orgo addition reactions

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26 Terms

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Hydrohalogenation

Hc,Hbr, HI,HX

2
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Radical addition of Hbr

HBr, Roor, light heat

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Acid catalyzed reaction

cat. H2so4, H20, H3O+, H3Po4, TsOH w h2o

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oxymercuration-demurcuration

1)Hg(OAC)2, H202

2)NaBH4/ROH

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Hydroboration oxiddation

1)BH3, THF

2) H202, Naoh

(BH3,THF,9-BBN, H202 Naoh

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catalytic hudrogenation

H2 or D2, Pd/c

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Bromination

Br2, CCl4 (squeous DmSo)

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Halohydrin formation

Br2 or cl2, H20

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epoxidation

mCPBA (or RcO3H)

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asymmetric epoxidation

Jacobsens cat., NaOCl

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Syn dihudroxylation

cat. OsO4, H202 (OsO4 wNMO or cold dulute KMnO4, w NaOH)

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Anti Dihydroxyation

1)mCPBA or RCOOH

2)H30+(or NaOH), H20)

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Ozonolysis reductive

1)O3, -78 C,

2)NaHSO3 or DMS, Zn/H20

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Hydrohalogenation

X and H across an alkene (X on more substituded side)

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Radical Hbr

Br and h across an alkene Br on less substituted side

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Acidc catalyzed hydration

Oh and h across an alkene (oh on more substituted side

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oxymercuration-demercuration

Oh and h across an alkene, oh on more substituted side

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hydroboration oxidation

Oh and H across an alkene, oh on less substituted side

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catalytic hydrogenation

adds hydrogens across the alkene in syn addition

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Bromination

adds bromine across alkene in anti addition

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halohydrin formation

oh on more substututed C, X on less substituded carbon

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epoxidation

makes three sided ring w oxygen across the alkene

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asymmetric expodiation

makes three sided ring w oxygen across the alkene in one specific sterioisomer

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anti dihydroxylation

two Oh groups across the alkene in anti conformation

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Ozonolysis, oxidative

creates two keytone/aldehye

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ozonlysis reductive

can create two carboxylic acid (Oh) group