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质量水平
方案
99%
表单
liquid
旋光性
[α]20/D −22°, neat
折射率
n20/D 1.471 (lit.)
沸点
212 °C (lit.)
密度
0.912 g/mL at 25 °C (lit.)
官能团
hydroxyl
SMILES字符串
C[C@@H]1CC[C@H]([C@H](O)C1)C(C)=C
InChI
1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1
InChI key
ZYTMANIQRDEHIO-KXUCPTDWSA-N
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一般描述
异蒲勒醇是单萜醇,可用作香水工业中香水生产的成分。它也被用作通过氢化过程生产薄荷醇的原料。薄荷醇是化妆品、药品和牙膏中的重要成分。
应用
(−)-异蒲勒醇可用作对映体选择性制备以下物质的原料:
- 8-芳基薄荷醇,通过芳基磺酸盐的Smiles-Truce重排生成。,·
- ·5,9-二甲基十五烷的立体异构体。
- 八氢香豆素,在蒙脱石粘土催化剂存在的情况下通过香草醛的Prins环化生成。
- 对-薄荷烷-3,8,9-三醇,通过催化Sharpless双羟基化生成。
警示用语:
Warning
危险分类
Acute Tox. 4 Oral - 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 1
闪点(°F)
172.4 °F - closed cup
闪点(°C)
78 °C - closed cup
个人防护装备
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Green synthesis of (-)-isopulegol from (+)-citronellal: application to essential oil of citronella
Jacob RG, et al.
Tetrahedron Letters, 44(18), 3605-3608 (2003)
Synthesis and Absolute Configuration at C (8) of `p-Menthane-3, 8, 9-triol?Derived from (-)-Isopulegol
Yuasa Y and Yuasa Y
Helvetica Chimica Acta, 87(10), 2602-2607 (2004)
Enantioselective synthesis of three stereoisomers of 5, 9-dimethylpentadecane, sex pheromone component of Leucoptera coffeella, from (-)-isopulegol
Moreira JA and Correa AG
Tetrahedron Asymmetry, 14(23), 3787-3795 (2003)
Synthesis of octahydro-2H-chromen-4-ol from vanillin and isopulegol over acid modified montmorillonite clays: Effect of acidity on the Prins cyclization
Timofeeva MN, et al.
J. Mol. Catal. A: Chem., 398, 26-34 (2015)
Steven W M Crossley et al.
Organic letters, 18(11), 2620-2623 (2016-05-14)
Hydrogen atom transfer (HAT) circumvents a disfavored Friedel-Crafts reaction in the derivatization of the inexpensive monoterpene isopulegol. A variety of readily prepared aryl and heteroaryl sulfonates undergo a formal hydroarylation to form 8-arylmenthols, privileged scaffolds for asymmetric synthesis, as typified
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