Methyl Dihydrojasmonate

Jeneng Produk:

Methyl dihydrojasmonate

Sinonim:

3-oxo-2-pentyl-cyclopentaneaceticacimethylester; Cyclopentaneaceticacid, 3-oxo-2-pentyl-, methylester; hedione; CEPIONATEA.K.A. METHYL EPI-DIHYDROJASMONATE; (3-Oxo-2-pentyl-cyclopentyl) -aceticacid methyl ester; Methyl Dihydrojasmonate (cis- lan trans- campuran); METHYLDIHYDROJASMONATE HC; (2-Pentyl-3-oxocyclopentyl) asetat

CAS:

24851-98-7

MF:

C13H22O3

MW:

226.31

EINECS:

246-495-9

Kategori Produk:

Dhaptar Abjad; Rasa lan Wewangian; Minangka bahan kimia aroma kanggo nggunakake rasa, pewangi, lan aplikasi liyane; Inhibitor; M-N

File Mol:

24851-98-7.mol

Titik didih

110 ° C0.2 mmHg (lit.)

kapadhetan

0,998 g / mL ing25 ° C (lit.)

FEMA

3408 | METHYL DIHYDROJASMONATE

indeks bias

n20 / D 1.459 (surem.)

Fp

> 230 ° F

kelarutan

H2O: ora larut

Kelarutan Banyu

399.8mg / L (25 ºC)

Nomer JECFA

1898

Merck

14,6052

InChIKey

KVWWIYGFBYDJQC-GHMZBOCLSA-N

Referensi CAS DataBase

24851-98-7 (Referensi CAS DataBase)

Referensi Kimia NIST

Asam siklopentaneaketik, 3-okso-2-pentil-, metil ester (24851-98-7)

Sistem Registrasi Bahan EPA

Methyl3-oxo-2-pentyl-cyclopentaneacetate (24851-98-7)

Pernyataan Keamanan

23-24 / 25

WGK Jerman

2

RTECS

GY2453800

Kode HS

29183000

Keracunan

LD50 (g / kg):> 5 tikus; > 5 sacara teratur ing terwelu (Food Chem. Toxicol.)

Katrangan

Methyldihydrojasmonate duweni kembang manis, kaya jasmin, lan woh-wohan. Iki minangka komponen ambu ing minyak jasmine (Jasminum gradiflorumL.). Bisa disiyapake kanthi kondensasi 2-pentyl-2-cyclopenten-l-one witethyl malonate, banjur hidrolisis, decarboxylation, lan metilasi.

Properti Kimia

Methyldihydrojasmonate duweni kembang-manis, kaya kembang melati, uga woh-wohan. Senyawa iki minangka ambu [1] komponen minyak jasmine iferous (Jasminum gradiflorum L.)

Properti Kimia

Methyldihydrojasmonate minangka wewangian melati sing ana gandheng cenenge karo methyljasmonate, sing ana ing lenga jasmine. Methyl dihydrojasmonate wis dingerteni ing teh. Iki cairan kanthi woh-wohan khas kaya kembang mlathi.
Methyl dihydrojasmonate disiapake dening Michael tambahan asam amino malonic menyang 2-pentyl-2-cyclopenten-l-one, banjur hidrolisis anddecarboxylation saka asil (2-pentyl-3-oxocyclopentyl) malonate, andesterifikasi saka (2-pentyl-3 -oxocyclopentyl) asam asetat [304] .2-Pentyl-2-cyclopenten-1-siji disiapake dening kondensasi aldol betweencyclopentanone lan valeraldehyde lan isomerisasi sabanjure ngasilake 2- pentylidenecyclopentanone utawa kanthi catalyzeddecarboxylation allyl 2-oxoat-1-pentoliden .
Dealkoxycarbonylation saka malonate uga bisa ditindakake langsung karo banyu ing suhu sing munggah.
Methyl dihydrojasmonate saka kualitas kasebut ing ndhuwur kalebu campuran 9: 1equilibrium saka trans- lan cis-isomer. Nanging, methylcisdihydrojasmonate minangka isomer sing luwih intensif, kanthi ambang udakara 20 kali luwih murah tinimbang trans-isomer. Mula, kualitas methldihydrojasmonate kanthi perangan cis-isomer sing diperkaya alsomarket.
Produk âcis-cisâ € iki minangka cairan tanpa warna kanthi karakter melati sing kuat. Kualitas komersial sing beda bisa uga ngemot beda-beda saka cis-isomer.
Metil metil tinggi dihydrojasmonate minangka bahan wangi sing apik, nanging ngalami masalah stabilitas amarga cenderung isomerisasi dadi campuran thyquilibrium lan, mulane, mung nggunakake winates ing minyak wangi liyane.
Metil tinggi dihydrojasmonate cis bisa diprodhuksi saka campuran keseimbangan sing kalebu teknik distilasi khusus sing isomerisasi ditindakake dening reaksi natrium karbonat. Proporsi cis metil dihydrojasmonatecan uga dipikolehi kanthi hidrogenasi metil dehidrodihidrojasmonat, sing bisa diakses saka 1 (2-furyl) -hexanol liwat nyusun ulang, isomerisasi, etherifikasi, lan kondensasi kanthi dimetil malonat.
Kanggo pendekatan sintetis stereoselektif liyane, delengen maneh.
Saka kabeh kamungkinan isomer, (+) - (1R) -cis-isomer duwe ambu jasmine sing paling khas lan intensif. Mula, proses industri sing bisa ditindakake kanggo produksi metil dihydrojasmonate kanthi bagean isomer iki wis akeh. Proses kasebut kalebu catalytichydrogenation saka asam siklopenteneaketik sing cocog karo anané ruthenium (II) kanthi komplit ligan kiral lan esterifikasi sabanjure.
Methyl dihydrojasmonate digunakake ing minyak wangi kanggo wewangian kembang, utamane ing jinis mlathi.

Preparasi

Kanthi kondensasi 2-pentil-2-siklopenten-1-siji kanthi etil malonat, banjur hidrolisis, dekaroksilasi lan metilasi

Nilai ambang rasa

Tastecharacteristics at 20 ppm: undernotes manis, kembang, jeruk, woh lan woh wohan beri withtutti-frutti.

Jeneng dagang

Claigeon & reg;, Cepionate & reg; (Nippon Zeon), Hedione & reg;, Hedione & reg; HC (Firmenich), Kharismal & reg; (IFF).

Bahan baku

Cyclopentanone -> Valeraldehyde