{"id":3454,"date":"2024-07-19T06:12:52","date_gmt":"2024-07-19T06:12:52","guid":{"rendered":"https:\/\/pharm.sinocurechem.com\/?p=3454"},"modified":"2024-07-19T06:12:52","modified_gmt":"2024-07-19T06:12:52","slug":"o-anisidine-2-methoxyaniline-chemical-properties-synthesis-applications-and-safety-considerations","status":"publish","type":"post","link":"https:\/\/longchangextracts.com\/hu\/o-anizidin-2-metoxianilin-kemiai-tulajdonsagok-szintezis-alkalmazasok-es-biztonsagi-megfontolasok\/","title":{"rendered":"o-Anisidin (2-metoxianilin): K\u00e9miai tulajdons\u00e1gok, szint\u00e9zis, alkalmaz\u00e1sok \u00e9s biztons\u00e1gi megfontol\u00e1sok"},"content":{"rendered":"

o-Anisidin (2-metoxianilin): K\u00e9miai tulajdons\u00e1gok, szint\u00e9zis, alkalmaz\u00e1sok \u00e9s biztons\u00e1gi megfontol\u00e1sok<\/span><\/i><\/b><\/i><\/b><\/p>\n

o-Anisidin CAS 90-04-0<\/span><\/i><\/b><\/i><\/b><\/p>\n

Az o-Anisidin, m\u00e1s n\u00e9ven 2-metoxianilin egy arom\u00e1s amin, amelynek k\u00e9miai k\u00e9plete C7H9NO. Sz\u00edntelen vagy s\u00e1rg\u00e1s sz\u00edn\u0171, jellegzetes szag\u00fa folyad\u00e9k, amelyet els\u0151sorban k\u00f6ztes term\u00e9kk\u00e9nt haszn\u00e1lnak k\u00fcl\u00f6nb\u00f6z\u0151 sz\u00ednez\u00e9kek, pigmentek \u00e9s gy\u00f3gyszerek szint\u00e9zis\u00e9ben.<\/span><\/p>\n

1.\u00a0<\/span>K\u00e9miai tulajdons\u00e1gok<\/span><\/b><\/b><\/p>\n

IUPAC n\u00e9v: AUPAC neve: 2-Methoxyanilin<\/span><\/p>\n

CAS-sz\u00e1m: 90-04-0<\/span><\/p>\n

Molekul\u00e1ris k\u00e9plet: C7H9NO<\/span><\/p>\n

Molekulat\u00f6meg: 123,15 g\/mol<\/span><\/p>\n

Szerkezet: A k\u00e9miai szerkezet egy benzolgy\u0171r\u0171b\u0151l \u00e1ll, amely az orto-poz\u00edci\u00f3ban metoxicsoporttal (-OCH3) \u00e9s a para-poz\u00edci\u00f3ban aminocsoporttal (-NH2) van szubsztitu\u00e1lva.<\/span><\/p>\n

Megjelen\u00e9s: Sz\u00edntelen vagy s\u00e1rg\u00e1s folyad\u00e9k<\/span><\/p>\n

Forr\u00e1spont: 218-219\u00b0C<\/span><\/p>\n

Olvad\u00e1spont: -2\u00b0C<\/span><\/p>\n

S\u0171r\u0171s\u00e9g: 1,088 g\/cm\u00b3 20\u00b0C-on<\/span><\/p>\n

Oldhat\u00f3s\u00e1g: V\u00edzben gyeng\u00e9n old\u00f3dik.<\/span><\/p>\n

2.\u00a0<\/span>Szint\u00e9zis<\/span><\/b><\/b><\/p>\n

1)\u00a0<\/span>o-Nitroanisol redukci\u00f3ja<\/span><\/b><\/b><\/p>\n

Az o-anizidin szint\u00e9zis\u00e9nek egyik els\u0151dleges m\u00f3dszere az o-nitroanisol (2-nitroanisol) redukci\u00f3ja. Ez a folyamat k\u00fcl\u00f6nb\u00f6z\u0151 reduk\u00e1l\u00f3szerekkel v\u00e9gezhet\u0151 el, amelyek mindegyike a szint\u00e9zis l\u00e9pt\u00e9k\u00e9t\u0151l \u00e9s egyedi k\u00f6vetelm\u00e9nyeit\u0151l f\u00fcgg\u0151en k\u00fcl\u00f6nb\u00f6z\u0151 el\u0151ny\u00f6ket k\u00edn\u00e1l.<\/span><\/p>\n

