Org KEM030

Ge namn för: Alken + 1. Hg(OAc)2 H2O/THF 2. NaBH4 = alcohol Oxymercuration-demercuration, Hydroboration-oxidation, Catalytic hydrogenation

Sker markovnikov regiokemi i: Alken + 1. Hg(OAc)2 H2O/THF 2. NaBH4 Ja, Nej

Alken + 1. Hg(OAc)2 + H2O/THF 2. NaBH4 = ? Alcohol, Ketone, Ester

Alken + 1.BH3 2. H2O2 OH- = ? Alcohol, Ketone, Ester

Alken + 1.BH3 2. H2O2 OH- Non-markovnikov, Markovnikov

Alken + 1.BH3 2. H2O2 OH- har vad för reaktionsnamn? Hydroboration-oxidation

Alken + H2 Pd/C or PtO2 = ? Alkan, Alkyn, Alcohol

Alken + H2 Pd/C or PtO2 Syn, Anti-syn

Namn för reaktionen av Alken + H2 Pd/C or PtO2 Catalytic hydrogenation

Alken + 1. OsO4 2. NaHSO3 H2O or OsO4 NMO Cis diol, Trans diol, Mono alcohol

Alken + 1. OsO4 2. NaHSO3 H2O or OsO4 NMO Hydroxylation, Epoxification, Addition

Alken + CHCl3 + KOH Diclorocyclopropane, Ester, Dicloropropane

Alkene + CHCl3 + KOH Dichlorocarbene addition, Simmons-smith reaction, Catalytic hydrogenation

Alkene + CH2I2 + Zn(Cu) Cyclopropane, Alkane, Alkyn

Alkene + CH2I2 + Zn(Cu) Simmons-smith reaction, Dichlorocarbene addition, Epoxification

Alkene + 1. O3 2. Zn/H3O+ Two ketones, Epoxy, Ester

Alkene + 1. O3 2. Zn/H3O+ Oxidative cleavage, Hydroxylation, addition reaction

(R)2CC(R)2 + KMnO4 H3O+ Two ketones, Carboxylic acid, Ester

RC=C + KMnO4 H3O+ Carboxylic acid + CO2, Two ketones, Ester

Diolalkane + HIO4 H2O Two ketones, Alkene, Epoxy

1 2-Dibromoalkane (Cis) + 2 KOH or NaNH2 NH3 Alkyne + 2 H2O + 2 KBr, Alkene, Epoxy

1 2-Dibromoalkane + 2 KOH or NaNH2 NH3 Dehydrohalogenation, Epoxyfication, Alkylation

Bromoalkene (Hydrogen cis with bromo) + KOH or NaNH3 NH3 Alkyn + H2O + KBr, Epoxy, Two Ketones

Etyne + 1. NaNH2 2. RCH2Br Terminal alkyne, Internal alkyne, Anhydride

Etyne + 1. NaNH2 2. RCH2Br Alkylation, epoxification, hydration

Etyn + 2 HX 1 2-Dihaloethene (trans), 1 2-Dihaloethane (Cis), Haloethene

RCCH + H2SO4 H2O HgSO4 Methyl ketone, Ketone, Ester

RCCH + H2SO4 H2O HgSO4 Hydration, Reduction, Addition

internal alkyne + 1. BH3 2. H2O2 + H2O + NaOH Ketone, Alkene, Aldehyde

Terminal alkyne + 1. BH3 2. H2O2 + H2O Aldehyde, Ketone, Alkene

Alkyne + 2H2 Pd/C Alkane, Alkene, Ketone

Alkyne + 2H2 Pd/C Catalytic hydrogenation, Addition, Hydroboration-oxidation

Alkene + H2 + Lindlar catalyst Cis alkane, Cis alkene, Aldehyde

Alkene + H2 + Lindlar catalyst Catalytic hydrogenation, Addition, Hydration

Alkene + Li + NH3 Trans alkene, Cis alkene, Alkane

RCCH + NaNH2 + NH3 Acetylide anion + NH3, Ketone, Aldehyde + NH3

C=C–C Allyl, Aryl, Acetyl

3-Hydroallyl (no other hydrogens attached) + NBS hv CCl4 3-Bromoallyl, 2-Bromoallyl, Ketone

