1830 D2684 D2321
Page 349 and 350: H0889 CH3 CH2 O C CH 3 n O n = 6,8
Page 351 and 352: A2122 3A-Amino-3A-deoxy-(2AS,3AS)--
Page 353 and 354: D0570 D2554 HO D1534 CH 3 O H1412 M
Page 355 and 356: P0055 P1177 A0445 CH 3 NH 2 B0628 U
Page 357 and 358: E1031 E0120 E0122 E0126 E0127 CH 3
Page 359 and 360: D0980CH 3 (CH 2 ) 11 NH 2 D1452 CH
Page 361 and 362: B0599 1-Bromohexadecane 25g 500g B4
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Page 365: PPTS PTSA py Salen SDS TBAB TBAD TB
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Tokyo Chemical Industries (TCI) Reagents Guide 8th Edition -Synthestic Organic Chemistry,Materials Chemistry_GH

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