Katalitikus hidrog\u00e9nez\u00e9s: Ez a m\u00f3dszer az o-nitroanizol redukci\u00f3j\u00e1t jelenti hidrog\u00e9ng\u00e1zzal, megfelel\u0151 kataliz\u00e1tor jelenl\u00e9t\u00e9ben. Gyakori kataliz\u00e1torok a pall\u00e1dium-sz\u00e9n (Pd\/C), a platina (Pt) vagy a Raney-nikkel.<\/span><\/p>\n

Reakci\u00f3k\u00f6r\u00fclm\u00e9nyek: A reakci\u00f3t \u00e1ltal\u00e1ban megfelel\u0151 old\u00f3szerben, p\u00e9ld\u00e1ul etanolban, metanolban vagy ecetsavban v\u00e9gzik. Az elegyet ellen\u0151rz\u00f6tt nyom\u00e1son \u00e9s h\u0151m\u00e9rs\u00e9kleten hidrog\u00e9ng\u00e1znak vetik al\u00e1.<\/span><\/p>\n

El\u0151ny\u00f6k: A katalitikus hidrog\u00e9nez\u00e9s nagy hozam\u00fa o-anizidin el\u0151\u00e1ll\u00edt\u00e1s\u00e1t biztos\u00edtja minim\u00e1lis mell\u00e9kterm\u00e9kkel. Az elj\u00e1r\u00e1s hat\u00e9kony \u00e9s ipari termel\u00e9sre m\u00e9retezhet\u0151.<\/span><\/p>\n

Mechanizmus: A nitrocsoport (-NO2) az o-nitroanizolban aminocsoportt\u00e1 (-NH2) reduk\u00e1l\u00f3dik egym\u00e1st k\u00f6vet\u0151 szakaszokon kereszt\u00fcl, k\u00f6zbens\u0151 nitrozo- \u00e9s hidroxilamin fajok k\u00e9pz\u0151d\u00e9s\u00e9vel.<\/span><\/p>\n

K\u00e9miai redukci\u00f3: Alternat\u00edvak\u00e9nt az o-nitroanizol reduk\u00e1lhat\u00f3 k\u00e9miai reduk\u00e1l\u00f3szerekkel, p\u00e9ld\u00e1ul vasreszel\u00e9kkel s\u00f3sav jelenl\u00e9t\u00e9ben (Bechamp-redukci\u00f3), cinkporral vagy n\u00e1trium-szulfiddal.<\/span><\/p>\n

Bechamp cs\u00f6kkent\u00e9s: Vasreszel\u00e9k \u00e9s s\u00f3sav reduk\u00e1lja az o-nitroanisolt o-anizidinn\u00e9. Ez a m\u00f3dszer t\u00f6rt\u00e9nelmileg jelent\u0151s, \u00e9s bizonyos alkalmaz\u00e1sokban m\u00e9g mindig alkalmazz\u00e1k.<\/span><\/p>\n

El\u0151ny\u00f6k: A k\u00e9miai redukci\u00f3s m\u00f3dszerek k\u00f6lts\u00e9ghat\u00e9konyak \u00e9s alkalmasak nagy\u00fczemi szint\u00e9zisre, k\u00fcl\u00f6n\u00f6sen olyan k\u00f6rnyezetben, ahol a katalitikus hidrog\u00e9nez\u00e9si infrastrukt\u00fara nem \u00e1ll rendelkez\u00e9sre.<\/span><\/p>\n

2)\u00a0<\/span>Anilin metilez\u00e9se<\/span><\/b><\/b><\/p>\n

Az o-anizidin szint\u00e9zis\u00e9nek egy m\u00e1sik megk\u00f6zel\u00edt\u00e9se az anilin (fenilamin) metilez\u00e9s\u00e9t, majd szelekt\u00edv demetilez\u00e9s\u00e9t foglalja mag\u00e1ban.<\/span><\/p>\n

