기본 정보
- 표준 SMILES
CC1(C)CC(N)CC(C)(CN)C1- InChIKey
RNLHGQLZWXBQNY-UHFFFAOYSA-N- 분자식
- C10H22N2
- 평균 분자량
- 170.3 g/mol
- 단동위원소 질량
- 170.1782987
개요
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.
이름 및 식별자
- 우선 이름
- Isophorone diamine
- IUPAC
- 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine
- 현지명
- 아이소포론 디아민
- 영어명
- Isophorondiamine
- 분자식
- C10H22N2
- 분자량
- 170.3
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
2855-13-2- PubChem CID
- 17857
- DTXSID
DTXSID6027503- ChEMBL
CHEMBL1876029- EC Number
- 220-666-8
- Nikkaji
- J68.532A
물성
구조 계산 물성
- XLogP
- 1.1
- 극성 표면적
- 52 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 12
- 형식 전하
- 0
- 복잡도
- 165
실험 및 물리화학적 성질
Chemical Classes
Nitrogen Compounds -> Amines, Cyclic
Corrosives
Density
0.924 at 68 °F (USCG, 1999) - Less dense than water; will float
0.922
Relative density (water = 1): 0.92
Flash Point
230 °F (USCG, 1999)
Flash point =112 °C
112 °C c.c.
Boiling Point
477 °F at 760 mmHg (USCG, 1999)
247 °C
247 °C
Melting Point
50 °F (USCG, 1999)
10 °C
10 °C
Vapor Pressure
0.01 [mmHg]
Vapor pressure, Pa at 20 °C: 1.6
물리화학적 성질
- 녹는점
- 10 °C · 10 °C(lit.)
- 끓는 점
- 247 °C · 247 °C(lit.)
- 밀도
- 0.924 g/mL · 0.924 g/mL at 20 °C(lit.)
- 증기압
- 0.02 hPa · 0.02 hPa (20 °C)
- 굴절률
- 20 · n20/D 1.490
- 인화점
- 230 °F · >230 °F
- 저장 조건
- 30 °C · Store below +30°C.
- 용해도
- 클로로포름(약간 용해됨), 메탄올(약간 용해됨)
- 산도 계수 (pKa)
- 10.57 · 10.57±0.70(Predicted)
- 물리적 상태
- 액체
- 색상
- 투명한
- 수소이온지수(pH)
- 11.6 · 11.6 (10g/l, H2O, 20℃)
- 폭발한계
- 1.2 % · 1.2%(V)
- 수용성
- 혼용 가능
- 안정성
- 안정적인. 강한 산화제와 호환되지 않습니다.
- InChI
- 1S/C10H22N2/c1-9(2)4-8(12)5-10(3,6-9)7-11/h8H,4-7,11-12H2,1-3H3
- InChIKey
- RNLHGQLZWXBQNY-UHFFFAOYSA-N
- SMILES
- CC1(C)CC(N)CC(C)(CN)C1
- LogP
- 0.99 at · 0.99 at 23℃
- EPA
- Isophorone diamine (2855-13-2)
화학적 성질
faintly yellow liquid
안전 및 규제
GHS 분류
GHS Classification
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]
유해성 정보
Regulatory Information
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.)
Fire Hazards
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
· Combustible material: may burn but does not ignite readily.
Combustible.
Health Hazards
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
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]
Reactivity Profile
ISOPHORONEDIAMINE is an amine. Amines are chemical bases. They neutralize acids to form salts. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides (Roger Patrick, DuPont Engineer). Corrodes aluminum and steel in the presence of moisture and carbon dioxide (USCG, 1999).
안전 및 보호
Fire Fighting
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
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
· 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
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:
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Isolation and Evacuation
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Immediate precautionary measure
독성 정보
Signs and Symptoms
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.
TSCA Test Submissions
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
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/
안전 데이터
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- GV5020833
- ridadr
- UN 2289
- 독성
- LD50 orally in Rabbit: 1030 mg/kg
- HS 번호
- 2921 30 99
- risk_code
- 21/22-34-43-52/53
- hazard_code
- C
- safety_code
- 26-36/37/39-45-61
- 포장분류
- III
- 위험 등급
- 8
- 기존화학 물질
- KE-01487
- F 고인화성물질
- 10-21-34
- 자연 발화 온도
- 380 °C
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 OralAquatic Chronic 3Eye Dam. 1Skin Corr. 1BSkin Sens. 1A
- 스토리지 클래스
- 8A - Combustible corrosive hazardous materials
- 유해 물질 데이터
- 2855-13-2(Hazardous Substances Data)
화학 및 산업
용도 및 제조
Uses
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
2023: 10,000,000 - <50,000,000 lb
(1975) NOT PRODUCED COMMERCIALLY IN US
(1977) NOT PRODUCED COMMERCIALLY IN US
Methods of Manufacturing
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
General Manufacturing Information
Plastics Product Manufacturing
Cyclohexanemethanamine, 5-amino-1,3,3-trimethyl-: ACTIVE
응용 분야
개요Isophorone diamine is widely used as an epoxy-resin hardener. It is a strong sensitizer and can cause airborne contact dermatitis.
용도Isophorondiamine 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.
일반 설명A 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.
제조 방법
생산 방법Isophorondiamine is made from isophorone nitrile, ammonia, and hydrogen, which leads to simultaneous imination and hydrogenation of the resulting imine and nitrile groups. Catalysts employed are mainly cobalt or ruthenium.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
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