3-Hydroallyl (no other hydrogens attached) + NBS hv CCl4 Allylic bromination, Addition, Hydration

1° and 2° alcoholes + SOCl2 1° or 2° Cl-C, Dichloroalkane, Alkyn

1° or 2° alcohol + PBr3 1° or 2° Br-C, Alkyn, Tribromoalkane

RX + 2Li RLi + LiX, R(Li)X + HLi

2 RLi + CuI [R-Cu-R]- + Li+ + LiI, Something else

[R-Cu-R]- Li+ Gilman reagent, Grignard reagent

R2CuLi + R'X RR' + RCu + LiX, something else

R2CuLi + R'X Diorganocopper reaction, Gilman reagent

Draw palladium-catalysed Suzuki-Miyaura reaction Yer, Ner

Monohaloalkane + base E1cB reaction, E1 reaction, Sn1 reaction

1 3-Buta-di-ene + HBr 3-Bromo-1-Butene (MAJOR) or 1-Bromo-2-butene, Something else

1 3-Butadiene + 3-Buten-2-one + Heat 3-Cyclohexenyl methyl ketone, ERROR

1 3-Butadiene + 3-Buten-2-one + Heat name for reaction Diels-adler cycloaddition

Benzene + F-TEDA-BF4 Fluorobenzene, Bromobenzene, Hexatriene

Benzene + F-TEDA-BF4 Substitution reaction, Addition reaction

Benzene + Br2 + FeBr3 Bromobenzene + HBr, Bromobenzene + 2Hbr, Bromobenzene

Benzene + Cl2 + FeCl3 Chlorobenzene + HCl, Chlorobenzene + 2HCl, Chlorobenzene

Benzene + I2 + CuCl2 Iodobenzene + HI, Iodobenzene + 2HI, Iodobenzene

Benzene + I2 + ? = Iodobenzene + IH CuCl2, FeI3, FeCl2, FeCl3, CuCl3

Benzene + SO3 + H2SO4 Benzenesulfonic acid, Sulfobenzene, Phenol

Benzene + SO3 + H2SO4. Name the product Benzenesulfonic acid

Benzene + CH3Cl AlCl3 Toluene + HCl, Chlorobenzene + H2, Dichlorobenzene

Benzene + CH3Cl AlCl3 Friedel-Crafts alkylation, Toluenation, Nucleophilic aromatic substitution

Benzene + Ethanoyl chloride AlCl3 1-Phenylethan-1-one + HCl, Benzoic acid + HCl

Benzene + Ethanoyl chloride AlCl3 Friedel-Crafts acylation, Friedel-Crafts alkylation

Nitrobenzene + 1. Fe H3O+ 2. HO- Aniline, Pyridine, Benzaldehyde

2-Chloro-1 3 5-trinitrobenzene + NA+ -OH H2O 2 4 6-trinitrophenol + NaCl, 1-Hydroxy-2 4 6-trinitrobenzene

Bromobenzene + Na+ -NH2 NH3 Aniline + NaBr, Benzoic acid, Hexadiene + NaBr

Toluene + NBS (BzO)2 CCl4 (bromomethyl)benzene, Benzoic acid, Toluene

Benzene + H2 Rh/C catalyst Cyclohexane, Hexane, Hexene

Benzene + H2 Rh/C catalyst Catalytic hydrogenation, Oxidation, Friedel-Crafts

Aryl alkyl ketone + H2/Pd Aryl alkyl, Aryl alkyl hydroxide, Aryl

1.−CH=CH2 2.H2C=CH2 3. R attached to aromatic ring 1.Allyl 2.Vinyl 3.Aryl, 1.Vinyl 2.Aryl 3.Allyl, 1.Aryl 2.Vinyl 3.Allyl

Ethanol + POCl3 Alken, Alkyn, Alkan, Chloroethane

NBS has what name? n-bromosuccinimide

Reagents for Phenols to quinones (? + ?) Na2Cr2O7 + H2O

Quinones are what? Aromatic compound with an even number of -CH= converted to -C(=O)-, Aromatic compound with -CH= converted to -C(=O)-