Metilez\u00e9s dimetil-szulf\u00e1ttal: Az anilin dimetil-szulf\u00e1t seg\u00edts\u00e9g\u00e9vel metil\u00e1lhat\u00f3 N-metililanilin, majd N,N-dimetililanilin k\u00e9pz\u0151d\u00e9s\u00e9hez.<\/span><\/p>\n

Reakci\u00f3k\u00f6r\u00fclm\u00e9nyek: Az anilint dimetil-szulf\u00e1ttal reag\u00e1ltatjuk b\u00e1zis, p\u00e9ld\u00e1ul n\u00e1trium-hidroxid vagy k\u00e1lium-karbon\u00e1t jelenl\u00e9t\u00e9ben. A reakci\u00f3t \u00e1ltal\u00e1ban szerves old\u00f3szerben, p\u00e9ld\u00e1ul acetonban vagy dimetil-formamidban (DMF) v\u00e9gzik.<\/span><\/p>\n

Demetil\u00e1l\u00e1s: A kapott N,N-dimetil-lanilint szelekt\u00edv demetilez\u00e9snek vetj\u00fck al\u00e1, hogy o-anizidint kapjunk. Ez a l\u00e9p\u00e9s olyan reagensek, mint a br\u00f3msav (HBr) vagy b\u00f3rtribromid (BBr3) seg\u00edts\u00e9g\u00e9vel val\u00f3s\u00edthat\u00f3 meg.<\/span><\/p>\n

3)\u00a0<\/span>K\u00f6zvetlen \u00e9teres\u00edt\u00e9s<\/span><\/b><\/b><\/p>\n

Az o-anizidin szint\u00e9zis\u00e9nek kev\u00e9sb\u00e9 elterjedt, de \u00e9letk\u00e9pes m\u00f3dszere az anilin k\u00f6zvetlen \u00e9teres\u00edt\u00e9s\u00e9t jelenti metanollal vagy dimetil-\u00e9terrel savas k\u00f6r\u00fclm\u00e9nyek k\u00f6z\u00f6tt.<\/span><\/p>\n

\u00c9teres\u00edt\u00e9si folyamat: Az anilint metanollal reag\u00e1ltatj\u00e1k savas kataliz\u00e1tor, p\u00e9ld\u00e1ul k\u00e9nsav vagy s\u00f3sav jelenl\u00e9t\u00e9ben.<\/span><\/p>\n

Reakci\u00f3k\u00f6r\u00fclm\u00e9nyek: Az elegyet reflux alatt meleg\u00edtj\u00fck, hogy el\u0151seg\u00edts\u00fck a metoxicsoport (-OCH3) kialakul\u00e1s\u00e1t az aminocsoporthoz (-NH2) k\u00e9pest az orto-poz\u00edci\u00f3ban.<\/span><\/p>\n

El\u0151ny\u00f6k: Ez a m\u00f3dszer egyszer\u0171 utat biztos\u00edt az o-anizidinhez, b\u00e1r a reakci\u00f3k\u00f6r\u00fclm\u00e9nyek szigor\u00fa ellen\u0151rz\u00e9s\u00e9t ig\u00e9nyelheti a mell\u00e9kreakci\u00f3k minimaliz\u00e1l\u00e1sa \u00e9s a nagy szelektivit\u00e1s el\u00e9r\u00e9se \u00e9rdek\u00e9ben.<\/span><\/p>\n

4)\u00a0<\/span>Nitr\u00e1l\u00e1si \u00e9s redukci\u00f3s sorrend<\/span><\/b><\/b><\/p>\n

Egy bonyolultabb szintetikus \u00fatvonal az anizol nitr\u00e1l\u00e1s\u00e1val, majd szelekt\u00edv redukci\u00f3val j\u00e1r.<\/span><\/p>\n

Az anizol nitr\u00e1l\u00e1sa: Az anizol (metoxibenzol) nitr\u00e1l\u00e1sa t\u00f6m\u00e9ny sal\u00e9tromsav \u00e9s k\u00e9nsav kever\u00e9k\u00e9vel t\u00f6rt\u00e9nik, \u00edgy nitroanizol izomereket kapunk.<\/span><\/p>\n

