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76 Cards in this Set
- Front
- Back
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Strong nucleophile/ weak base 1° |
SN2 |
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Strong nucleophile/ weak base 2° |
Major SN2 Minor Sn1 |
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Strong nucleophile/ weak base 3° |
Major Sn1 Minor E1 |
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Strong nucleophile/ strong base 1° |
Major Sn2 Minor E2 |
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Strong Nucleophile/ Strong base 2° |
Major E2 Minor Sn2 |
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Strong nucleophile/ strong base 3° |
E2 |
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Weak Nucleophile/ weak base 1° |
Sn2 E2 Unlikely to occur |
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Weak nucleophile/ weak base 2° |
Sn1 Sn2 E1 E2 No reaction |
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Weak nucleophile/ weak base 3° |
Sn1 E1 |
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N3- |
Weak base/ strong nucleophile |
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RCO2- |
Weak base strong nucleophile |
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CN- |
Weak base strong nucleophile |
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Cl- |
Weak base strong nucleophile |
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HS- |
Weak base strong nucleophile |
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H2S |
Weak base strong nucleophile |
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Br- |
Weak base strong nucleophile |
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RS- |
Weak base strong nucleophile |
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RSH |
Weak base Strong nucleophile |
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I- |
Weak base strong nucleophile |
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ArO- |
Weak base strong nucleophile |
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HO- |
Strong nucleophile strong base |
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MeO- |
Strong base strong nucleophile |
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EtO- |
Strong base strong nucleophile |
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H2O |
Weak base weak nucleophile |
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MeOH |
Weak nucleophile weak base |
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EtOH |
Weak nucleophile weak base |
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Good nucleophile |
Anions |
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Right turn of priority of chirality |
R configuration |
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Left turn of priority of chirality |
S configuration |
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Cahn-Ingold-Prelog system priority |
Greater atomic number the greater the priority Count as many times as bond order |
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Achiral molecule |
Has plane of symmetry |
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Chiral molecule |
No plan of symmetry |
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Relative basicity of common bases |
OH<OR <C=_R <NH2 <CH=CH2 <CH2CH3 |
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Relative acidity of conjugate acids |
H-OH>H-OR>H-C=_CR >H-NH2 >CH=CH2 >CH2CH3 |
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Leaving group reactivity |
OH-, NH2-, OR- < F- < Cl- < Br- < I- < TosO- |
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Increasing nucleophilicity in polar aprotic solvent (no available donating proton) |
I- < Br- < Cl- < F- |
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Increasing nucleophilicity in polar protic solvent (with available donating proton) |
F- < Cl- < Br- < I- |
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