ChemicalBook--->CAS DataBase List--->124-09-4

124-09-4

124-09-4 Structure

124-09-4 Structure
IdentificationMore
[Name]

1,6-HEXANEDIAMINE
[CAS]

124-09-4
[Synonyms]

1,6-DIAMINOHEXANE
1,6-DIAMINO-N-HEXANE
1,6-HEXANEDIAMINE
1,6-Hexylenediamine
HEXAMETHYLENEDIAMINE
HMDA
RARECHEM AL BW 0080
1,6-diamino-hexan
1,6-Hexamethylenediamine
H2N(CH2)6NH2
hexamethylenediamine(1,6-hexanediamine)
hexamethylenediamine,solid
Hexylenediamine
NCI-C61405
Hexamethylendiamine
1,6-Diaminohexane 1 M Solution
1,6-Hexanediamine,~99%
1,6-Hexanediamine, 98+%
1,6-Diaminlhexane
1,6-Hexylenediamime
[EINECS(EC#)]

204-679-6
[Molecular Formula]

C6H16N2
[MDL Number]

MFCD00008243
[Molecular Weight]

116.2
[MOL File]

124-09-4.mol
Chemical PropertiesBack Directory
[Appearance]

HMDA is a hygroscopic, colorless solid (pellets or flakes). Weak, fishy odor.
[Melting point ]

42-45 °C(lit.)
[Boiling point ]

204-205 °C
[density ]

0.89 g/mL at 25 °C(lit.)
[vapor density ]

4 (vs air)
[vapor pressure ]

0.25 hPa (20 °C)
[refractive index ]

n20/D 1.439(lit.)
[Fp ]

201 °F
[storage temp. ]

2-8°C
[solubility ]

alcohol: soluble(lit.)
[form ]

Solution
[pka]

11.857(at 0℃)
[color ]

White, may discolor during storage
[Odor]

pyridine odor
[PH]

12.4 (100g/l, H2O, 25℃)
[Stability:]

Stable. Combustible. Incompatible with strong oxidizing agents, strong acids, organic materials.
[explosive limit]

0.9-7.6%(V)
[Water Solubility ]

490 g/L (20 ºC)
[Sensitive ]

Hygroscopic
[Merck ]

14,4695
[BRN ]

1098307
[Exposure limits]

ACGIH: TWA 0.5 ppm
[Contact allergens]

Hexamethylenediamine is used with adipic acid in the synthesis of polyamide plastics.
[LogP]

0.4 at 25℃
[Uses]

Formation of high polymers, e.g., nylon 66.
[CAS DataBase Reference]

124-09-4(CAS DataBase Reference)
[NIST Chemistry Reference]

1,6-Hexanediamine(124-09-4)
[EPA Substance Registry System]

124-09-4(EPA Substance)
Hazard InformationBack Directory
[Chemical Properties]

White to cream solid
[Definition]

ChEBI: A C6 alkane-alpha,omega-diamine.
[General Description]

A clear colorless liquid. Burns although some effort is required to ignite. Soluble in water. Corrosive to metals and tissue. Produces toxic oxides of nitrogen during combustion. Used to make nylon.
[Reactivity Profile]

HEXAMETHYLENEDIAMINE is hygroscopic. Can react with strong oxidizing materials. Incompatible with acids, acid chlorides and acid anhydrides. Also incompatible with ketones, aldehydes, nitrates, phenols, isocyanates, monomers and chlorinated compounds .
[Air & Water Reactions]

Water soluble.
[Hazard]

Toxic by ingestion, strong irritant to tissue. Combustible.
[Health Hazard]

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
[Potential Exposure]

HMDA is used as a textile intermedi ate; a raw material for nylon fiber and plastics; in wet strength resins; in the manufacture of oil-modified and moisture-area types of urethane coatings; in the manufac ture of polyamides for printing inks, dimer acids, and tex tiles; and as an oil and lubricant additive (probably as a corrosion inhibitor); as boiler feed water additives; also used in paints and as a curing agent for epoxy resins; mak ing adhesives.
[Fire Hazard]

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, includ ing resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medi cal attention. If convulsions are not present, give a glass or two of water or milk to dilute the substance. Do not induce vomiting. Assure that the person’s airway is unobstructed and contact a hospital or poison center immediately for advice on whether or not to induce vomiting. Medical observation is recommended for 24 to 48 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.
[Shipping]

UN2280 Hexamethylenediamine, solid, Hazard class: 8; Labels: 8-Corrosive material. UN1783 Hexamethylenediamine, solution, Hazard class: 8; Labels: 8-Corrosive material.
[Incompatibilities]

May form explosive mixture with air. The aqueous solution is a strong base and a strong reducing agent. Reacts violently with oxidizers, acids, acid chlorides; acid anhydrides; carbon dioxide acids. Reacts on contact with water forming carbon dioxide. Polymermizes in temperatures >195℃.Reacts with ethylene dichloride, organic anhy drides, isocyanates, vinyl acetate, acrylates, substituted allyls, alkylene oxides, epichlorohydrin, ketones, aldehydes, alco hols, glycols, phenols, cresols, caprolactum solution. Attacks aluminum, copper, lead, tin, zinc and alloys. Absorbs carbon dioxide and water from air. Store under Nitrogen.
[Description]