Reakci\u00f3k\u00f6r\u00fclm\u00e9nyek: A nitr\u00e1l\u00e1st ellen\u0151rz\u00f6tt h\u0151m\u00e9rs\u00e9kleten v\u00e9gezz\u00fck, hogy az orto-nitroanisol izomer kialakul\u00e1s\u00e1nak kedvezz\u00fcnk.<\/span><\/p>\n

K\u00fcl\u00f6nv\u00e1l\u00e1s: Az izomereket olyan technik\u00e1kkal v\u00e1lasztj\u00e1k el, mint a frakcion\u00e1lt desztill\u00e1ci\u00f3 vagy a kromatogr\u00e1fia.<\/span><\/p>\n

Redukci\u00f3 o-Anisidinn\u00e9: Az orto-nitroanisolt ezut\u00e1n szelekt\u00edven o-anizidinn\u00e9 reduk\u00e1lj\u00e1k katalitikus hidrog\u00e9nez\u00e9si vagy k\u00e9miai redukci\u00f3s m\u00f3dszerekkel, a kor\u00e1bban le\u00edrtak szerint.<\/span><\/p>\n

3.\u00a0<\/span>Alkalmaz\u00e1sok<\/span><\/b><\/b><\/p>\n

Fest\u00e9k- \u00e9s pigmentipar:<\/span><\/b><\/b><\/p>\n

Az o-Anisidin kulcsfontoss\u00e1g\u00fa k\u00f6ztes term\u00e9k a k\u00fcl\u00f6nb\u00f6z\u0151 sz\u00ednez\u00e9kek \u00e9s pigmentek szint\u00e9zis\u00e9ben, k\u00fcl\u00f6n\u00f6sen:<\/span><\/p>\n

a) Azosz\u00ednez\u00e9kek: A textil-, b\u0151r- \u00e9s pap\u00edriparban sz\u00e9les k\u00f6rben haszn\u00e1lj\u00e1k.<\/span><\/p>\n

b) Trifenilmet\u00e1n sz\u00ednez\u00e9kek: Tint\u00e1kban, fest\u00e9kekben \u00e9s biol\u00f3giai fest\u00e9kekben alkalmazz\u00e1k.<\/span><\/p>\n

c) Indig\u00f3 sz\u00ednez\u00e9kek: Denim \u00e9s m\u00e1s textilipari alkalmaz\u00e1sokban haszn\u00e1lj\u00e1k<\/span><\/p>\n

d) kinolin sz\u00ednez\u00e9kek: K\u00fcl\u00f6nb\u00f6z\u0151 ipari \u00e9s fogyaszt\u00f3i term\u00e9kekben alkalmazz\u00e1k<\/span><\/p>\n

Gy\u00f3gyszeripar:<\/span><\/b><\/b><\/p>\n

Az o-Anisidin kiindul\u00e1si anyagk\u00e9nt vagy k\u00f6ztes term\u00e9kk\u00e9nt szolg\u00e1l a k\u00f6vetkez\u0151k szint\u00e9zis\u00e9ben:<\/span><\/p>\n

a) F\u00e1jdalomcsillap\u00edt\u00f3k \u00e9s gyullad\u00e1scs\u00f6kkent\u0151k<\/span><\/p>\n

b) V\u00e9rnyom\u00e1scs\u00f6kkent\u0151 szerek<\/span><\/p>\n

c) Antihisztaminok<\/span><\/p>\n

d) Helyi \u00e9rz\u00e9stelen\u00edt\u0151k<\/span><\/p>\n

e) Antimikrobi\u00e1lis vegy\u00fcletek<\/span><\/p>\n

Agrok\u00e9miai \u00e1gazat:<\/span><\/b><\/b><\/p>\n

A vegy\u00fcletet a k\u00f6vetkez\u0151k el\u0151\u00e1ll\u00edt\u00e1s\u00e1ra haszn\u00e1lj\u00e1k:<\/span><\/p>\n

a) Gyomirt\u00f3 szerek: A triazin alap\u00fa gyomirt\u00f3 szerek prekurzorak\u00e9nt<\/span><\/p>\n

b) Rovar\u00f6l\u0151 szerek: K\u00fcl\u00f6n\u00f6sen egyes szerves foszf\u00e1tvegy\u00fcletek szint\u00e9zis\u00e9ben.<\/span><\/p>\n

c) Gomba\u00f6l\u0151 szerek: Egyes azol-alap\u00fa gomba\u00f6l\u0151 szerek k\u00f6ztiterm\u00e9kek\u00e9nt.<\/span><\/p>\n

