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ORGANIC CHEM 1 - CH 2
theories/concepts/definition
27
Organic Chemistry
Undergraduate 2
01/25/2011

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Cards

Term
W/ ARE THE 3 TYPES OF BONDS? WHICH ONE IS PRIMARILY USED IN OCHEM?
Definition

POLAR

IONIC

COVALENT

-POLAR COVALENT

Term
EN CRITERIA FOR POLAR BOND B/W X----Y BOND?
Definition

 

B/W        .5-2

Term
EN DIFFERENT CRITERIA FOR COVALENT BOND (H--BOND)?
Definition

EN X=ENX  , THEY WILL EQUAL EACHOTHER, EQUAL SHARING OF ELECTRONS

IE:    H---H( X----X RATHER THEN X--Y)

Term
EN DIFFERENCE CRITERIA FOR IONIC BOND?
Definition

X---Y,

EN>2

Term
INDUCTIVE EFFECT
Definition

REDISTRIBUTION OF E- DENSITY THROUGH BONDS

(+)-------> (-), =ARROW PTS FROM POS TO NEG

Term
What is the overall magnitude and direction of induction effect called?
Definition
Dipole moment- sum of polarized bonds mag and direction
Term

 

formula for calculating dipole moment

unit?***

Definition

μ= Q x r

Q= charge (e-/ proton)= 1.60 x10^-19 C(coulumb)

r= distance or length of bond

μ unit= 1 Debye (D)= 3.336e^-3 CXm

Term
If 2 similar molecules, both with H bonded to it, and one with C, why is it that the one with C has less electron density (inductive effect)***
Definition
Because C is positive this will cause the electron density to be distrubuted throughout the molecule reducing the overall polarity  (e- density)
Term

why is -1N tripple bond  N+1  =  N-1 more stable then

-2 N  -  N+1 triple bond N neutral  ??****

Definition

because distubution of q is even;y distrubuted whereas 2 has a hight concentraction of e- at one place

(matters in acid base as well)

Term
resonance rules 5
Definition

1. LP -----PI BOND

2. LP-----+Q

3. PI BOND---- +Q

4. PI BOND-------ELECTRONEG ATOM (O,N, ETC)

5. ALL AROUND RING

Term
how do you determine which resonance structure is more stable?**
Definition

1.the one with the least amount of chargest, more then 2 is unstable

2. the one with more N/ O takes precedent because more lp distrubution

3. - q on a more electronegative atom is more stable (full octet)

Term
between + N and +O resonances which one is more stable? and why?***
Definition
N+ will be more stable because it is less electroneg then O meaning it can do without the electron and still be stable, whereas O wants to be neg, and if it is not it will be unhappy
Term
define brownstead acid/ base
Definition

acid- donates H+

base- accepts H+

proton

Term

How do you determine which molecule (reactant) is the stronger acid?

 

Definition

Queen Red Idolizes Octupus- take away H of e- neg atom (conj base)

1. look at Q, the more electroneg atom with -q wins, column- larger wins* takes precedence

**2. the one with more resonance structures

a) more O/N

b) pi bonds c) electroneg w/ neg q full octet

 

**3. inductive effect- more polarity wins b) -q and lp not in close distance

a) least amount of c's

4.orbitals- SP wins


Term
lewis acid/ base
Definition

acid- LP acceptor

base- LP donator

Term
formula for dipole
Definition

mu= Qr

 

Term
units of mu
Definition
coulumbs per sec
Term
Q=
Definition
1.60 e-19 C
Term
1 Debye (D) =
Definition

3.336e-30 C*M

used to conver mu

Term
pm
Definition
e-12
Term
why is FCH3 < ClCH3 diple? eventhough F has greater electroneg??
Definition
diple depends on charge and distance b/w atoms F-C bonds are shorter then CCl b/c Cl has a larger size so the valence will extend outward to space moreso then C--F
Term
why does CH3SH have such a great diple eventhough C and S have same electroneg?
Definition
lone pairs on S create a more neg atmosphere
Term
How do you determine major and minor resonance contributor?***
Definition

1. major will have less charges or none at all

2.  electroneg can bear (+) charge and be major b/c it will have full octet, vs a positive on carbon which will have a nonfull octel of (6)

Term
full octets = more stability--> major resonance****
Definition
Term
lewis acids***
Definition

metals and H+ (protons)

hint: LP=bases, all else are acids

Term
the higher the pka the more basic or acidic?**
Definition

ACIDIC = lower PKA

hint: higher KA = more product (acid) so the lower the Pka means the higher the ka which means the more acidic 

Term
How do you predict the direction of A-B reaction? ***
Definition
Decide by looking at the neg q atom on both sides and determining which one is more stable using (Q R I O)
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