377392

(R)-(−)-Citronellylbromid

95%

• Synonym(e): 8-Brom-2,6-dimethyl-2-octen
• Lineare Formel: (CH₃)₂C=CHCH₂CH₂CH(CH₃)CH₂CH₂Br
• CAS-Nummer: 10340-84-8
• Molekulargewicht: 219.16
• MDL-Nummer: MFCD00134453
• UNSPSC-Code: 12352101
• PubChem Substanz-ID: 24863501
• NACRES: NA.22

Eigenschaften

• Assay: 95%
• Form: liquid
• Optische Aktivität: [α]20/D −6.8°, neat
• Brechungsindex: n20/D 1.474 (lit.)
• bp: 111 °C/12 mmHg (lit.)
• Dichte: 1.11 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: alkyl halide; bromo
• SMILES String: C[C@@H](CCBr)CC\C=C(/C)C
• InChI: 1S/C10H19Br/c1-9(2)5-4-6-10(3)7-8-11/h5,10H,4,6-8H2,1-3H3/t10-/m1/s1
• InChIKey: QPKCDMXLSDFCQD-SNVBAGLBSA-N

Beschreibung

Anwendung

(R)-(−)-Citronellylbromide can be used as a reactant to synthesize:

• (R)-3,7-dimethyloct-6-ene-1-amine via Gabriel synthesis which is then condensed with dicarboxylic acids to synthesize retro amides.
• Citronellyl derivatives of sulfoximines and sulfondiimines via alkylation using potassium hydroxide and dimethyl sulfoxide.
• Citronellyltriphenylphosphonium bromide which can be used as a key intermediate to synthesize (+)-caparratriene via Witting reaction.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): 203.0 °F - closed cup
• Flammpunkt (°C): 95 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type ABEK (EN14387) respirator filter