CHE118C Ch 19 Reactions

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Last updated 2:13 AM on 12/5/22
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29 Terms

1
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R-CH2OH + Jones (CrO3, H2SO4)
R-CH2OH + Jones (CrO3, H2SO4)
Synthesis: Oxidation; Results in R-COOH
Synthesis: Oxidation; Results in R-COOH
2
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R-CHO + Jones (CrO3, H2SO4) [or Tollens, Fehling's, Baeyer-Village]
R-CHO + Jones (CrO3, H2SO4) [or Tollens, Fehling's, Baeyer-Village]
Synthesis: Oxidation; Results in R-COOH
Synthesis: Oxidation; Results in R-COOH
3
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R-CH2OH + PCC
R-CH2OH + PCC
R-CHO
R-CHO
4
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R-X + Mg, THF
R-X + Mg, THF
R-MgX
R-MgX
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R-MgX + 1) CO2 + 2) H+, H2O
R-MgX + 1) CO2 + 2) H+, H2O
R-COOH
R-COOH
6
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R-CN + H2O, H+, Δ
R-CN + H2O, H+, Δ
Hydorlysis, Acidic Medium: R-COOH + NH4
Hydorlysis, Acidic Medium: R-COOH + NH4
7
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R-CN + H2O, OH-, Δ
R-CN + H2O, OH-, Δ
Hydrolysis, Basic Medium: R-COO- + NH3
Hydrolysis, Basic Medium: R-COO- + NH3
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R-CHO + NaCN, NaHSO3, H2O
R-CHO + NaCN, NaHSO3, H2O
Cyanohydrin
Cyanohydrin
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Cyanohydrin + HCl, H2O
Cyanohydrin + HCl, H2O
R-CHOHCOOH
R-CHOHCOOH
10
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R-COO-X
Acyl Halide
11
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R-COO-O-COO-R
Anhydride
12
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R-COO-O-R'
Ester
13
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R-COO-N-(R'R'')
Acid Anhydride
14
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Addition-Elimination Mechanism
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15
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Acid Catalysis
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16
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Base Catalysis
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17
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R-COOH + ? → R-OCl + SO2 + HCl
SOCl2; Acid Chloride Synthesis
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R-COOH + ? → R-OBr + PO2 + HBr
PBr3; Acid Bromide Synthesis
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R-COOH x2 → R-CO-O-CO-R
Heat
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Heat
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ClCH2COCl and CH3CH2OH + ? →
ClCH2COCl and CH3CH2OH + ? →
Na2CO3, H2O
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23
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24
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R-COOH + R-NH2
R-COO-
25
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R-COX + 2x R'-NH2
R'-NH-R + R' + X-
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+ NH3, Δ
+ NH3, Δ
+ 2 H2O
+ 2 H2O
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NH2-R-COOH + Δ
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+ 1) LiAlH4 2)H3O+
+ 1) LiAlH4 2)H3O+
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