441619
(1S)-(+)-3-Carene
99%
Synonym(s):
(+)-3-Carene, (1S)-3,7,7-Trimethylbicyclo[4.1.0]hept-3-ene
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About This Item
Empirical Formula (Hill Notation):
C10H16
CAS Number:
Molecular Weight:
136.23
UNSPSC Code:
12352205
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-856-6
Beilstein/REAXYS Number:
1902767
MDL number:
Assay:
99%
Form:
liquid
Quality Level
assay
99%
form
liquid
optical activity
[α]20/D +17°, neat
refractive index
n20/D 1.472 (lit.)
bp
170-172 °C (lit.)
density
0.865 g/mL at 25 °C (lit.)
SMILES string
[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
InChI key
BQOFWKZOCNGFEC-BDAKNGLRSA-N
General description
(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.
signalword
Danger
hcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
116.6 °F - closed cup
flash_point_c
47 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Dulcere, J.-P. et al.
The Journal of Organic Chemistry, 58, 5702-5702 (1993)
Xiaofeng Zhu et al.
Environmental entomology, 49(3), 586-592 (2020-03-22)
Scolytus schevyrewi Semenov (Coleoptera: Curculionidae: Scolytinae) is native to China and Central Asia. Damage by the adults and larvae weakens local apricot trees (Armeniaca spp.), often causing death to many host trees. In previous studies, freshly cut apricot logs were
Lavandula stoechas essential oil from Spain: Aromatic profile determined by gas chromatography-mass spectrometry, antioxidant and lipoxygenase inhibitory bioactivities.
Carrasco A, et al.
Industrial Crops and Products, 73, 16-27 (2015)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 441619-5G | 04061832282091 |
| 441619-1G | 04061832282084 |