Isophoron-diamin

Isophorone diamine

HCID 17857CAS 2855-13-2

Grundinformationen

Standard-SMILES
CC1(C)CC(N)CC(C)(CN)C1
InChIKey
RNLHGQLZWXBQNY-UHFFFAOYSA-N
Summenformel
C10H22N2
Durchschnittliche Molmasse
170,3 g/mol
Monoisotopische Masse
170,1782987

Überblick

Isophoronediamine appears as a clear to light-yellow liquid. Highly soluble though slightly denser than water. May be toxic by inhalation and skin absorption. Corrosive to skin. Used to make other chemicals.

Namen und Bezeichner

Bevorzugter Name
Isophorone diamine
IUPAC
3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine
Lokaler Name
Isophoron-diamin
Englischer Name
Isophorondiamine
Summenformel
C10H22N2
Molmasse
170.3

Namen und Synonyme

ISOPHORONE DIAMINE2855-13-2Isophoronediamine3-Aminomethyl-3,5,5-trimethylcyclohexylamineCyclohexanemethanamine, 5-amino-1,3,3-trimethyl-5-Amino-1,3,3-trimethylcyclohexanemethylamineDTXSID6027503Vestamin IPDCyclohexanemethylamine, 5-amino-1,3,3-trimethyl-Araldite HY 5083X5WYA841BUDTXCID907503
Weitere Namen anzeigen
IPDAipdDAIPD 230Isophorondiamin5-amino-1,3,3-trimethyl-cyclohexanemethanamin
Vestamine IPDALuxam IPDChemammina CA 17RefChem:792054220-666-83-(Aminomethyl)-3,5,5-trimethylcyclohexanamine3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine5-Amino-1,3,3-trimethylcyclohexanemethanamine

Datenbank-Bezeichner

CAS
2855-13-2
PubChem CID
17857
DTXSID
DTXSID6027503
ChEMBL
CHEMBL1876029
EC Number
220-666-8
Nikkaji
J68.532A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,1
Polarare Oberfläche (TPSA)
52 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
1
Schwere Atome
12

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Nitrogen Compounds -> Amines, Cyclic

Corrosives

LogP1.90 (calculated)
OdorCharacteristic odor
Density · 3 Einträge

0.924 at 68 °F (USCG, 1999) - Less dense than water; will float

0.922

Relative density (water = 1): 0.92

Viscosity18 mPa*s at 20 °C
Color/FormColorless liquid

Physikochemische Eigenschaften

Schmelzpunkt
10 °C · 10 °C(lit.)
Siedepunkt
247 °C · 247 °C(lit.)
Dichte
0.924 g/mL · 0.924 g/mL at 20 °C(lit.)
Dampfdruck
0.02 hPa · 0.02 hPa (20 °C)
Brechungsindex
20 · n20/D 1.490
Flammpunkt
230 °F · >230 °F

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1340) of reports.

Danger

H302 (> 99.9%): Harmful if swallowed [Warning Acute toxicity, oral]

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: Cyclohexanemethanamine, 5-amino-1,3,3-trimethyl-

Cyclohexanemethanamine, 5-amino-1,3,3-trimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexanemethanamine, 5-amino-1,3,3-trimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 28-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14449

Isophoronediamine: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Cyclohexanemethanamine, 5-amino-1,3,3-trimethyl-: Human health tier II assessment
DOT LabelCorrosive
Fire Hazards · 3 Einträge

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· Combustible material: may burn but does not ignite readily.

Combustible.

Health Hazards · 2 Einträge

Inhalation of high concentrations of vapor causes irritation, coughing, and nausea. Eyes: May cause inflammation/burns. Skin: May cause burns. Ingestion: Nausea. (USCG, 1999)

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.

Hazards Summary · 1 Eintrag

If inhaled, it can provoke coughing and nausea. [CHRIS] An epoxy resin hardener and suspected cause of occupational asthma, isophorone diamine is one component of mixtures causing occupational asthma in two separate documented cases: (1) [Occupational asthma due to EPO 60. Lambourn EM, Hayes JP, McAllister WA, Taylor AJ. Br J Ind Med 1992 Apr;49(4):294-5]; and (2) [Occupational asthma caused by a hardener containing an aliphatic and a cycloaliphatic diamine. Aleva RM et al. Am Rev Respir Dis 1992 May;145(5):1217-8] Corrosive to skin, eyes, and respiratory tract; Inhalation can cause pulmonary edema; May cause skin sensitization. [ICSC] Danger of skin sensitization; [MAK] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Harmful by ingestion; [Aldrich MSDS]

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Use water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 Einträge

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer immediately for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer immediately for medical attention.

