439061
(-)-异苏木醇
99%
别名:
(1R,2S,5R)-2-异丙烯基-5-甲基环己醇, (1R,3R,4S)-对薄荷-8-烯-3-醇
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关于此项目
经验公式（希尔记法）:
C10H18O
化学文摘社编号:
分子量:
154.25
UNSPSC Code:
12352205
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-940-6
Beilstein/REAXYS Number:
1906573
MDL number:
Assay:
99%
Form:
liquid
产品名称
(-)-异苏木醇, 99%
assay
99%
InChI key
ZYTMANIQRDEHIO-KXUCPTDWSA-N
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
SMILES string
C[C@@H]1CC[C@H]([C@H](O)C1)C(C)=C
form
liquid
optical activity
[α]20/D −22°, neat
refractive index
n20/D 1.471 (lit.)
bp
212 °C (lit.)
density
0.912 g/mL at 25 °C (lit.)
functional group
hydroxyl
Quality Level
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Application
(−)-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。
General description
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。
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
10 - Combustible liquids
wgk
WGK 1
flash_point_f
172.4 °F - closed cup
flash_point_c
78 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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
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 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)
Green synthesis of (-)-isopulegol from (+)-citronellal: application to essential oil of citronella
Jacob RG, et al.
Tetrahedron Letters, 44(18), 3605-3608 (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)
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