alkyne Flashcards
NaNH2, R-MgX, LDA, NH2-
dbond given
anti elimnation and forms alkyne (tb)
strong base take away from anti sides
alc KOH/ heat
gmp of alkyne, nh2- added afterwards @geminal
double bond formation structure chosen where anti elimantion is possible
Pehle X(1) Alc KOH leke jayega and then X(2) ko strong base NH2-
triple bond in cyclic(benzenes)
yes/no
not possible
tri halo derivativeof CH3
The halo form- CH3-X
CH3-(C=O)-
Acetyl gives which test
CH3-I test forms yellow ppt
GMP of triple bond,, by terta halides
-(X2)C-C(X2). Reagent used?
2(Zn) is used to eliminate 4X to form 2(ZnX2)
How to form Higher alkyne
- take a tb
- add base (oh-/nh2-)
- Take out H2O to form carboanion R-C(tb)C(-)
- Add R’-X where R’ is 1’ or 2’
Which metal carbide forms ethyne?
CaC2 + H2O—> Ca(OH)2 + c(tb)c
Which metal carbide is used to from propyne?
Mg2C3 +H2O–> Mg(OH)2 + c-c(tb)c
By which method only ethyne can be prepaired?
From
Graphite(solid) +H2–silent electric discharge–> C2H2
Alkynes are odourless, except for?
Ethyne
Test of alkyne with Br2/H2O
reddish brown
Test of alkyne with alk. KMno4(baeyers solution)
Purple pink
Ammonical Silver Nitrate( Tollen reagent) gives Alkyne(@terminal) test
white ppt
Ammonical cuprous chloride gves alkyne test
( 2CuCl4+ 2 NH4OH)
Red ppt
Alkyne+
1. HCL[H+CL-]
2. CH3COO- H+
3. H+CN-
e+ addition
Seperate H+ and add remaining to broken tb (+) side
* Cl addition in HCL on Double bond
more stable c+ –major (markonikov)
less stable c+ –minor(anti-markonikov)
Alkyne
1. HBr/CCI4
2. Br2/CCI4
3. I2/CCl4
2moles of each used to reduce the tb to single bond
1. [H+ & Br-] syn add (br-br @ geminal)
2. [Br- & Br+] anti add to avoid steric hinderance (4Br)
3. 1 mole of I2 used since in the third step due to large I size steric hinderance will be observed
Cl2, chlorine+ H20
(halogen-ine)
X2/H2O
X+ & OH-
R-C(tb)CH + H2SO4/HgSO4
Acetyl
[enol –> keto] R-(Me)-C=O
(triple bond breaks to single bond and =o is added to C+)
KUCHEROV Reaction
HBO on Alkyne
B2H6[BH2+ & H-] / ** HF**
H2O2 also used
*terminal *alkyne–>aldehyde keto form
Tb breaks to form single bond and =O is added to terminal C(anti markonikov)
R- C(TB)-R’
1.cold alk.KMnO4
2.+ glyoxal
3.hot KMnO4
oxidation of alkyne
- 2mole of KMnO4
R-(O=C-C=0)-R - RO-(O=C-C=O)-OR
- Carboxylic acid[ R-(O=)C-OH] + R’COOH
R-C(tb)C-C —NaNH2/heat—> ??
R-C(tb)C-C <—?—??
??-R-C-C(tb)C
?- alc KOH/heat
ISOMERISATION
A-NH2 in liq NH3 +Alkyne
NaNH2/ LiNH2
R-C-C(tb)C-A+
* C-C(tb)C(-ve)Na+
* C-C(tb)C(-ve)Li+
Cu tube + Alkyne
* ethyne
* propyne
cyclic
* benzene
* 1,3,5, trimethyl benzene (mesitylene)
polymerization