carboxy! gr0ups are situated. The length ofthe
fy achd motu can be aerate
the main reflection” ste mera ieee
in Fig. 32). For stearic acid (1 On
diszance is 2.45 nm
The crystalline lattice is stabitized by hydro-
phobic interaction slong the acel sernie
Correspondingly. the energy and there ene
temperature required tor melt ‘tie eG
increase with an increased number nf core
inthe chan
Odi-numbered as well as unsaturated fany
ids cannot be uniformly packed ame
talline latice av can the oonestel ond
Evermore acs ine uated
Acids are sigh interered by tee eee
metiy! groups,
(C.) exceed the melting points
af the next higher odd-numbered (C.} ans
acids (cf Table 3.6),
‘The molecular arrangement in the crystalline
lace of unsaturated fatty acids isnot strongly
influenced by tans double bona,
strongly influenced by cis double honds, "This
difference, due to steric interference as mer
tioned above, is reflected in a decrease in melt,
ing points in the fatty acid series 18
(49) and 18:1 (9). However,
Should be considered as reliable onl
ouble bond positions within the
are fairly comparable. Thus, when cis doubie
‘carbon chain, the
a straight extended
eid is not as large as in oleic acid. Henee ah
melting point of such an acid is higher The
mmeliing point of cis-2-actadecenoie. seid
in agreement with this rule; it even surpacses
the Strans isomer of the same acid tiaeis
31
si melting point deercases with an increasing
‘umber of Isolated cis- double bonds (Table
BLL. This behavior can be explained by ihe
changes in the geometey of the molecules. ne
fan be seen when comparing the geometne
SMtuctutes of ofeie and arachidonic acid
32.23 Urea Adducts
When urea crystallizes, channels with a dia.
meter of 08-12 nm are formed within ios
Meting
point
ey
eC
io Stearic aid 6
18-1 aro 46
Ie1ay is 2-Octadccenoie acid 31
1819) Oleic aed ba
18:2(9,12)—Linotee aid 5
18:2(0°9.012) —Linolelaidie nid 2
18:3(9.12.13) aLinotenic seed i
20-0 Arachiie aig 754
2041581118) Atuchidonicacid Jad
gtystals and can accomodate
hydrocarbons. The stability of
long-chain
such urea
18:0 > 18:1 (9) > 18:2 (9, 12),
A gubstitution ‘onthe acyl chain prevents
‘dduct formation. Thus, tix possible to seb
arate branched or oxidized fatty acids or thew.
‘methyl esters from the corresponding straight,
chain compounds on the basis ofthe formey
3.2.2.4 Solubility
Long-chain fatty acids are practically inso-
ible in water: instead, they orm a floating
Mater, while the hydrophobic tails protrude
into the gaseous phase. The solubility of the
acids increases with decreasing carhon mur.
ber: butyric acid is completely soluble ia
water,
Ethyl ether is the best solvent for stearic acid
and other saturated I