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orgo 2

chads orgo 2

QuestionAnswer
Ranking reactivity amide(very unreactive) < Ester< Anhydride < Acid Chloride/ Bromide (Bromide is more reactive than Cl though)
fisher esterification alcohol + carboxylic acid= ESTER
conjugate base of benzoic acid= soluble in H2O
Extraction seperates water from acid/base
In a solution with ether, ester, benzoic acid, and water---> if we add NAOH (strong base) what will seperate in which order? Ether on top, then ester, then the bottom aqueous layer would have benzoic acid mixed with H2O
If you do an EXTRACTION w/ base (NAOH)...then what do u pull out? carboxylic acid (aqueous soluble extraction)
if you do EXTRACTION w/ acid(HCL)...then what do you pull out? Amine (aqueous soluble extraction)
Ionic compounds are salts and they are.... H2O soluble
R-NH3+= ionic salt soluble
rules of Aqueous Extractions:: If it is an acid= add a base to extract
rules of Aqueous Extractions:: if it is a base= add an acid to extract
Crystallization take solute impurities and dissolve in hot solvent; then cool and put on ice; the impurities will be on the top and the crystals (solute of interest) will be on the bottom
Chromatography- 2 kinds TLC= Thin Layer Chromatography;;; Gas Chromatography (GC)
TLC Uses a TLC plate that is made of silica ( polar gel).
TLC uses what equation for distance traveled? Rf= distance spot traveled/ distance to solvent front
The least polar in TLC travels the _____? furthest; held on silica plate least
The most polar in TLC travels the _____? least; held on to silica plate longer b/c the plate is polar and IT is polar.
Low Rf value in TLC= most polar (traveled the least)
Highest possible Rf value in TLC= 1
Lowest possible Rf value in TLC= 0
WHEN you use a VERY polar solvent in TLC... everything travels furthest
TLC seperates? polar from non polar solvents. CHeck impurities for pure substances
Gas Chromatogrphy (GC) is used to exploit B.P.
In GC, things with low BP= spend alot more time in gas phase and blow through tube faster
In GC, things with HIGH BP= spend time condensed in wall and take alot more to blow through tube
In GC, shorter retention time and get eluded first? lower BP
In GC, longer rentention time and get eluded last? higher BP
SImple distillation exploits? BP
Simple Distillation uses a ? Hickman head
Simple Distillation seperates _____ and ____ when heated Ether ( which is collected in Hickman head) and water
Ether has a _____ BP and _____ VP compared to H2O low, high VP
In what order does something distill? things with lower BP and intermolecular forces distill first
What are the 2 types of distillation? 1. simple 2. fractional
What type of distillation is good for things with big differences in BP? Simple
what type of distillation is good for things with similiar BP? Fractional (get a purer sample than simple)
What happens in fractional distillation? you have a tube with beads and it goes through many cycles of vaporization and condensation.
IR causes light to? stretch or bend bonds; show functional groups
IR of alcohol (OH-) 3400
IR of C=O (carbonyl) 1700
IR of Carboxylic acid ( OH-) 1700 & 3500- 2500 (alot of peaks)
IR of Aldehyde 1700 & 2800 - 2700 (2 peaks big)
IR of Ketone 1700 & 1710
IR of Ester 1700 & 1000-1300 & 1735
IR of Primary Amine ( R-NH2) 2 peaks @ 3400
IR of Secondary Amine (R1-NH-R2) 1 peak @ 3400
IR of Tertiary Amine ( R1, R2, R3- N) NO PEAKS for N-H
IR of C[triple bond]C 2100-2300
IR of C[triple bond]N 2100-2300
NMR that does chemical shift, integration, & splitting 1H NMR
NMR that does ONLY chemical shift 13C NMR
In NMR----> # of peaks= ? N+1
In NMR ----> # of neighbors= N
D2O replaces OH and NH with OD
parasubstitution= 2 doublets representing 2 H each
Cysteine Residue In a 3 (more likely) or 4 structure. Terminates in a S-H
Disulfide bridge formed by Oxidation, has london Dispersion forced that aid in folding Cysteine Residue