HMDA is a hygroscopic, colorless solid (pel-letsorflakes). Weak, fishy odor. odor thresh-old = 0.004 mg/m';Molecular weight = 116.13; Boilingpoint = 199℃; FreezingMelting point = 39- 42℃; Flashpoint= 71℃;81℃(solution);Autoi gnitiontemperature = 310℃. Explosive limits:LEL=0.7%;UEL= 6.3%. Soluble in water.
[Waste Disposal]

Incineration; incinerator equipped with a scrubber or thermal unit to reduce nitrogen oxides emissions.
[Physical properties]

Hexamethylenediamine is a colorless solid with a typical fishlike amine odor. It is very soluble in water, soluble in alcohols and aromatic solvents, and poorly soluble in aliphatic hydrocarbons.
[Application]

Hexamethylenediamine (1,6-hexanediamine, HDA ) may be used in the preparation of the following:
polyamides and their hydrolytic and fungal degradability was investigated
mullite ceramics
methoxycarbonylation of 1,6-hexanediamine with dimethyl carbonate to form dimethylhexane-1,6-dicarbamate.
Formation of high polymers, e.g., nylon 66.
dialkyl hexamethylene-1,6-dicarbamate (AHDC), via trans-esterification reaction of HDA and alkyl carbamates (AC) using FeCl3 as catalyst.
1,6-hexanediamine modified magnetic chitosan microspheres for fast and efficient removal of toxic hexavalent chromium.
[Preparation]

Virtually all hexamethylenediamine is now produced by the catalytic hydrogenation of adiponitrile[111-69-3] :
NC(CH2)4CN + 4H2 → H2N(CH2)6NH2.
[Reactions]

Other reactions of hexamethylenediamine are typical of aliphatic amines (→ Amines, Aliphatic). The preparation of hexamethylene diisocyanate [822-06-0] by reaction with phosgene is industrially important:
H2N(CH2)6NH2+ 2COCl2 → OCN(CH2)6NCO + 4 HCl
The reaction takes place in a chlorinated aromatic solvent with a yield of 95% or more. Hexamethylene diisocyanate can also be produced by converting hexamethylenediamine to an aliphatic urethane, followed by thermal cleavage (→ Isocyanates, Organic).
[Flammability and Explosibility]

Nonflammable
[storage]

(1) Color Code- White: Corrosive or ContactHazard; Store separately in a corrosion-resistant location.(2) Color Code- -Yellow Stripe (strong reducing agent):Reactivity Hazard; Store separately in an area isolated fromflammables, combustibles, or other yellow-coded materials.Store under nitrogen. Prior to working with this chemicalyou should be trained on its proper handling and storage.Before entering confined space where this chemical may bepresent, check to make sure that an ex plosive concentrationdoes not exist. Store in a cool, dry place away from oxidi-zers, strong acids, acid chlorides, acid anhydrides, carbondioxide, and metals. Preferably store under an inert atmo-sphere in a tightly closed container.
[Purification Methods]

Crystallise it in a stream of nitrogen. It sublimes in a vacuum. [Beilstein 4 IV 1320.]
Safety DataBack Directory
[Hazard Codes ]

C
[Risk Statements ]

R34:Causes burns.
R37:Irritating to the respiratory system.
R21/22:Harmful in contact with skin and if swallowed .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S22:Do not breathe dust .
S27:Take off immediately all contaminated clothing .
[RIDADR ]

UN 2735 8/PG 3
[WGK Germany ]

3
[RTECS ]

MO1180000
[F ]

10-34
[Autoignition Temperature]

305 °C
[TSCA ]

Yes
[HazardClass ]

8
[PackingGroup ]

III
[HS Code ]

29212290
[Hazardous Substances Data]

124-09-4(Hazardous Substances Data)
[Toxicity]

LD50 orally in Rabbit: 850 mg/kg LD50 dermal Rabbit 1110 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Nickel-->Silica gel-->Celite-->1,3-Butadiene-->Adipic acid-->Caprolactam-->Adiponitrile-->2-Methyl-2,4-pentanediol-->NICKEL IRON-->Nickel Iron (80:20wt%) in cone shaped (refer to drawing)-->Imidazole-2-carboxaldehyde-->2,4-Hexadienedioic acid, (E,Z)-
[Preparation Products]

Hexamethylene Diisocyanate-->Hexamethyleneimine-->ion exchange hollow yarn-->antibiotic finishing agent for fabric-->Phosphatizing agent-->Cross-linking agent DE-->N-BOC-1,6-diaminohexane
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1,6-hexylenediamine(124-09-4).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Hexamethylenediamine(124-09-4)MS
Hexamethylenediamine(124-09-4)1HNMR
Hexamethylenediamine(124-09-4)13CNMR
Hexamethylenediamine(124-09-4)IR1
Hexamethylenediamine(124-09-4)IR2
Hexamethylenediamine(124-09-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

1,6-Hexanediamine, 99.5+%(124-09-4)
[Alfa Aesar]

1,6-Diaminohexane, 98+%(124-09-4)
[Sigma Aldrich]

124-09-4(sigmaaldrich)
[TCI AMERICA]

1,6-Diaminohexane,>99.0%(GC)(T)(124-09-4)
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