Rinse with plenty of water (remove contact lenses if easily possible). Refer immediately for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer immediately for medical attention.

Accidental Release Measures · 2 Einträge

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 Einträge

INHALATION: Move victim to fresh air; call emergency medical care. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.

General First Aid:

Safe StorageSeparated from strong oxidants and food and feedstuffs. Ventilation along the floor. Store in an area without drain or sewer access.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).

Toxikologische Informationen

Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesSerious local effects by all routes of exposure.
Signs and Symptoms · 4 Einträge

Sore throat. Cough. Burning sensation. Shortness of breath. Laboured breathing.

Pain. Redness. Burning sensation. Blisters. Skin burns.

Pain. Redness. Severe deep burns. Loss of vision.

Burning sensation. Abdominal pain. Nausea. Vomiting. Diarrhoea. Shock or collapse.

ICSC Environmental DataThe substance is harmful to aquatic organisms.
TSCA Test Submissions · 1 Eintrag

Isophorone diamine (CAS # 2855-13-2) was evaluated for subchronic inhalation toxicity in male rats (10/dosage group, breed unspecified) administered whole-body exposures to nominal aerosol/vapor concentrations of 18, 200, and 550 mg/cu m, 6 hours/day for 9, 9, and 4 days, respectively. Following 9 exposures, 5 rats from each group (surviving numbers allowing) were sacrificed and necropsied, while the remaining were sacrificed after a subsequent 20-day recovery period. Treatment with 550 mg/m3 was associated with significantly reduced bodyweights and mean bodyweight gains and mortality (4/10) by completion of a fourth exposure, such that all surviving rats (6/10) of this group were sacrificed and necropsied with decedents following the fourth exposure. Dose-dependent histopathology was identified in the nose (18, 200, 550 mg/cu m), trachea (200, 550 mg/cu m), larynx (200, 500 mg/cu m), and lungs (200, 550 mg/cu m). Necrosis as well as hypertrophy/hyperplasia noted in the lungs and trachea of 4-day 550 mg/cu m rats and 9-day rats appeared resolved after 20-day recovery, as tissue repair was also apparent in the nose and larynx of these animals. The study report is summarized only and no further data are provided.

Antidote and Emergency Treatment · 2 Einträge

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mg/kg up to 200 ml of water for dilution if the patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin bums with dry sterile dressings after decontamination ... . /Organic bases/Amines and related compounds/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or has severe pulmonary edema. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. If patient is unresponsive to these measures, vasopressors may be helpful. Watch for signs of fluid overload ... . Treat seizures with diazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic bases/Amines and related compounds/

Sicherheitsdaten

F
10-21-34
wgk
1
tsca
TSCA listed
ridadr
UN 2289
hs_code
2921 30 99
RTECS-Nr.
GV5020833

Chemie und Industrie

Verwendung und Herstellung

Uses · 5 Einträge

Used to make its corresponding diisocyanate, polymers (mainly polyurethanes), and to cure epoxy resins; [HSDB] Used to make hardeners for epoxy resins and coatings (and directly as a hardener), in epoxy-based self-leveling and trowelable flooring systems, for paving, concrete protection, and repair, in coatings for corrosion protection of metal, adhesives, and anchoring compounds, and in paints; Also used to make dyes and non-crystalline specialty polyamides; [Reference #2]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

CHEMICAL INTERMEDIATE FOR CORRESPONDING DIISOCYANATE

Epoxy resin curing agent

Used in large quantities for the production of polymers, mainly polyurethanes.

U.S. Production · 3 Einträge

2023: 10,000,000 - <50,000,000 lb

(1975) NOT PRODUCED COMMERCIALLY IN US

(1977) NOT PRODUCED COMMERCIALLY IN US

Consumer UsesBinder
Industry UsesHardener
Methods of Manufacturing · 2 Einträge

ALKALINE CONDENSATION OF ACETONE TO ISOPHORONE FOLLOWED BY AMINATION WITH AMMONIA AND HYDROGEN

Addition of hydrogen cyanide to the olefinic double bond /in isophorone/, followed by amination of the keto group in the presence of hydrogen

Formulations/Preparations99% mixture of cis- and trans-
Anwendungen · 2 Einträge

BeschreibungIsophorone diamine is widely used as an epoxy-resin hardener. It is a strong sensitizer and can cause airborne contact dermatitis.

VerwendenIsophorondiamine mainly used as epoxy curing agents, mainly for applications requiring low color, low odor, high flexural strength and excellent chemical resistance of epoxy formulations. Suitable for floor coatings, fillers and paving mixes.

Anbieter50 Anbieter

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