Dimethylaminopropylamine

Dimethylaminopropylamine
Names
	Preferred IUPAC name N1,N1-Dimethylpropane-1,3-diamine
	Other names 3-(Dimethylamino)-1-propylamine; 3-Dimethylaminopropylamine; N,N-Dimethyl-1,3-propanediamine;
Identifiers
CAS Number	109-55-7 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1232234 ;
ChemSpider	7703 ;
ECHA InfoCard	100.003.347
EC Number	203-680-9;
MeSH	3-dimethylaminopropylamine
PubChem CID	7993;
RTECS number	TX7525000;
UNII	I98I2UEC03 ;
UN number	2733
CompTox Dashboard (EPA)	DTXSID5025102 ;
	InChI InChI=1S/C5H14N2/c1-7(2)5-3-4-6/h3-6H2,1-2H3 Key: IUNMPGNGSSIWFP-UHFFFAOYSA-N ;
	SMILES CN(C)CCCN;
Properties
Chemical formula	C5H14N2
Molar mass	102.181 g·mol−1
Appearance	Colourless liquid
Odor	fishy, ammoniacal
Density	812 mg mL−1
Boiling point	132.1 °C; 269.7 °F; 405.2 K
log P	−0.211
Vapor pressure	0.7–2.4 kPa
Refractive index (nD)	1.435–1.436
Thermochemistry
Heat capacity (C)	255.7 J K−1 mol−1
Std molar; entropy (S⦵298)	323.0 J K−1 mol−1
Std enthalpy of; formation (ΔfH⦵298)	−76.9–−76.9 kJ mol−1
Std enthalpy of; combustion (ΔcH⦵298)	−3.8955–−3.8875 MJ mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H302, H314, H317
Precautionary statements	P280, P305+P351+P338, P310
Flash point	32 °C (90 °F; 305 K)
Explosive limits	2.3–12.36%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	487 mg kg−1 (dermal, rabbit); 1.87 g kg−1 (oral, rat);
Related compounds
Related amines	Dimethylamine; Trimethylamine; N-Nitrosodimethylamine; Diethylamine; Triethylamine; Diisopropylamine; Diethylenetriamine; N,N-Diisopropylethylamine; Triisopropylamine; Tris(2-aminoethyl)amine; Mechlorethamine; HN1 (nitrogen mustard); HN3 (nitrogen mustard);
Related compounds	Unsymmetrical dimethylhydrazine; Biguanide; Dithiobiuret; Agmatine;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Dimethylaminopropylamine (DMAPA) is a diamine used in the preparation of some surfactants, such as cocamidopropyl betaine which is an ingredient in many personal care products including soaps, shampoos, and cosmetics. BASF, a major producer, claims that DMAPA-derivatives do not sting the eyes and makes a fine-bubble foam, making it appropriate in shampoos.

Names

Preferred IUPAC name N¹,N¹-Dimethylpropane-1,3-diamine
Other names 3-(Dimethylamino)-1-propylamine 3-Dimethylaminopropylamine N,N-Dimethyl-1,3-propanediamine
Identifiers
CAS Number	109-55-7^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1232234^N
ChemSpider	7703^Y
ECHA InfoCard	100.003.347
EC Number	203-680-9
MeSH	3-dimethylaminopropylamine
PubChem CID	7993
RTECS number	TX7525000
UNII	I98I2UEC03^Y
UN number	2733
CompTox Dashboard (EPA)	DTXSID5025102
InChI InChI=1S/C5H14N2/c1-7(2)5-3-4-6/h3-6H2,1-2H3^Y Key: IUNMPGNGSSIWFP-UHFFFAOYSA-N^Y
SMILES CN(C)CCCN
Properties
Chemical formula	C₅H₁₄N₂
Molar mass	102.181 g·mol⁻¹
Appearance	Colourless liquid
Odor	fishy, ammoniacal
Density	812 mg mL⁻¹
Boiling point	132.1 °C; 269.7 °F; 405.2 K
log P	−0.211
Vapor pressure	0.7–2.4 kPa
Refractive index (n_D)	1.435–1.436
Thermochemistry
Heat capacity (C)	255.7 J K⁻¹ mol⁻¹
Std molar entropy (S^⦵₂₉₈)	323.0 J K⁻¹ mol⁻¹
Std enthalpy of formation (Δ_fH^⦵₂₉₈)	−76.9–−76.9 kJ mol⁻¹
Std enthalpy of combustion (Δ_cH^⦵₂₉₈)	−3.8955–−3.8875 MJ mol⁻¹
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H302, H314, H317
Precautionary statements	P280, P305+P351+P338, P310
Flash point	32 °C (90 °F; 305 K)
Explosive limits	2.3–12.36%
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	487 mg kg⁻¹ (dermal, rabbit) 1.87 g kg⁻¹ (oral, rat)
Related compounds
Related amines	Dimethylamine Trimethylamine N-Nitrosodimethylamine Diethylamine Triethylamine Diisopropylamine Diethylenetriamine N,N-Diisopropylethylamine Triisopropylamine Tris(2-aminoethyl)amine Mechlorethamine HN1 (nitrogen mustard) HN3 (nitrogen mustard)
Related compounds	Unsymmetrical dimethylhydrazine Biguanide Dithiobiuret Agmatine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references