\u00cdz- \u00e9s illatanyagipar:<\/span><\/b><\/b><\/p>\n

Az o-Anisidin kulcsfontoss\u00e1g\u00fa prekurzor a k\u00f6vetkez\u0151k szint\u00e9zis\u00e9ben:<\/span><\/p>\n

a) Vanillin: A van\u00edlia \u00edz\u00e9nek els\u0151dleges \u00f6sszetev\u0151je<\/span><\/p>\n

b) Ethylvanillin: Egy er\u0151sebb szintetikus van\u00edliaaroma<\/span><\/p>\n

c) Guaiacol: K\u00fcl\u00f6nb\u00f6z\u0151 arom\u00e1k \u00e9s illatanyagok el\u0151\u00e1ll\u00edt\u00e1s\u00e1hoz haszn\u00e1lj\u00e1k.<\/span><\/p>\n

Polimer- \u00e9s gumiipar:<\/span><\/b><\/b><\/p>\n

A vegy\u00fcletet a k\u00f6vetkez\u0151kben alkalmazz\u00e1k:<\/span><\/p>\n

a) Antioxid\u00e1nsok gumi \u00e9s m\u0171anyagokhoz<\/span><\/p>\n

b) Epoxigyant\u00e1k kem\u00e9ny\u00edt\u0151i<\/span><\/p>\n

c) Stabiliz\u00e1torok a polimergy\u00e1rt\u00e1sban<\/span><\/p>\n

Korr\u00f3zi\u00f3g\u00e1tl\u00f3k:<\/span><\/b><\/b><\/p>\n

Az o-Anisidin-sz\u00e1rmaz\u00e9kokat korr\u00f3zi\u00f3g\u00e1tl\u00f3k\u00e9nt haszn\u00e1lj\u00e1k a k\u00f6vetkez\u0151kben:<\/span><\/p>\n

a) Ipari h\u0171t\u0151rendszerek<\/span><\/p>\n

b) Olaj- \u00e9s g\u00e1zvezet\u00e9kek<\/span><\/p>\n

c) F\u00e9mfeldolgoz\u00f3 ipar<\/span><\/p>\n

Kutat\u00e1s \u00e9s analitikai k\u00e9mia:<\/span><\/b><\/b><\/p>\n

Az o-Anisidin a k\u00f6vetkez\u0151kre szolg\u00e1l:<\/span><\/p>\n

a) Reagens k\u00fcl\u00f6nb\u00f6z\u0151 szerves szint\u00e9zisekben<\/span><\/p>\n

b) Analitikai k\u00e9miai szabv\u00e1ny a m\u00f3dszerfejleszt\u00e9shez \u00e9s valid\u00e1l\u00e1shoz<\/span><\/p>\n

Speci\u00e1lis vegyi anyagok:<\/span><\/b><\/b><\/p>\n

A vegy\u00fcletet a k\u00f6vetkez\u0151k el\u0151\u00e1ll\u00edt\u00e1s\u00e1ra haszn\u00e1lj\u00e1k:<\/span><\/p>\n

a) Optikai feh\u00e9r\u00edt\u0151k text\u00edli\u00e1khoz \u00e9s pap\u00edrhoz<\/span><\/p>\n

b) UV-abszorberek m\u0171anyagokhoz \u00e9s kozmetikumokhoz<\/span><\/p>\n

c) Antioxid\u00e1nsok \u00fczemanyagokhoz \u00e9s ken\u0151anyagokhoz<\/span><\/p>\n

