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organic chemistry ch 3
concepts major points
19
Organic Chemistry
Undergraduate 2
02/19/2011

Additional Organic Chemistry Flashcards

 


 

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Term
E for Ch3-CH3 (gauche)?
Definition

gauche- not eclipsing

=3.8

Term
H---H eclipse E?
Definition
4
Term
CH3---Ch3 eclipse E?
Definition
11
Term
CH3--H eclipse
Definition
6
Term
what does "primary carbon" mean?
Definition
the amount of carbons attached to the carbon which is directly attached to the hydrogen of choice
Term
tertiary carbon
Definition
carbon attached to 3 other carbons
Term

the longer the chain what effect does it have on BP

 

- greater number of substtudents

Definition

hight bp= longer the chain

more substitudents= lower bo

Term
determining sterocenter
Definition

1. prioritize based on mass

2. if atoms are similar on 2 similar chains keep moving down the chain untill you reach one that is different--> whichever one has higher wait wins in priority

Term
enantiomer
Definition

mirror images

all wedges are dotted

all dotted are wedges in mirror

Term
diasteromer
Definition

similar except not all chiral center substuents have complely converted to wedges--> dotted vice versa

 

twins with different moles

Term
meso
Definition
completey symetrical at the middle.
Term
how to determine number of posssible sterocenters
Definition

2^n

 

where n= number of chiral centers

Term

how do you know for sure that number of possible steroisomers is right?

 

 

Definition

 

cannot by symetrical  at the plane of symmetry

Term
when determing the sterocenters what does double bond represent with  or anything for that matter??
Definition

represents 2 of carbons connected to atom

 

double bond greater then single carbon bond

Term
how do you determine RS direction of chiral center?
Definition

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**Switch #4 with whatever group is on the dash answer is opposite from what is seen!!

 

1.   If lowest is already on dash then direction = answer

Term
how to determine if somthing is superimposable??*****
Definition

1.ind the stereocenter first and then label the groups attached to it in order of their priority.

2. lowest priority to back (flip dashed )

3. R vs. S

4. two compounds  are are mirror images of each other, but** the configuration at the stereocenter differs (R vs S) differs, they are not superposable

Term

difference between amine and phosphorous centers?

 

why is amine S while P is R?

Definition

P does not go through INterconversion because Amine has ability to tunnel electrons through other side causing a shifting of atom substituents.

 

(look in class notes)

 

use sterocenter configuration rules ( R vs S

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