377392
(R)-(-)-溴化香茅酯
95%
别名:
8-溴-2,6-二甲基-2-辛烯
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线性分子式:
(CH3)2C=CHCH2CH2CH(CH3)CH2CH2Br
化学文摘社编号:
分子量:
219.16
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
MDL number:
产品名称
(R)-(-)-溴化香茅酯, 95%
InChI
1S/C10H19Br/c1-9(2)5-4-6-10(3)7-8-11/h5,10H,4,6-8H2,1-3H3/t10-/m1/s1
SMILES string
C[C@@H](CCBr)CC\C=C(/C)C
InChI key
QPKCDMXLSDFCQD-SNVBAGLBSA-N
assay
95%
form
liquid
optical activity
[α]20/D −6.8°, neat
refractive index
n20/D 1.474 (lit.)
bp
111 °C/12 mmHg (lit.)
density
1.11 g/mL at 25 °C (lit.)
functional group
alkyl halide
bromo
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Application
(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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
203.0 °F - closed cup
flash_point_c
95 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Stereoselective Synthesis of the Antileukemic Sesquiterpene (+)-Caparratriene from L-menthol and Tiglic Aldehyde
Vydrina V, et al.
Chemistry of Natural Compounds, 54, 461-463 (2018)
N-Alkylations of NH-Sulfoximines and NH-Sulfondiimines with Alkyl Halides Mediated by Potassium Hydroxide in Dimethyl Sulfoxide
Hendriks C, et al.
advanced synthesis and catalysis, 356, 1847-1852 (2014)
Takuho Saito et al.
Organic & biomolecular chemistry, 18(21), 3996-3999 (2020-05-16)
Inversion of the connectivity of amide groups in foldable azobenzene dyads with chiral side chains, which can self-assemble into toroids and nanotubes, significantly increases the thermal stability of these aggregates. The results can be explained by the geometrical difference of
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