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Merck
CN

349925

(+)-Chloromethyl menthyl ether

97%

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About This Item

Empirical Formula (Hill Notation):
C11H21ClO
CAS Number:
103128-76-3
Molecular Weight:
204.74
NACRES:
NA.22
PubChem Substance ID:
24861717
UNSPSC Code:
12352101
MDL number:
MFCD09039273
Assay:
97%
Form:
liquid

Key Documents

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Product Name

(+)-Chloromethyl menthyl ether, 97%

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

SMILES string

CC(C)[C@H]1CC[C@H](C)C[C@@H]1OCCl

InChI key

XOPLTFUYFXWFGB-AXFHLTTASA-N

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

Quality Level

100

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].

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

224.6 °F - closed cup

flash_point_c

107 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBC8242V
S32590
14422TN
23136

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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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