living creatures only incorporate ____ Amino Acid L and NOT D
Amino Acids are polar, but their side chains(R) can change them into.... polar side chain= polar AA; nonpolar side chain= non polar AA
Amide= NOT basic
RNH2= Basic
RCH2COOH= Acidic
Basic AA= lysine & Arginine
Acidic AA= Aspartic Acid
R-NH3+ R group attached to AA. It is a Basic residue b/c it looks like a conjugate acid, but it is not b/c it has already acted as a base
R-CH2COO- R group attached to AA. It is a Acidic residue b/c it looks like a conjugate base, but it is not b/c it has already acted as an acid
Acidic residues Glutamic Acid and Aspartic Acid
all human and animal AA are derived from L glyceraldehyde
all animal carbs are formed from D glyceraldehyde
Bacteria cell was have ____ configuration D
what happens if u stop eating carbs? glycogen is broken down in the liver and H2O is removed
Monosubstituted= 5 H --- 3H+2H
Carbs are Monosacharides=GGF GLUCOSE; FRUCTOSE; GALACTOSE
OLIGOSACHARIDES (more than 1 sacharide)= DSL DISSACHARIDES; SUCROSE; LACTOSE
suffix for simple sugars= -ose
Sucrose= SUCR= GF GLUCOSE + FRUCTOSE
Lactose= LAC GG (gucci) Glucose + Galactose
Polysacharides 1. Starches 2. Chitiin 3. Cellulose 4. Glycogen (stored in liver)
Aldehyde in glucose= Aldose + sugar
Organisms incorporate _____ sugars D sugars , not L
Ketone in glucose Ketose + sugar
Ketohexose= 6 C in chain , -ose means sugar so it has alot of -OH's attached
Aldopentose= 5 C in chain
Anomneric Carbon ( found in Hemiacetal/ketal) bonded to 2 O, is chiral in the CYCLIC form, but not in the linear form
The non hydrogen group connected to the Anomeric carbon, POINTS DOWN Alpha (think ALPHA...looks like a fish...so it swims DOWN in the ocean)
The non hydrogen group connected to the Anomeric carbon, POINTS UP Beta
When writing Hemiacetal/ ketals from linear form....if the OH is on the right side, then it points down (think SIT RIGHT DOWN)
When writing Hemiacetal/ ketals from linear form....if the OH is on the left side, then it points Up
Hemi-acetal formed from an aldehyde sugar
hemi- ketal formed from a ketone sugar
In all Hemi's the alpha C (carbon next to the Carbonyl group) is bonded to OH OR
Acetal/Ketal--- the Hemi is lost when an alcohol comes in under acidic conditions and takes off the alpha OH, leaving Methoxy group instead.
Alcohols + Alcohols do not react during ACIDIC CONDITIONS, UNLESS.... one alcohol is attached to a Hemiacetal/ketal
In open chain sugars, Ketose & Aldose are REDUCING SUGARS By? Ag+ (Ag+ gets reduced)
Ag+ oxidizing agent---> oxidizes Aldehydes to Carboxylic Acids
Hemiacetal & Hemiketal are REDUCING SUGARS
Acetal & Ketal & cyclic anything that is not a hemiacetal/ketal) are NON reducing sugars
reducing sugars react with ? Ag+
Oxygen included in a 5 member ring= Pyranose
Saponification = hydrolysis rxn
Cholesterol is a precursor to (3 things) 1. Steroids, 2. Estrogen 3. Testosterone
What biomolecule decreases membrane fluidity? Cholesterol (lower Tm <melting temp> )
Are cholesterol polar or non polar non polar
How is DNA different from RNA? DNA lacks a -OH group bonded to the 2C
ATP+H2O= ADP ...Endothermic rxn b/c it consumes energy when the bonds are broken
Pyrophosphate when 2 of the phosphate groups of ATP are broken off
PPi + H2O = 2Pi
glucose +ADP + Pi= Exothermic rxn b/c bonds are being made so energy is being released
Nucleophilic Addition 1. Aldehydes and 2. Ketones (KANA)
Nucleophilic Acyl Substitution 1. Esters and 2. Amides ( NASA- E)
Electrophilic Addition 1. Alkenes and 2. Alkynes ( EAAA)
Electrophilic Substitution 1. Aromatic (ESA)
LiALH4 is a _____ agent reducing
LiALH4 converts aldehydes into primary alcohols
LiALH4 converts carboxylic acids into primary alcohols
LiALH4 converts ketones into secondary alcohols
C=N Imine
NH4+ soluble
4 groups of biomolecules 1. proteins 2. Carbs 3. Nucleic Acids 4. Lipids
Created by: zrsoori
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