441619

(1S)-(+)-3-Carene

99%

• Synonyme(s) : (+)-3-Carene, (1S)-3,7,7-Trimethylbicyclo[4.1.0]hept-3-ene
• Formule empirique (notation de Hill): C₁₀H₁₆
• Numéro CAS: 498-15-7
• Poids moléculaire : 136.23
• Numéro Beilstein : 1902767
• Numéro CE : 207-856-6
• Numéro MDL: MFCD00066417
• Code UNSPSC : 12352205
• ID de substance PubChem : 24867688
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 200
• Pureté: 99%
• Forme: liquid
• Activité optique: [α]20/D +17°, neat
• Indice de réfraction: n20/D 1.472 (lit.)
• Point d'ébullition: 170-172 °C (lit.)
• Densité: 0.865 g/mL at 25 °C (lit.)
• Chaîne SMILES: [H][C@@]12CC=C(C)C[C@]1([H])C2(C)C
• InChI: 1S/C10H16/c1-7-4-5-8-9(6-7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9+/m1/s1
• Clé InChI: BQOFWKZOCNGFEC-BDAKNGLRSA-N

Description

Description générale

(1S)-(+)-3-Carene is a monoterpene.

Application

(1S)-(+)-3-Carene has been used as a standard during the quantification of components in Lavandula stoechas essential oils by fast gas chromatography-mass spectrometry (FGC-EI/MS). It may be used as a starting material in the total synthesis of (+)-ingenol. It may also be used to synthesize (1S,3S,4S,6R)-3,7,7-trimethyl-4-morpholino-4-yl-bicyclo(4.1.0)heptano-3-ol, which can catalyze the addition of diethylzinc to different aldehydes with high enantioselectivity.

Chiral building block for the preparation of bicyclo[3.2.0]heptenes that are useful intermediates in the synthesis of (+)-lineatin and both enantiomers of capnellene. Has been converted to its corresponding allenyl allylic ether for studies of its thermal isomerization chemistry. Precursor to di(4-isocaranyl)borane, an asymmetric hydroboration reagent for olefins.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS08,GHS07,GHS09
• Mention d'avertissement: Danger
• Mentions de danger: H226,H304,H315,H317,H410
• Conseils de prudence: P210 - P273 - P280 - P301 + P310 - P303 + P361 + P353 - P331
• Classification des risques: Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 116.6 °F - closed cup
• Point d'éclair (°C): 47 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter