Skip to Content
Merck
All Photos(1)

Key Documents

349925

Sigma-Aldrich

(+)-Chloromethyl menthyl ether

97%

Sign Into View Organizational & Contract Pricing


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.)

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

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

Signal Word

Warning

Hazard 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service