RO- + R'CH2X ROCH2R' + X-, ROR'CH3 + X-, R'RC(O)OH + HCl

Name of reaction RO- + R'CH2X Williamson ether synthesis

Alkene + 1. ROH (CF3CO2)2Hg 2. NaBH4 Ether (Cis with hydrogen), Ether (Trans with hydrogen)

Alkene + 1. ROH ? 2. NaBH4 (CF3CO2)2Hg

Alkene + 1. ? (CF3CO2)2Hg 2. NaBH4 ROH

Alkene + 1. ROH (CF3CO2)2Hg 2. ? NaBH4

Alkene + 1. ROH (CF3CO2)2Hg 2. NaBH4 Alkoxymercuration/demercuration, Williamson ether synthesis, Claisen rearrangement

ROR' + HX H2O RX + R'OH, Something else lol

Allyl phenyl ether + 250°C o-Allylphenol, m-Allylphenol, p-Allylphenol

Allyl phenyl ether + 250°C undergoes what process? Claisen rearrangement

RCH2Br + 1. (H2N)2C=S 2. H2O NaOH RCH2SH, RCHN + SH2

2RSH + I2 H2O RSSR, RSRS, ROSRSH

RS- + R'CH2Br RSCH2R' + Br-, IDK IDC

RSR' + H2O2 RS(O)R, RSOOR

R'SR' + RCO3H R'SOOR', R'S(O)R'

Alkoyl chloride + R'2CuLi RCOR', R'COR'

Ketone + HCN Cyanohydrin, 2° Alcohol, Cyanoalkane

Ketone + primary amine Imine + H2O, Nitrile + H2O, Secondary amine

ketone + Secondary amine Enamine + H2O, Tvåamine + H2O, Secondary amine + H2O

Ketone + H2NNH2 KOH Alkan + N2 + H2O, Alkan + N2, Alkan + H2O

Ketone + 2 ROH + Acid catalyst Diol + H2O, Alcohol + H2O, Ester + H2O

Ketone + (C6H5)3PCHR Alkene + (C6H5)3P=O, Alkane + (C6H5)2P=O

Name for reaction of Ketone + (C6H5)3PCHR Wittig reaction

RCOC=C + 1. R'2CuLi 2. H3O+ RCOCCR', something else

Name of reaction RCOC=C + 1. R'2CuLi 2. H3O+ Diorganocopper reaction

Amide + SOCl2 RCN + SO2 + 2 HCl, RCOCl + SOCl-

Nitrile + 1. NaOH H2O 2. H3O+ Carboxyl + NH3, Ester + NH3, Primary amine

Carboxyl + RNH2 DCC Secondary amide, Primary amide, tertiary amide

alkanoic halide + RCO2- Anhydride, Aldehyde, Ester

Alkanoic halide + 2NH3 Primary amide + NH4Cl, Primary amine + NH2Cl + H2O

Alkanoic halide + R2CuLi Ketone, Aldehyde, Ester

Anhydride + H2O 2 Carboxylic acids, 2 Esters, Aldehyde and Carboxylic acid

Anhydride + ROH Ester and Carboxylic acid, 2 Carboxylic acids, 2 Esters

Anhydride + 2 NH3 Primary amide + RCOO-+NH4, 2 Amides

Aldehyde/ketone (with at least one hydrogen present) + X2 CH3CO2H Mono-halogenated ketone/aldehyde, Haloalkane + OH-

Carboxylic acid (hydrogen on C2) + 1. Br2 + PBr3 2. H2O 2-Bromoalkanoic acid, 2-Alkenoic acid

Name for Carboxylic acid (hydrogen on C2) + 1. Br2 + PBr3 2. H2O Hell-Volhard-Zelinskii bromination

Alpha-bromo ketone + pyridine + heat Alkenon, Bromoalkane, Alkanon

RCOMe + X2 NaOH RCOO- + CHX3, RCOO- + CHX2 + HCl

EtO2CCH2CO2Et + 1. Na+-OEt 2. RX EtO2CCHRCO2Et, EtO2CCHRCO2

EtO2CCHRCO2Et + H3O+ + Heat RCH2COOH (Carboxylic acid) + CO2 + 2EtOH, Ester, CH2COOR (Ester) + CO2 + 2EtOH

EtO2CCH2CO2Et --> Carboxylic acid + CO2 + 2 EtOH. What synthesis is this? Masonic ester synthesis

