349925
(+)-Chloromethyl menthyl ether
97%
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About This Item
Empirical Formula (Hill Notation):
C11H21ClO
CAS Number:
Molecular Weight:
204.74
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
97%
form
liquid
optical activity
[α]24/D +181.0°, c = 2 in methylene chloride
optical purity
ee: 98% (GLC)
refractive index
n20/D 1.467 (lit.)
bp
72 °C/0.4 mmHg (lit.)
density
0.994 g/mL at 25 °C (lit.)
functional group
chloro
ether
storage temp.
−20°C
SMILES string
CC(C)[C@H]1CC[C@H](C)C[C@@H]1OCCl
InChI
1S/C11H21ClO/c1-8(2)10-5-4-9(3)6-11(10)13-7-12/h8-11H,4-7H2,1-3H3/t9-,10+,11-/m0/s1
InChI key
XOPLTFUYFXWFGB-AXFHLTTASA-N
Related Categories
Application
(+)-Chloromethyl menthyl ether can be used:
- As a starting material for the synthesis of 1-methyl-3-(+)-methylmenthoxide imidazolium chloride, a key intermediate for the preparation of Ag(I) N-heterocyclic carbene, applicable as a catalyst in the diboration of alkenes.
- As a substrate in the synthesis of commercially important O-substituted α-methoxymethylketones.
- To determine enantiomeric excess (ee) of an iron chiral auxiliary named [Fe(CO)(η;5- C2H5)(PPh3)COCH3].
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
224.6 °F - closed cup
Flash Point(C)
107 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Unprecedented use of silver (I) N-heterocyclic carbene complexes for the catalytic preparation of 1, 2-bis (boronate) esters
Ramirez J, et al.
Chemical Communications (Cambridge, England), 3056-3058 (2005)
A novel one-pot synthesis of homochiral (R)-(-)-and (S)-(+)-Fe (CO)(η5-C5H5)(PPh3) COCH3
Cook SJ, et al.
Journal of the Chemical Society. Perkin Transactions 1, 52(17), 2369-2372 (1994)
Highly efficient synthesis of functionalized α-oxyketones via Weinreb amides homologation with α-oxygenated organolithiums
Pace V, et al.
Chemical Communications (Cambridge, England), 52(48), 7584-7587 (2016)
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