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349925

Sigma-Aldrich

(+)-Chloromethyl menthyl ether

97%

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5 G
¥21,000

¥21,000


Estimated to ship onMarch 27, 2025


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5 G
¥21,000

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
form:
liquid
Assay:
97%

¥21,000


Estimated to ship onMarch 27, 2025


Request a Bulk Order

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

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.[1]
  • As a substrate in the synthesis of commercially important O-substituted α-methoxymethylketones.[2]
  • To determine enantiomeric excess (ee) of an iron chiral auxiliary named [Fe(CO)(η;5- C2H5)(PPh3)COCH3].[3]

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

349925-1KG:
349925-BULK:
349925-5G:
349925-1G:
349925-VAR:


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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)
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)

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