4.\u00a0<\/span>Biztons\u00e1g<\/span><\/b><\/b><\/p>\n

Az o-Anisidin toxikol\u00f3giai tulajdons\u00e1gai miatt vesz\u00e9lyes anyagnak min\u0151s\u00fcl. B\u0151r\u00f6n kereszt\u00fcl, bel\u00e9legezve vagy lenyelve felsz\u00edv\u00f3dhat, \u00e9s k\u00fcl\u00f6nb\u00f6z\u0151 eg\u00e9szs\u00e9g\u00fcgyi hat\u00e1sokat okozhat.<\/span><\/p>\n

Eg\u00e9szs\u00e9g\u00fcgyi vesz\u00e9lyek: Az o-anizidin expoz\u00edci\u00f3 a b\u0151r, a szem \u00e9s a l\u00e9gutak irrit\u00e1ci\u00f3j\u00e1t okozhatja. A hosszan tart\u00f3 expoz\u00edci\u00f3 methemoglobin\u00e9mi\u00e1hoz vezethet, egy olyan \u00e1llapothoz, amikor a hemoglobin nem k\u00e9pes hat\u00e9konyan oxig\u00e9nt juttatni a testsz\u00f6vetekbe. Potenci\u00e1lis r\u00e1kkelt\u0151 anyagnak is tekinthet\u0151.<\/span><\/p>\n

5.\u00a0<\/span>Kezel\u00e9s \u00e9s t\u00e1rol\u00e1s<\/span><\/b><\/b><\/p>\n

Szem\u00e9lyi v\u00e9d\u0151felszerel\u00e9s (PPE): Az o-anizidin kezel\u00e9se sor\u00e1n megfelel\u0151 egy\u00e9ni v\u00e9d\u0151felszerel\u00e9st, p\u00e9ld\u00e1ul keszty\u0171t, v\u00e9d\u0151szem\u00fcveget \u00e9s laborat\u00f3riumi k\u00f6penyt kell viselni az expoz\u00edci\u00f3 minimaliz\u00e1l\u00e1sa \u00e9rdek\u00e9ben.<\/span><\/p>\n

T\u00e1rol\u00e1s: Az anyagot h\u0171v\u00f6s, j\u00f3l szell\u0151z\u0151 helyen, gy\u00fajt\u00f3forr\u00e1sokt\u00f3l t\u00e1vol kell t\u00e1rolni. A tart\u00e1lyokat szorosan le kell z\u00e1rni a sziv\u00e1rg\u00e1s \u00e9s a szennyez\u0151d\u00e9s megakad\u00e1lyoz\u00e1sa \u00e9rdek\u00e9ben.<\/span><\/p>","protected":false},"excerpt":{"rendered":"

o-Anisidine (2-Methoxyaniline): Chemical Properties, Synthesis, Applications, and Safety Considerations o-Anisidine CAS 90-04-0 o-Anisidine, also known as 2-methoxyaniline, is an aromatic amine with the chemical formula C7H9NO. It is a colorless to yellowish liquid with a characteristic odor, used primarily as an intermediate in the synthesis of various dyes, pigments, and pharmaceuticals. 1.\u00a0Chemical Properties IUPAC Name: […]<\/p>","protected":false},"author":1,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[20],"tags":[],"yoast_head":"\no-Anisidine (2-Methoxyaniline): Chemical Properties, Synthesis, Applications, and Safety Considerations - China Chemical Manufacturer<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/longchangextracts.com\/hu\/o-anizidin-2-metoxianilin-kemiai-tulajdonsagok-szintezis-alkalmazasok-es-biztonsagi-megfontolasok\/\" \/>\n<meta property=\"og:locale\" content=\"hu_HU\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"o-Anisidine (2-Methoxyaniline): Chemical Properties, Synthesis, Applications, and Safety Considerations - China Chemical Manufacturer\" \/>\n<meta property=\"og:description\" content=\"o-Anisidine (2-Methoxyaniline): Chemical Properties, Synthesis, Applications, and Safety Considerations o-Anisidine CAS 90-04-0 o-Anisidine, also known as 2-methoxyaniline, is an aromatic amine with the chemical formula C7H9NO. 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