trans-1,4-Diaminocyclohexane Chemical Properties

Melting point:

67-72 °C

Boiling point:

197 °C(lit.)

Density 

0.939±0.06 g/cm3(Predicted)

vapor pressure 

18 mm Hg ( 87.2 °C)

Flash point:

71 °C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

pka

10.78±0.70(Predicted)

form 

Crystals or Chunks

color 

Off-white to brown

explosive limit

6%

BRN 

2801657

InChI

InChI=1S/C6H14N2/c7-5-1-2-6(8)4-3-5/h5-6H,1-4,7-8H2/t5-,6-

InChIKey

VKIRRGRTJUUZHS-IZLXSQMJSA-N

SMILES

[C@@H]1(N)CC[C@@H](N)CC1

CAS DataBase Reference

2615-25-0(CAS DataBase Reference)

EPA Substance Registry System

1,4-Cyclohexanediamine, trans- (2615-25-0)

Safety Information

Hazard Codes 

C

Risk Statements 

22-34-20/21/22

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3259 8/PG 2

WGK Germany 

2

F 

10-34

Autoignition Temperature

680 °F

HazardClass 

8

PackingGroup 

II

HS Code 

29213000

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

trans-1,4-Diaminocyclohexane Usage And Synthesis

Chemical Properties

off-white to brown crystals or chunks

Uses

trans-1,4-diaminocyclohexane be used as organic intermediates and epoxy curing agents.

Uses

trans-1,4-Diaminocyclohexane was used in preparation of fully aliphatic polyimides. It was employed as the structure-directing agent in the synthesis of novel two-dimensional layered zinc phosphate.

Synthesis

Cyclohexane-1,4-diamine is one of several produced when p-phenylene diamine is hydrogenated on nickel or cobalt catalysts in methylcyclohexane or dioxane or decaline at 180° C./100 or 150 atmospheres. Trans-1,4-Diaminocyclohexane can be obtained from this isomeric mixture by fractional crystallization as described in U.S. Pat. No. 3,657,345, but several crystallizations are required to achieve this.
A process is disclosed for selectively making trans-1,4-Diaminocyclohexane by reacting ammonia with a mixture of cis and trans-cyclohexane-1,4-dicarboxylic acid, a lower alkyl ester, a glycol ester, an oligomeric ester or a polyester to make a solid trans-dicarboxylic acid diamide in a first step. The diamide is chlorinated to form trans-cyclohexane-1,4-dicarboxylic acid-bis-N-chloramide. The latter compound is then converted into a trans-1,4-Diaminocyclohexane with an alkali or alkaline earth metal hydroxide.

Purification Methods

Recrystallise the diamine from pet ether under N2 or Ar as it should be an even stronger base than the above 1,2-diamine isomers. It distils under N2. Store in the dark under N2. [Beistein 13 I 3, 13 III 11.]

trans-1,4-Diaminocyclohexane(2615-25-0)Related Product Information

• trans-1,2-Diaminocyclohexane(Racemic),(n)-trans-1,2-diaminocyclohexane,(+/-)-trans-1,2-Diaminocyclohexane
• 1,4-Cyclohexanediol
• trans,trans-2,4-Undecadienal
• Nylon 6/6
• 1,4-Cyclohexanedione
• Hexamethylenediamine
• Cyclohexa-1,4-diene
• TRANS-1,4-CYCLOHEXANEDICARBOXYLIC ACID MONOMETHYL ESTER
• TRANS-1,4-CYCLOHEXANEDIOL
• trans-1,2-Cyclopentanediol
• (E)-1,4-Dibromobut-2-ene
• TRANS-CYCLOBUTANE-1,2-DICARBOXYLIC ACID
• trans-1,4-Cyclohexanedicarboxybic acid
• (1R)-TRANS-1,2-DIAMINOCYCLOHEXANE,(1R)-(-)-TRANS-1,2-DIAMINOCYCLOHEXANE
• trans-1,4-Diaminocyclohexane, N1-BOC protected
• TRANS-1,2-DIAMINOCYCLOHEXANE-N,N,N',N'-TETRAACETIC ACID MONOHYDRATE
• (1R)-(-)-TRANS-1,2-DIAMINOCYCLOHEXANE,(1R)-TRANS-1,2-DIAMINOCYCLOHEXANE
• 1,4-CYCLOHEXANEDIAMINE