Primary carbonization

That looks simple and direct don t it If safrole was used as the alkene one would get safrole-azide as product. Just one teensy little reduction away from MDA. Strike also found some azide papers that, with a little work, will get safrole-azide in a totally different way. Strike came across a lot of work where groups were using dinucleophilic addition to get an azide and a halogen added across a double bond. The azide would always go to the beta secondary carbon and the halogen to the primary carbon (just what one would want if safrole was the substrate). 

Interestingly, the allylation of a stabilized carbon nucleophile has been found to be reversible. Complete isomerization of dimethyl methylmalonate, involving bis-allylic C—C bond cleavage, from a secondary carbon 38 to a primary carbon 39 was observed by treatment with a Pd catalyst for 24 h. The C—C bond cleavage of a monoaliylic system proceeds slowly[40]. 

Confoimer with the two methyls of the 5-i-Pr group framing the C4 methyl group. Given in the order secondary carbon, primary carbon for alkyl groups. 

Carbon atoms are classified according to their degree of substitution by other car bons A primary carbon is directly attached to one other carbon Similarly a secondary carbon is directly attached to two other carbons a tertiary carbon to three and a qua ternary carbon to four Alkyl groups are designated as primary secondary or tertiary according to the degree of substitution of the carbon at the potential point of attachment... 

Those derived from isobutane are the 2 methylpropyl (isobutyl) group and the 1 1 dimethylethyl (tert butyl) group Isobutyl is a primary alkyl group because its poten tial point of attachment is to a primary carbon tert Butyl is a tertiary alkyl group because Its potential point of attachment is to a tertiary carbon... 

Many of the properties of alcohols and alkyl halides are affected by whether then-functional groups are attached to primary secondary or tertiary carbons We will see a number of cases m which a functional group attached to a primary carbon is more reac live than one attached to a secondary or tertiary carbon as well as other cases m which the reverse is true... 

Carbocations are classified according to their degree of substitution at the positively charged carbon The positive charge is on a primary carbon m CH3CH2" a secondary car bon m (CH3)2CH" and a tertiary carbon m (CH3)3C Ethyl cahon is a primary carbocation isopropyl cation a secondary carbocation and tert butyl cation a tertiary carbocation... 

Bromide ion forms a bond to the primary carbon by pushing off a water molecule This step IS bimolecular because it involves both bromide and heptyloxonium ion Step 2 IS slower than the proton transfer m step 1 so it is rate determining Using Ingold s ter mmology we classify nucleophilic substitutions that have a bimolecular rate determining step by the mechanistic symbol Sn2... 

The secondary carbon bears more of the positive charge than does the primary carbon and attack by the nucleophilic bromide ion is faster there Hence the major product is the secondary bromide... 

A naturally occurring sulfonium salt S adenosylmethionme (SAM) is a key sub stance in certain biological processes It is formed by a nucleophilic substitution m which the sulfur atom of methionine attacks the primary carbon of adenosine triphosphate dis placing the triphosphate leaving group as shown m Figure 16 7... 

Primary carbon (Section 2 13) A carbon that is directly at tached to only one other carbon Primary structure (Section 27 8) The sequence of ammo acids in a peptide or protein... 

Primary carbon Secondary a carbon Tertiary a carbon 1090-1060 (m) 1140-1035 (m) 1240-1020 (m) CN stretching Two bands but often obscured. Strong band at 800 cm Two bands. Strong band also at 745 cm i... 

Substituent group Primary carbon Secondary carbon Tertiary carbon Quaternary carbon... 

Further reduction in the price of carbon fibers may enable penetration into the automotive market. A primary carbon fiber producer has armounced that prices will drop to 700 yen/kg ( 6.80/lb) by 1995 (73) and that cooperative development efforts with a main Japanese automobile producer are underway. Development for use in constmction, such as cement and cable reinforcement, and marine apphcations will result in sustained growth volume through the eady twenty-first century. 

Acidulants. Acidulants give the beverage a tart or sour flavor, adjust pH to faciUtate the function of ben2oate as a preservative, reduce microbiological susceptibiUty, and act as a catalyst for the hydrolytic inversion process in sucrose sweetened beverages. The primary carbonated beverage acidulants are phosphoric acid [7664-38-2] and citric acid [77-92-9]. Other acidulants include ascorbic, tartaric, malic, and adipic acid (Table 2). 

These reactions indicate that the residue three primary carbon atoms ending in a group... 

Benzyl and alkyl tnalkylsilyl ethers undergo clean fluonnation to give good yields of benzyl and alkyl fluorides, respectively, when reacted with a combination of d quaternary ammonium fluoride and methanesulfonyl orp- toluenesulfonyl fluoride. The reactions are applicable strictly to a primary carbon-oxygen bond, secondary and tertiary alkyl silyl ethers remain intact or, under forcing conditions, aie dehydrated to olefins [29] (equation 22)... 

FIGURE 16.7 Nucleophilic substitution at the primary carbon of adenosine triphosphate (ATP) by the sulfur atom of methionine yields S-adenosylmethionine (SAM). The reaction is catalyzed by an enzyme. 

Primary alkyl group (Section 2.13) Structural unit of the type RCH2—, in which the point of attachment is to a primary carbon. 

Primary carbon (Section 2.13) A carbon that is directly attached to only one other carbon. 

Primary carbon (1°) Secondary carbon (2°) Tertiary carbon (3°) Quaternary carbon (4C]... 

The one general exception to the rule that ethers don t typically undergo Sn2 reactions occurs with epoxides, the three-membered cyclic ethers that we saw in Section 7.8. Epoxides, because of the angle strain in the three-membered ring, are much more reactive than other ethers. They react with aqueous acid to give 1,2-diols, as we saw in Section 7.8, and they react readily with many other nucleophiles as well. Propene oxide, for instance, reacts with HC1 to give l-chloro-2-propanol by Snj2 backside attack on the less hindered primary carbon atom. We ll look at the process in more detail in Section 18.6. 

Primary carbon compatible with Williamson method... 

Base-catalyzed epoxide opening is a typical S -2 reaction in which attack of the nucleophile takes place at the less hindered epoxide carbon. For example, 1,2-epoxypropane reacts with ethoxide ion exclusively at the less highly substituted, primary, carbon to give l-ethoxy-2-propanol. 

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