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Hexamethylenediamine

CAS No.
124-09-4
Chemical Name:
Hexamethylenediamine
Synonyms
HMDA;HEXAMETHYLENEDIAMINE;1,6-HEXANEDIAMINE;1,6-Hexamethylenediamine;Hexamethylendiamine;HEXANEDIAMINE;Hexylenediamine;1,6-diamino-hexan;NCI-C61405;H2N(CH2)6NH2
CBNumber:
CB7204696
Molecular Formula:
C6H16N2
Molecular Weight:
116.2
MDL Number:
MFCD00008243
MOL File:
124-09-4.mol
MSDS File:
SDS
Last updated:2024-03-14 15:18:27

Hexamethylenediamine Properties

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.)
Flash point 201 °F
storage temp. Store below +30°C.
solubility alcohol: soluble(lit.)
form Solution
pka 11.857(at 0℃)
color White, may discolor during storage
PH 12.4 (100g/l, H2O, 25℃)
Odor pyridine odor
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
Stability Stable. Combustible. Incompatible with strong oxidizing agents, strong acids, organic materials.
LogP 0.4 at 25℃
Indirect Additives used in Food Contact Substances HEXAMETHYLENEDIAMINE
FDA 21 CFR 175.105; 175.300
CAS DataBase Reference 124-09-4(CAS DataBase Reference)
EWG's Food Scores 1-2
FDA UNII ZRA5J5B2QW
NIST Chemistry Reference 1,6-Hexanediamine(124-09-4)
EPA Substance Registry System Hexamethylenediamine (124-09-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302+H312-H314-H335
Precautionary statements  P260-P270-P280-P301+P312-P303+P361+P353-P305+P351+P338
Hazard Codes  C
Risk Statements  34-37-21/22-20/21/22
Safety Statements  26-36/37/39-45-22-27
RIDADR  UN 2735 8/PG 3
WGK Germany  3
RTECS  MO1180000
10-34
Autoignition Temperature 305 °C
TSCA  Yes
HS Code  2921 22 00
HazardClass  8
PackingGroup  III
Toxicity LD50 orally in Rabbit: 850 mg/kg LD50 dermal Rabbit 1110 mg/kg
NFPA 704
2
3 1

Hexamethylenediamine price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 422002 Hexamethylenediamine technical grade, 70% 124-09-4 1l $83.1 2024-03-01 Buy
Sigma-Aldrich 422002 Hexamethylenediamine technical grade, 70% 124-09-4 2.5l $173 2024-03-01 Buy
Sigma-Aldrich 8.04323 1,6-Diaminohexane for synthesis 124-09-4 5G $26.4 2023-06-20 Buy
Sigma-Aldrich 8.04323 1,6-Diaminohexane for synthesis 124-09-4 250g $47.4 2023-06-20 Buy
Sigma-Aldrich 8.04323 1,6-Diaminohexane for synthesis 124-09-4 1kg $132 2023-06-20 Buy
Product number Packaging Price Buy
422002 1l $83.1 Buy
422002 2.5l $173 Buy
8.04323 5G $26.4 Buy
8.04323 250g $47.4 Buy
8.04323 1kg $132 Buy

Hexamethylenediamine Chemical Properties,Uses,Production

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.

Chemical Properties

Hexamethylenediamine(HMDA) is a strong organic base, e.g., a 10 % aqueous solution has a pH of 12.3 (20°C), and forms stable salts with both organic and inorganic acids. The most important salt is that produced by neutralization with adipic acid (salt strike): the so-called nylon salt or AH salt. This compound is the raw material for the preparation of nylon by thermal dehydration under vacuum.

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.

Uses

Hexamethylenediamine is mainly used as a monomer to make nylon 6-6. Its derivative hexamethylene diisocyanate (HDI) is used in the production of polyurethane. It acts as a cross-linking agent in epoxy resins. Other applications include fiber, plastics, polyurethane coatings, lubricants, water treatment products and specialty chemicals (biocides, petroleum additives, and phenol purification).

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.

Definition

ChEBI: Hexamethylenediamine is a C6 alkane-alpha,omega-diamine. It has a role as a human xenobiotic metabolite. It derives from a hydride of a hexane.

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).

General Description

Hexamethylenediamine, solution appears as 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.

Air & Water Reactions

Water soluble.

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 .

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.

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.

Flammability and Explosibility

Non flammable

Contact allergens

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

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.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek med-ical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, includ-ing resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medi-cal attention. If convulsions are not present, give a glass ortwo of water or milk to dilute the substance. Do not inducevomiting. Assure that the person's airway is unobstructedand contact a hospital or poison center immediately foradvice on whether or not to inducevomiting. Medicalobservation is recommended for 24- -48 h after breathingoverexposure, as pulmonary edema may be delayed. As firstaid for pulmonary edema, a doctor or authorized paramedicmay consider administering a corticosteroid spray.

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.

Shipping

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

Purification Methods

Crystallise it in a stream of nitrogen. It sublimes in a vacuum. [Beilstein 4 IV 1320.]

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.

Waste Disposal

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

Global( 383)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12456 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679 +86-18949832763 info@tnjchem.com China 2989 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8823 58
Xi'an Kono chem co., Ltd.,
029-86107037 13289246953 info@konochemical.com China 2995 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58
Shanghai Longyu Biotechnology Co., Ltd.
+8615821988213 info@longyupharma.com China 2531 58

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