P-Naphthyl methyl ether

P-Naphthyl methyl ether (nerolin). Use 36-0 g. of p-naphthol, 10-5 g. of sodium hydroxide in 150 ml. of water, and add 31 -5 g. (23-5 ml.) of dimethyl sulphate whilst the mixture is cooled in ice. Warm for 1 hour at 70- 80°, and allow to cool. Filter off the naphthyl methyl ether at the pump, wash with 10 per cent, sodium hydroxide solution, then liberally with water, and drain thoroughly. RecrystaUise from benzene or methylated spirit. The yield is 33 g., m.p. 72°. 

P-Naphthyl benzoate, 784 a-Naphthylcarbamates, 364 a-Naphthyl isocyanate, 264, 291 a-Naphthylhydantoic acids, 437 P-Naphthyl methyl ether, 665, 670, 767... 

P-naphthyl methyl ether, ((i-naphthol methyl ether 2-methoxynaphthalene methyl naphthyl ether). C10H7OCH3. 

AI3-21213 EINECS 202-213-6 P-Melhoxynaphihalene Methyl p-naphthyl ether Methyl 2-naphthyl ether Naphthalene, 2-methoxy- p-Naphthol methyl ether p-Naphthyl methyl ether 2-Naphthyl methyl ether Nerolin NSC 4171 Yara-Yara Yura Yara. Used in perfumery. Leaflets mp = 73.5" bp = 274" djfin 1.0640 Xm = 227,... 

N-(Methoxy (methylthio) phosphinoyl) acetamide. SeeAcephate 2-Methoxynaphthalene P-Methoxynaphthalene. See P-Naphthyl methyl ether 2-Methoxy-5-nitroaniline CAS 99-59-2 EINECS/ELINCS 202-770-5 Synonyms 2-Amino-1-methoxy-4-nitrobenzene 3-Amino-4-methoxynitrobenzene 2-Amino-4-nitroanisole Aniline, 2-methoxy-5-nitro- o-Anisidine nitrate... 

Methyl-1,4-naphthalenedione 2-Methyl-1,4-naphthoquinone. See Menadione N-Methyl-a-naphthylcarbamate. See Carbaryl Methyl 2-naphthyl ether Methyl p-naphthyl ether. See P-Naphthyl methyl ether Methyl naphthyl ketone. See 2 -Acetonaphthone... 

Naphthol methyl ether P-Naphthol methyl ether. See p-Naphthyl methyl ether... 

Nerolin fragarol. See p-Naphthyl isobutyl ether Nerolin new. See P-Naphthyl ethyl ether Nerolin old. See P-Naphthyl methyl ether Neroli oil. See Orange (Citrus aurantium dulcis) flower water Orange (Citrus aurantium dulcis) flower oil... 

Xytrex 300. See Polyethersulfone resin Xytrex 450. See Polyetheretherketone Xytrex 646. See Polyphenylene sulfide resin XZ 26001.00, XZ 26005.00. See Styrene/acrylates copolymer Yacca. See Red gum YAD-122. See (N-Pyrrolidonepropyl) methylsiloxane-dimethylsiloxane copolymer Yara yara. See P-Naphthyl methyl ether Yarmor Yarmor pine oil. See Pine (Pinus palustris) oil... 

Methyl propionate 3-Methyl-5-propyl-2-cyclohexen-1-one Methyl propyl ketone Methyl tiglate Methyl p-toluate Methylundecanal dimethyl acetal Methyl 9-undecenoate Methyl 10-undecenoate Methyl valerate Methyl vanillate Musk ketone Musktibetene Myrcene Myrcenol Myrcenyl acetate Myristaldehyde Myrrh gum Myrtenol Myrtenyl acetate Myrtenyl formate Myrtle (Myrtus communis) extract Myrtle (Myrtus communis) oii P-Naphthyi isobutyl ether P-Naphthyl methyl ether Neral Nerol Neryl acetate Neryl butyrate Neryl formate Neryl isobutyrate Neryi isovaierate Neryi propionate Nona-2,4-dienai trans,trans-2,4-Nonadienal 2,6-Nonadien-1-ol... 

Amyl isovalerate P-Naphthyl methyl ether 2-(3-Phenylpropyl) tetrahydrofuran Snakeroot (Asarum canadense) oil tobacco ingredient Bornyl acetate... 

