Trimethylhexamethylenediamine

2,4,4-Trimethylhexamethylenediamine
Names
	Preferred IUPAC name 2,4,4-Trimethylhexane-1,6-diamine
Identifiers
CAS Number	3236-53-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	83906 ;
EC Number	221-792-6;
PubChem CID	92950;
	InChI InChI=1S/C9H22N2/c1-8(7-11)6-9(2,3)4-5-10/h8H,4-7,10-11H2,1-3H3 Key: DPQHRXRAZHNGRU-UHFFFAOYSA-N;
	SMILES CC(CCN)CC(C)(C)CN;
Properties
Chemical formula	C9H22N2
Molar mass	158.289 g·mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H314, H317, H412
Precautionary statements	P260, P264, P270, P272, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P333+P313, P363, P405, P501 Preview warning: Omit Rules: keep P260, omit P261
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

2,2,4-Trimethylhexamethylenediamine
Names
	Preferred IUPAC name 2,2,4-Trimethylhexane-1,6-diamine
Identifiers
CAS Number	3236-54-2 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL3182194;
ChemSpider	69172;
EC Number	221-793-1;
PubChem CID	76714;
UNII	595BQ3Q70K ;
CompTox Dashboard (EPA)	DTXSID30274136;
	InChI InChI=1S/C9H22N2/c1-8(4-5-10)6-9(2,3)7-11/h8H,4-7,10-11H2,1-3H3 Key: JCUZDQXWVYNXHD-UHFFFAOYSA-N;
	SMILES CC(CC(C)(C)CCN)CN;
Properties
Chemical formula	C9H22N2
Molar mass	158.289 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Trimethylhexamethylenediamine is the name used to refer to a mixture of two isomers of trimethyl-1,6-hexanediamine. The mixture is used as a monomer in nylon TMDT. It is available commercially under the trade name Vestamin TMD from the company Evonik Industries.

Trimethylhexamethylenediamine is synthesized from isophorone. Isophorone is reduced by hydrogenation to the trimethylcyclohexanol, which is then oxidized with nitric acid (in the same fashion as adipic acid is synthesized from cyclohexane). The diacid, again a mixture of two "trimethyladipic acids", is converted to the diamine via the dinitrile.