4-Cyanotetrahydropyran Chemical Properties

Melting point:

105-106°

Boiling point:

206°C (rough estimate)

Density 

1.533

refractive index 

1.6200 (estimate)

storage temp. 

0-6°C

color 

Pale yellow needles

Water Solubility 

764ug/L(22 ºC)

BRN 

1890443

EPA Substance Registry System

Chlornitrofen (1836-77-7)

Safety Information

Hazard Codes 

Xi,F,N

Risk Statements 

50/53

Safety Statements 

60-61

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

HS Code 

2904200090

Toxicity

LC50 in carp (48 hr): >10,000 mg/l; LC50 in flea (3 hr): >40,000 mg/l (Kanazawa)

4-Cyanotetrahydropyran Usage And Synthesis

Synthesis

4-Cyanotetrahydropyran can be obtained by chlorination of phenol with chlorine gas to obtain 2,4,6-trichlorophenol, which is then condensed with p-nitrochlorobenzene.

Chemical Properties

Yellow crystalline powder. Melting point 107°C, boiling point 210°C (0.8-0.93kPa), relative density 1.6424 (23/4°C). Vapor pressure 47Pa at 109°C. Freely soluble in benzene, toluene, slightly soluble in ether, insoluble in water (0.25ppm at 25°C).

Uses

Herbicide.

Definition

ChEBI: Chlornitrofen is an aromatic ether, a member of chlorobenzenes and a C-nitro compound. It has a role as an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor and a herbicide.

Safety Profile

Low toxicity by ingestion and skincontact. Mutation data reported. Used as an herbicide.When heated to decomposition it emits very toxic fumesof NOx and Clí.

Metabolic pathway

Degradation of chlornitrofen by microorganisms isolated from soils gives rise to the reduction of the nitro group of chlornitrofen to the amino analog, and the successive N-acetylation or N-methylation and the cleavage of the ether linkage are dominant metabolic pathways. The metabolic pathways, however, differ depending on microorganisms and the media. The replacement of the amino group by hydroxyl group, the reduction and successive formylation of p-nitrophenol, and the cleavage of the phenyl ring ultimately to produce CO2 are also observed.

4-Cyanotetrahydropyran(1836-77-7)Related Product Information

• 2,4-DICHLORO-4'-AMINODIPHENYL ETHER
• 4-Amino-4'-chlorodiphenyl ether
• 2,6-Dichloroanisole
• 4-(2-Chlorophenoxy)benzamide
• 4'-Chloro-4-nitrosobiphenyl ether
• 4-Cyanotetrahydropyran
• 1-(4-Chlorophenoxy)-4-nitrobenzene
• 2,4,6-TRICHLOROANISOLE
• 4-(2,4,6-TRICHLOROPHENOXY)ANILINE
• NITROFEN
• 2,6-DICHLOROPHENYL-4-NITROPHENYL ETHER
• 2,4,6-Trichlorophenol