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377392

Sigma-Aldrich

(R)-(-)-溴化香茅酯

95%

同義詞:

8-溴-2,6-二甲基-2-辛烯

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About This Item

線性公式:
(CH3)2C=CHCH2CH2CH(CH3)CH2CH2Br
CAS號碼:
分子量::
219.16
MDL號碼:
分類程式碼代碼:
12352101
PubChem物質ID:
NACRES:
NA.22

化驗

95%

形狀

liquid

光學活性

[α]20/D −6.8°, neat

折射率

n20/D 1.474 (lit.)

bp

111 °C/12 mmHg (lit.)

密度

1.11 g/mL at 25 °C (lit.)

官能基

alkyl halide
bromo

SMILES 字串

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

InChI 密鑰

QPKCDMXLSDFCQD-SNVBAGLBSA-N

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應用

(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.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

203.0 °F - closed cup

閃點(°C)

95 °C - closed cup

個人防護裝備

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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分析證明 (COA)

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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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