671274

(R,R)-(−)-N,N′-Dimethyl-1,2-cyclohexandiamin

≥97.0% (GC)

• Synonym(e): (R,R)-(−)-N,N′-Dimethyl-1,2-diaminocyclohexan, trans-1,2-Bis-(methylamino)-cyclohexan
• Empirische Formel (Hill-System): C₈H₁₈N₂
• CAS-Nummer: 68737-65-5
• Molekulargewicht: 142.24
• MDL-Nummer: MFCD00671527
• UNSPSC-Code: 12352116
• PubChem Substanz-ID: 24885095
• NACRES: NA.22

Eigenschaften

• Assay: ≥97.0% (GC)
• Optische Aktivität: [α]/D -145±5°, c = 4.47 in chloroform
• mp (Schmelzpunkt): 39-44 °C
• Funktionelle Gruppe: amine
• Lagertemp.: 2-8°C
• SMILES String: CN[C@@H]1CCCC[C@H]1NC
• InChI: 1S/C8H18N2/c1-9-7-5-3-4-6-8(7)10-2/h7-10H,3-6H2,1-2H3/t7-,8-/m1/s1
• InChIKey: JRHPOFJADXHYBR-HTQZYQBOSA-N

Beschreibung

Allgemeine Beschreibung

(R,R)-(-)-N,N′-Dimethyl-1,2-cyclohexanediamine is a N,N′-dimethylated derivative of enantiopure 1,2-diaminocyclohexane. It can be formed during the hydrolysis of (R_3a,R_7a)-1,3-(dimethyl)-2-phenyl-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3,2-benzodiazaphosphole 2-oxide using HCl-methanol.[1]

Anwendung

(R,R)-(−)-N,N′-Dimethyl-1,2-cyclohexanediamine can be used:

• As a ligand in the preparation of 4H-benzo[f]imidazo[1,4]diazepin-6-one through multi-component Ullmann coupling reaction.[2]
• In one of the key synthetic steps for the preparation of tricyclic γ-secretase modulators.[3]
• To prepare chiral fluorous diamino-diol proligand, which is used in the synthesis of zirconium metal complexes applicable as catalysts in 1-hexene polymerization.[4]

Sicherheitshinweise

• Piktogramme: GHS05,GHS07
• Signalwort: Danger
• H-Sätze: H302,H314
• P-Sätze: P270 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B
• Lagerklassenschlüssel: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): 165.2 °F - closed cup
• Flammpunkt (°C): 74 °C - closed cup
• Persönliche Schutzausrüstung: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter