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Merck

377392

Sigma-Aldrich

(R)-(-)-溴化香茅酯

95%

别名:

8-溴-2,6-二甲基-2-辛烯

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About This Item

线性分子式:
(CH3)2C=CHCH2CH2CH(CH3)CH2CH2Br
CAS号:
分子量:
219.16
MDL编号:
UNSPSC代码:
12352101
PubChem化学物质编号:
NACRES:
NA.22

方案

95%

表单

liquid

旋光性

[α]20/D −6.8°, neat

折射率

n20/D 1.474 (lit.)

沸点

111 °C/12 mmHg (lit.)

密度

1.11 g/mL at 25 °C (lit.)

官能团

alkyl halide
bromo

SMILES字符串

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 key

QPKCDMXLSDFCQD-SNVBAGLBSA-N

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应用

(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[1].
  • Citronellyl derivatives of sulfoximines and sulfondiimines via alkylation using potassium hydroxide and dimethyl sulfoxide[2].
  • Citronellyltriphenylphosphonium bromide which can be used as a key intermediate to synthesize (+)-caparratriene via Witting reaction[3].

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

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

靶器官

Respiratory system

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

203.0 °F - closed cup

闪点(°C)

95 °C - closed cup

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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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