Naphthyl methyl ether.—Dissolve 3-6grams(3-naphthnl in I3 5 c.c. 10 per cent, caustic soda solution, add 3 c.c. meth l sulphate, warm the liquid gently and shake vigorously. In. i short time the naphthyl methyl ether separates as a solid mass. The product is heated for ten minutes on the water-bath, a little water is added, and the naphthyl ether filtered and washed with water. It is crystallised from alcohol and deposits in lustrous plates m. p. 70—72°. The yield is theoretical. It may be used for analysis by Zeisel s method. 

Phenyl n-propyl et.her. Phenyl n-butyl ether o-Cresyl methyl ether (1) m-Cresyl methyl ether. p-Cresyl methyl ether. o-Cresyl ethyl ether m-Cresyl ethyl ether p-Cresyl ethyl ether Benzyl methyl ether Benzyl ethyl ether Methyl a-naphthyl ether Methyl p-naphthyl ether Ethyl a-naphthyl ether Ethyl p-naphthyl ether Benzyl a-naphthyl ether Benzyl P-naphthyl ether o-Methoxydiphenyl p-Methoxydiphenyl. o-Chloroanisole. m-Chloroanisole. p-Chloroanisolc o-Bromoanisole m-Bromoanisole. p-Bromoanisole. o-Iodoanisole m-Iodoanisole p-Iodoanisole o-Nitroanisole... 

Other methyl ethers may be prepared in a similar manner e.g., f-naphthyl methyl ether (M.P. 71°) is formed in good yield from /3-naphthol. 

Maltol Isobutyrate 2-Methoxy 3-(or 5- or 6-) Isopropyl Pyrazine 5H-5-Methyl-6,7 -dihydrocyclopenta[b]pyrazine 5-Methyl Furfural Methyl Furoate Methyl Hexanoate Methyl Isovalerate 5-Methyl 2-Phenyl 2-Hexenal Methyl Thiobutyrate Methyl Valerate P-Naphthyl Ethyl Ether Phenyl Ethyl Cinnamate Phenyl Ethyl Propionate Propyl Formate Propyl Mercaptan Salicylaldehyde 8-T etradecalactone 2-Tridecanone... 

Naphthol methyl ether p-Naphthol methyl ether 2-Naphthyl methyl ether Nerolin old Yara yara... 

Methyl-1-propanethiol Methyl propionate 3-Methyl-5-propyl-2-cyclohexen-1 -one Methyl propyl ketone 2-Methylpyrazine flavoring agent, synthetic food Methyl salicylate Methyl sorbate 5-Methyl-2-thiophenecarboxyaldehyde 3-Methylthiopropionaldehyde 2-Methyl-3-tolylpropionaldehyde, mixed o-, m-, p-Methyl 9-undecenoate Methyl 2-undecynoate Methyl valerate MSG Musk ambrette Myrcene Myristaldehyde Myristyl alcohol Myrtenol 2-Naphthalenethiol P-Naphthyl ethyl ether P-Naphthyl isobutyl ether d-Neomenthol Nerol Neryl acetate Neryl butyrate Neryl formate Neryl isobutyrate Neryl isovalerate Neryl propionate... 

Analogous ring expansion via P-fragmentation of cyclobutanoxyl radicals derived from the photoadducts between a- or P-naphthyl trimethylsilyl ether and acrylonitrile or methyl acrylate resulted in the formation of a benzohomotropone after treatment with a base. 

Numerous examples exist in which TMEDA not only facilitates the lithiation of aromatic and heteroaromatic substrates but also controls the regioselectivity of lithiation. While tertiary ben-zamides are susceptible to nucleophilic attack by n-butyllithium to give aryl butyl ketones, the use of s-ButyllithiumnMEDA in THF at —78 °C provides the synthetically useful ortho metalated tertiary benzamide which may be treated with a large variety of electrophiles (eq 4). Even with compounds having a second more acidic site the above conditions allow ortho lithiation to take place under kinetic control. Thus a p-toluamide is ortho lithiated with s-butyllithium/TMEDA in THF at —78 °C, but when Lithium Diisopropylamide is used as the base in THF at 0 °C the thermodynamically favored benzyllithium species is obtained (eq 5). The very marked influence of TMEDA on the lithiation of naphthyl methyl ether in hydrocarbon solvents is dramatically illustrated in the example in eq 6. ... 

Steam distil from a 1 - 5 litre three-necked flask until the odour of nitrobenzene is no longer perceptible in the distillate (6-12 hours). Extract the cold residue with three 100 ml. portions of ether, dry the combined extracts with anhydrous magnesium sulphate, and distil oflF the ether. The residue solidifies and consists of almost pure methyl P-naphthyl ketone, m.p. 52° the yield is 30 g. Upon recrystallisation from glacial acetic acid, the m.p. is raised to 54°. 

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