EtO2CCH2COCH3 + 1. Na+-OEt 2. RX EtO2CCHRCOCH3, EtO2CCHRCOOCH3

EtO2CCHRCOCH3 + H3O+ + Heat Ketone + CO2 + EtOH, Ester + CO2 + EtOH

Ketone (H on C2) + 1. LDA in THF 2. RX A longer ketone, Ester, Carboxylic acid

Ester (H by =O) + 1. LDA in THF 2. RX A longer ester, Ketone, Carboxylic acid

Nitrile (H on C2) + 1. LDA in THF 2. RX A longer nitrile, Ester, Primary amine

Draw an aldol reaction Drew correctly, Drew incorrectly

Draw two mixed aldol reactions Drew correctly, Drew incorrectly

Draw an intramolecular aldol reaction Drew correctly, Drew incorrectly

Draw a dehydration of an aldol product Drew correctly, Drew incorrectly

Draw Claisen condensation reaction Drew correctly, Drew incorrectly

Draw a mixed Claisen condensation reaction Drew correctly, Drew incorrectly

Draw an intermolecular Claisen condensation reaction Drew correctly, Drew incorrectly

Draw a Michael reaction Drew correctly, Drew incorrectly

Draw and somehow understand the Stork reaction Drew correctly?, Drew incorrectly?

RCH2X + NaCN Nitrile, Primary amine, Alkane

Nitrobenzene + H2 Pt Aniline, No reaction occurs

Nitrobenzene + Fe H3O+ Aniline, No reaction occurs

Nitrobenzene + SnCl2 H3O+ Aniline, No reaction occurs

Nitrobenzene + Cu + H3O+ No reaction occurs, Aniline

Nitrobenzene + SnCl3 + H3O+ No reaction occurs, Aniline

NH3 + RX + NaOH Primary amine, Secondary amine, Tertiary amine

R3N + RX Quaternary ammonium, No reaction occurs

Draw Gabriel amine synthesis Drew correctly, Drew incorrectly

RCH2X + Na+-N3 RCH2NNN, RCH+ + NaX N3

RCH2NNN + 1. LiAlH4 2. H2O Primary amine, Secondary amine, Tertiary amine

Primary amide + NaOH + Br2 + H2O Primary amine + CO2, Secondary amine + CO2, Tertiary amine + CO2

Alkanoic chloride + Na+-N3 RCONNN, Something else oof

Draw a Curtius rearrangement of acyl azides I done did it right, I Dag nabit screwed myself

Tertiary amine (Trans with a hydrogen) + 1. CH3I 2. Ag2O + Heat Alkene, Ketone, Secondary amine

Aniline + HNO2 + H2SO4 Ph-N(+)N + HSO4-, Benzene, Benzoic acid

What is this process called: Aniline + HNO2 + H2SO4 Diazotization

Draw the 6 possible Nucleophilic substitutions (and their reagents) for Ph-NN + HSO4- Drew em, Would like to try again

Draw two diazonium couplings (one with phenol on with Ph-NR2) DID IT, DID NOT DID IT

From chapter 26: Form alpha-promo acids Y, N

From chapter 26: Diethyl acetamidomalonate synthesis Y, N

From chapter 26: Reductive amination of an alpha-veto acid Y, N

From chapter 26: Enatioselective synthesis Y, N

From chapter 26: Peptide sequencing by Edman degradation Y, N

From chapter 26: Amine to Boc-protected amino acid Y, N

From chapter 26: Carbonyl protection (Two ways) Y, N

From chapter 29: Mechanism for the action of Lipase Y, N

From chapter 29: The four steps of the ß-oxidation pathway Y, N

From chapter 29: Acetyl CoA to Butyryl ACP Y, N

From chapter 29: Mechanism for step three in Acetyl CoA to Butyryl ACP Y, N

From chapter 29: Ten-step glycolysis pathway Y, N

From chapter 29: Pyruvate to Acetyl CoA Y, N

From chapter 29: Citric acid cycle Y, N

From chapter 29: Glucogenesis pathway Y, N

From chapter 29: Mechanism for PLP-dependent transmission of alpha-amino acid to give a alpha-veto acid Y, N

Name for CH2 Carbene

Draw acetyl Drew it, Drewn't it

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