N,N-Dimethylcyclohexylamine Property

Melting point:

-60 °C

Boiling point:

158-159 °C (lit.)

Density 

0.849 g/mL at 25 °C (lit.)

vapor pressure 

3.6 mm Hg ( 20 °C)

refractive index 

n20/D 1.454(lit.)

Flash point:

108 °F

storage temp. 

Store below +30°C.

solubility 

10 g/L (20°C)

form 

Liquid

pka

pK1:10.72(+1) (25°C)

color 

Clear

PH

12 (5g/l, H2O, 20℃)

explosive limit

3.6-19%(V)

Water Solubility 

10 g/L (20 ºC)

FreezingPoint 

<-77℃

Sensitive 

Air Sensitive

BRN 

1919922

Dielectric constant

2.8599999999999999

InChIKey

SVYKKECYCPFKGB-UHFFFAOYSA-N

LogP

2.31 at 25℃

CAS DataBase Reference

98-94-2(CAS DataBase Reference)

NIST Chemistry Reference

Cyclohexanamine, N,N-dimethyl-(98-94-2)

EPA Substance Registry System

N,N-Dimethylcyclohexylamine (98-94-2)

Safety

Hazard Codes 

C,N,T

Risk Statements 

10-20/21/22-34-50/53-23/24-22

Safety Statements 

26-28-36/37/39-45-61-28A-16

RIDADR 

UN 2264 8/PG 2

WGK Germany 

1

RTECS 

GX1198000

Autoignition Temperature

419 °F

TSCA 

Yes

HazardClass 

8

PackingGroup 

II

HS Code 

29213010

Hazardous Substances Data

98-94-2(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 272 mg/kg LD50 dermal Rat > 400 mg/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H311Toxic in contact with skin

H314Causes severe skin burns and eye damage

H330Fatal if inhaled

H400Very toxic to aquatic life

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

N,N-Dimethylcyclohexylamine Chemical Properties,Usage,Production

Chemical Properties

CLEAR LIQUID

Uses

Dimethylcyclohexylamine is used in polyurethane plastics and textiles and as a chemical intermediate.

Uses

N,N-Dimethylcyclohexylamine has been used:

• as switchable hydrophilicity solvent (SHS) for the extraction of lipids from freeze-dried samples of Botryococcus braunii microalgae for biofuel production
• as catalyst in three-component organocatalyzed Strecker reaction on water

Application

The curing temperature of baking finishes comprising polyurethane-forming substances can be reduced by 50 – 80 ℃ by adding weakly acidic derivatives of N,N-Dimethylcyclohexylamine. Like pyridine, dimethylcyclohexylamine catalyzes certain reactions and is slightly more efficient than pyridine in the preparation of acid chlorides with thionyl chloride. It can be used as corrosion inhibitor and as an antioxidant in fuel oils.

Definition

ChEBI: A tertiary amine consisting of cyclohexane having a dimethylamino substituent.

Production Methods

N,N-Dimethylcyclohexylamine is manufactured either by the reaction of methyl chloride or formaldehyde and hydrogen with cyclohexylamine (HSDB 1989).

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 2897, 1971 DOI: 10.1021/ja00741a013
Organic Syntheses, Coll. Vol. 6, p. 499, 1988

General Description

Colorless liquid with a musky ammonia odor. Less dense than water.

Air & Water Reactions

Highly flammable. Water soluble.

Reactivity Profile

N,N-Dimethylcyclohexylamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

Inhalation of high concentration of vapor will will produce irritation of the respiratory tract and lungs. Inhalation of large quantities of vapor may be fatal.

Health Hazard

Industrial hygiene studies in polyurethane manufacturing plants have identified levels of 0.007-0.81 p.p.m. N-N-dimethylcyclohexylamine in air; however, these levels were not regarded as hazardous (Reisdorf and Haggerty 1982). There are no current exposure standards for N-N-dimethylcyclohexylamine and no documentation of human toxicological effects.

Fire Hazard

Behavior in Fire: Dangerous when exposed to heat or flame. Can react vigorously with oxidizing materials.

Industrial uses

This amine is used as a catalyst in the production of polyurethane foams. It is also used as an intermediate for rubber accelerators and dyes and in the treatment of textiles.

Safety Profile

Poison by ingestion. Moderately toxic by inhalation. Whenheated to decomposition it emits toxic fumes of NOx

Metabolism

There is no record of any metabolic studies with MTV-dime thy ley clohexylamine. However, one can predict that it would be oxidized to the N-oxide by either a cytochrome P-450 system (Damani 1982) or the flavin-containing monooxygenase (Ziegler 1988). Mixed function oxidase enzymes would be expected to produce demethylation (Lindeke and Cho 1982). Many studies describe the metabolism of the parent compound cyclohexylamine (Henderson 1990).