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Cyclopentyl methyl ether

Cyclopentyl methyl ether structure

CAS No:
5614-37-9
Formula:
C6H12O
Chemical Name:
Cyclopentyl methyl ether
Synonyms:
Cyclopentane,methoxy-;Ether,cyclopentyl methyl;Methoxycyclopentane;Cyclopentyl methyl ether;Methyl cyclopentyl ether;CPME
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Cyclopentyl methyl ether (CPME), also known as methoxycyclopentane, is new environmentally friendly hydrophobic ether solvent with high performance, and could replace tetrahydrofuran, methyl tetrahydrofuran, methyl tert-butyl ether and dioxane and other ether solvents. As a reaction solvent, it can be used for reaction such as Grignard reaction, coupling reaction, coupling amination reaction, metal reduction reaction, Lewis acid reaction and Fried-Clark reaction, etc. It is also used for extrac

Liquid

Cyclopentyl methyl ether Basic Attributes

Molecular Weight：

100.161

Exact Mass：

100.16

EC Number：

445-090-6

UNII：

4067E5GBKB

DSSTox ID：

DTXSID2074958

HScode：

2909209000

Characteristics

PSA：

9.2

XLogP3：

1.41

Appearance：

Liquid

Density：

0.86

Melting Point：

-140ºC

Boiling Point：

105.44 °C @ Press: 760 Torr

Flash Point：

6.5±14.2 °C

Refractive Index：

1.423

Water Solubility：

Miscible with water, alcohols, ketones and hydrocarbons.

Vapor Pressure：

59.9 hPa (25 °C)

Toxicity：

LD50 orally in Rabbit: 200 - 2000 mg/kg LD50 dermal Rat > 2000 mg/kg

Peroxide Forming Chemical：

Cyclopentyl methyl ether (CPME)|D: Other compounds that may form peroxides|1 ppm open new bottle, 3-10 ppm after 3 hours of air sparging and uv light on a 5 mL sample in a 50 mL flask.|Watanabe et al - Org. Process Res. Dev.|Peroxide formation is slow (based on literature studies), but the reagent is still inhibited with BHT to provent possible peroxide formation.|https://doi.org/10.1021/op0680136

Safety Information

Packing level：

Transport codes：

UN 3271

wgk germany：

hazard class code：

R11;R22;R36/38

safety instructions：

S26

Marks：

F:Flammable;Xn:Harmful;

Precautionary statement(s)：

P210-P305 + P351 + P338

Hazard Statements：

H225-H302-H315-H319

GHS Classification：

|Danger|H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P312, P302+P352, P303+P361+P353, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P370+P378, P403+P235, and P501|Aggregated GHS information provided by 172 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P210, P233, P240, P241, P242, P243, P264, P270, P273, P280, P301+P312, P302+P352, P303+P361+P353, P305+P351+P338, P321, P330, P332+P313, P337+P313, P362, P370+P378, P403+P235, and P501|Aggregated GHS information provided by 14 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Cyclopentyl methyl ether Use and Manufacturing

Uses

Cyclopentyl methyl ether (CPME) is an alternative to ether solvents such as THF, diethyl ether, and MTBE with a higher resistance to peroxide formation. The more environmentally conservative CPME solvent replaces hazardous solvents in order to achieve sustainability and reduce environmental and operational costs. CPME offers considerable potential and advantage as a direct replacement for CH2Cl2 in binary eluents using MeOH as the modifier with MeOH-DMC and i-PrOH-EtOAc.

Laboratory chemicals

Production

< 25,000 lb

Manufacturing Info：

All other basic organic chemical manufacturing|Cyclopentane, methoxy-: ACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Computed Properties

Molecular Weight:100.16
XLogP3:1.3
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:100.088815002
Monoisotopic Mass:100.088815002
Topological Polar Surface Area:9.2
Heavy Atom Count:7
Complexity:46.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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