Alcohol Just Reagengs Flashcards

(32 cards)

1
Q

An alkanol reacts with PBr3 what stereochem ?

A

Br replaces OH and inverts stereochem

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2
Q

An alkanol reacts with SOCl2 and Pyridine

A

Cl replaces OH and inverts stereochem

Without base ur retains stereochem

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3
Q

Alkanol reacts with HCl and ZnCl2

A

Replace OH with cl

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4
Q

Alkanol reacts either DMP and CH2Cl2 which is the same as SWERN and PCC

A

OH turns into a H group and a double bond oxygen is on the site of attack essentially forming an ALDEHYDE

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5
Q

Alkanol 1degree reacts with NaCr2O7 and an acid

A

Carboxcylic acid is formed so the OH group remains unchanged and a double bond with an oxygen is on the attack site

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6
Q

Alkanol 2 degree reacts with NaCr2O7 and an acid

A

Ketone is formed so the OH turns into a O double bonded to the C

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7
Q

Alkanol reacts with elemental metal like Li or Na

A

The alcohol is deprotenated and forms a alkoxcide which is a negatively charged O

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8
Q

AlkanOL reacted with NaH a strong base

A

The alcohol is deprotenated and yields an alkoxide

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9
Q

AlkanOL reacts with TsCl and pyridine what is stereochem . Note this is the same as TFCl and TEA

A

The alcohol turns into a OTs group and retains stereochem

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10
Q

AlkanOL reacts with tert- butoxide

A

The alcohol is deprotenated and forms an alkoxide

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11
Q

If you wanted to extend an terminal alkanol chain how would you do it

A

1) SWERN to make an aldehyde
2) 1)organomegallic 2) H3O+ which brings us back to OH

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12
Q

In simple terms what does Jones, PPC, and SWERN DO in ONE step

A

It changes an alcohol to a ketone, aldehyde, or carboxcylic acid

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13
Q

In simple terms what does organometallics do in 2 STEPS

A

It turns a double bond to an O back to an OH and extends the chain from that point via organometallic and acid

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14
Q

What happens when we react a aldehyde with A hydride and list examples of hydrides

A

The aldehyde turns into a OH with NO addition of carbons to the chain

1) LiAlH4
2) H3O

Or NaBH4 and MeOH

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15
Q

How do we turn in aldehyde into an alcohol without extending the chain

A

Use a HYDRIDE

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16
Q

What are the Jones reagents

A

Na2Cr2O7 and Acid

Or

CrO3 and Acid

17
Q

What are the Hydride reagents

A

1) LiAlH4
2) H3O+

18
Q

How do I extend a ketone from an alkene

A

Use hydrogenation oxidation for addition of a terminal OH

Use swern to make an aldehyde

Use organo metalics to extend chain as desired and turn the O back to a OH

19
Q

What happens when an alkonol reacts with a strong acid

A

Dehydration and formation of an alkene. WATCH FOR REARRANGEMENTS

20
Q

What happens when OH reacts with H2CrO4

A

This is a jones so all OH of 1 and 2 degrees get oxidized to ketones or carboxcylic acids

21
Q

What does NaNH2 acts as and do

A

A strong base that performs most substituted alkene

22
Q

What does KmnO4 and a strong acid do to an alcohol

A

Turns it into a carboxcylic acid

23
Q

What happens when a 1 degree halide reacts with NaOH

A

The Br is replaced with an OH

24
Q

What is an sn1 regents to replace a halide with an OH

25
How do we turn a ketone into an alcohol without changing anything else
Use H2 and Pd 1) LiAlH4 2) H30+ NaBH4 and EtOH
26
What is Williams ether synthesis
React an OH with NaH and Br-R to turn the alcohol into an O group with the R substituent coming off!
27
What does NaH and R-X do to an alcohol
It turns the OH into an O and adds the R chain to the O
28
How do we turn an alcohol into an O with an R chain
Nah and R-Br
29
What opens up an epixide ring to form two OH groups in each side
H3O+
30
What does H3O+ do to an epoxide ring
It breaks it to form two OH groups
31
What reacts with H3O to form two Oh groups adjacent?
An epoxide ring
32
What happens when HBr reacts with an O in the middle of a chain
The O turns into an OH and the BR steals the other side of the chain