hexane-1,6-diamine

• ChemBase ID: 2957
• Molecular Formular: C6H16N2
• Molecular Mass: 116.20464
• Monoisotopic Mass: 116.13134852
• SMILES: NCCCCCCN
• Canonical SMILES: NCCCCCCN
• InChI: InChI=1S/C6H16N2/c7-5-3-1-2-4-6-8/h1-8H2
• InChIKey: NAQMVNRVTILPCV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexane-1,6-diamine
• IUPAC Traditional name: 1,6-diaminohexane
• Synonyms: 1,6-Diaminohexane; hexane-1,6-diamine; HMDA; Hexamethylenediamine; 1,6-Diaminohexane solution; Additive Screening Solution 34/Fluka kit no 78374; 1,6-Diaminohexane 1 M solution; 1,6-Hexylenediamine Dihydrochloride; 80HMD; Advancure Dihydrochloride; Hexamethylenediamine Dihydrochloride; Hexylenediamine Dihydrochloride; Hi Perm; RT Advancure HD Dihydrochloride; α,ω-Hexanediamine Dihydrochloride; 1,6-Diaminohexane Dihydrochloride; 1,6-Diamino-n-hexane; 1,6-Hexanediamine; Hexamethylenediamine; 1,6-Diaminohexane; 1,6-HEXANEDIAMINE; Hexamethylenediamine; 1,6-Diaminohexane; Hexamethylene diamine; 1,6-二氨基己烷; 1,6-己二胺; 六亚甲基二胺; 1,6-己烷二胺; 六亚甲基二胺; 1,6-二氨基己烷

Database IDs

• CAS Number: 6055-52-3; 124-09-4
• EC Number: 204-679-6
• MDL Number: MFCD00008243
• Beilstein Number: 1098307
• Merck Index: 144695
• PubChem SID: 24866408; 160966404; 46507769; 24885120; 24895434
• PubChem CID: 16402
• CHEBI ID: 39618
• CHEMBL: 303004
• Chemspider ID: 13835579
• DrugBank ID: DB03260
• Gmelin ID: 2578
• MeSH Name: 1,6-diaminohexane
• Wikipedia Title: Hexamethylenediamine

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -6.003959
• LogD (pH = 7.4): -5.1644053
• Log P: 0.044017065
• Molar Refractivity: 36.5806 cm^3
• Polarizability: 14.858968 Å^3
• Polar Surface Area: 52.04 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.27
• LOG S: -0.7
• Solubility (Water): 2.34e+01 g/l

PROPERTIES

Physical Property

• Solubility: 490 g L^-1 in water; DMSO; H2O: soluble0.1 g/mL, clear; Methanol; Water
• Apperance: Colourless crystals; White Solid
• Melting Point: 254-256°C (dec.); 39 - 42°C; 39-42 °C; 39-43°C; 41 °C; 42-45 °C(lit.)
• Boiling Point: 111-130 °C; 199 °C; 199-204°C; 204.55°C (477.7K); 204-205 °C
• Flash Point: 176 °F; 201 °F; 80 °C; 85 °C (closed cup and DIN 51755); 85°C(185°F); 94 °C
• Auto Ignition Point: 305 °C (DIN 51794)
• Density: .833 g/cm^3 at 60 °C; 0.84 g/mL; 0.840; 0.89 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.439(lit.)
• Vapor Pressure: 2 hPa at 50 °C
• Vapor Density: 4 (vs air)
• Partition Coefficient: 0.386
• Std enthalpy of formation: -205 kJ mol^-1

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C), Desiccate
• Storage Warning: Air Sensitive & Hygroscopic
• RTECS: MO1180000
• European Hazard Symbols: Corrosive (C); X
• UN Number: 1783; 2280; 2735; UN2280
• German water hazard class: 1; 3
• Hazard Class: 8
• Packing Group: 2; 3; III
• Australian Hazchem: 2X
• Risk Statements: 20/21/22-34; 21/22-34-37; 34; R:21/22-34-37; R21/22, R34, R37
• Safety Statements: 22-26-36/37/39-45; 26-27-36/37/39-45; 26-36/37/39-45; S:22-26-45-36/37/39; S1/2, S22, S26, S36/37/39, S45
• EU Classification: C10
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 153
• TSCA Listed: 是
• EU Index: 612-104-00-9
• GHS Pictograms: GHS corrosion; GHS exclamation mark; GHS05; GHS07
• GHS Signal Word: DANGER; Danger
• NFPA704:
  

  2

  3

  0
• LD50: 1.11 g kg^-1 (dermal, rabbit); 750 mg kg^-1 (oral, rat)
• Explode Limits: 0.7–6.3%; 6.3 %
• GHS Hazard statements: 302, 312, 314, 335; H302-H312-H314-H335; H314; H314-H318-H302-H312-H335
• GHS Precautionary statements: 261, 280, 305+351+338, 310; P261-P280-P305 + P351 + P338-P310; P261-P280-P305+P351+P338-P309-P310; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1783 8/PG 2; UN 2280 8/PG 3; UN 2735 8/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: rat ... Ppm1a(24666)

Product Information

• Purity: ≥98.0%; ≥99.0% (GC/T); 70%; 98%; 98+%
• Grade: puriss.; SAJ first grade; technical grade
• Linear Formula: NH2(CH2)6NH2

DETAILS

MP Biomedicals - 02157361

Crystalline

DrugBank - DB03260

Drug information: experimental

Sigma Aldrich - H11696

Application
Reagent used to modify acrylonitrile copolymers1 and to polycondense with compounds such as calcein.2
Packaging
1 kg in glass bottle
25, 100, 500 g in glass bottle

Sigma Aldrich - 422002

Other Notes
remainder water
Packaging
1, 2.5 L in glass bottle

Toronto Research Chemicals - D416170

An intermediate in the manufacturing of Nylon.

REFERENCES

• A method for conversion of primary amines to isocyanates avoiding the use of phosgene is illustrated by the reaction of this diamine with CO₂ at atmospheric pressure in the presence of triethylamine. Subsequent dehydration of the intermediate carbamate anion with POCl₃ gives the diisocyanate in 90% isolated yield: J. Chem. Soc., Chem. Commun., 957 (1994).