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아이소포론 디아민

Isophorone diamine

HCID 17857
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
2855-13-2
표준 SMILES
CC1(C)CC(N)CC(C)(CN)C1
InChIKey
RNLHGQLZWXBQNY-UHFFFAOYSA-N
분자식
C10H22N2
평균 분자량
170.3 g/mol
단동위원소 질량
170.17829871

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

ISOPHORONE DIAMINE2855-13-2Isophoronediamine3-Aminomethyl-3,5,5-trimethylcyclohexylamineCyclohexanemethanamine, 5-amino-1,3,3-trimethyl-Vestamin IPD5-Amino-1,3,3-trimethylcyclohexanemethylamineAraldite HY 5083DTXSID6027503Cyclohexanemethylamine, 5-amino-1,3,3-trimethyl-Vestamine IPDALuxam IPD
이름 더 보기
아이소포론디아민아이소포론디아민아이소포론 다이아민IPDAipdDAIPD 230Isophorondiamin5-amino-1,3,3-trimethyl-cyclohexanemethanamin
Chemammina CA 17X5WYA841BUDTXCID907503RefChem:792054220-666-83-(Aminomethyl)-3,5,5-trimethylcyclohexanamine3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine5-Amino-1,3,3-trimethylcyclohexanemethanamine

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 · 2건

Nitrogen Compounds -> Amines, Cyclic

Corrosives

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

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
SolubilitySolubility in water at 492 g/l at 23.8 °C: very soluble
CorrosivityCorrosive
Flash Point · 3건

230 °F (USCG, 1999)

Flash point =112 °C

112 °C c.c.

Boiling Point · 3건

477 °F at 760 mmHg (USCG, 1999)

247 °C

247 °C

Melting Point · 3건

50 °F (USCG, 1999)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

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 · 5건

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)

REACH registered substance: 3-aminomethyl-3,5,5-trimethylcyclohexylamine (EC: 220-666-8)

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 · 3건

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

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

Combustible.

Health Hazards · 2건

화학 및 산업

용도 및 제조

Uses · 5건

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 · 3건

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 · 2건

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-
Household ProductsInformation on 13 consumer products that contain 3-Aminomethyl-3,5,5-trimethylcyclohexylamine in the following categories is provided:
General Manufacturing Information · 2건

Plastics Product Manufacturing

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

응용 분야

관련 반응

21건
반응 기록 만들기
HRID 74144 반응식
HRID 74144생성물로반응물로uspto-grants-2014_09
HRID 436724 반응식
HRID 436724생성물로uspto-grants-1977_06
HRID 481800 반응식
HRID 481800반응물로uspto-grants-1998_08
HRID 846831 반응식
HRID 846831반응물로uspto-grants-1992_08
HRID 851310 반응식
HRID 851310반응물로uspto-grants-1983_05
HRID 851793 반응식
HRID 851793반응물로uspto-grants-1983_05
HRID 1060203 반응식
HRID 1060203반응물로uspto-grants-2003_02
HRID 1060207 반응식
HRID 1060207반응물로uspto-grants-2003_02
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10 °C

10 °C

Vapor Pressure · 2건

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

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 · 1건

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]

DOT ID and Guide2289 153
Reactive GroupAmines, Phosphines, and Pyridines
UN ClassificationUN Hazard Class: 8; UN Pack Group: III
Reactivity Profile · 1건

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).

Chemical DangersDecomposes on heating and on burning. This produces toxic and corrosive gases including nitrogen oxides. Attacks copper, zinc and tin alloys.
Packaging and LabellingUnbreakable packaging. Put breakable packaging into closed unbreakable container. Do not transport with food and feedstuffs.

안전 및 보호

Fire Fighting · 2건

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 · 4건

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 · 2건

· 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 · 2건

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).
Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Disposal Methods · 1건

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.

Spillage DisposalPersonal protection: complete protective clothing including self-contained breathing apparatus. Collect leaking and spilled liquid in sealable containers as far as possible. Do NOT let this chemical enter the environment.
Isolation and Evacuation · 2건

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

Immediate precautionary measure

Eye PreventionWear safety goggles, face shield or eye protection in combination with breathing protection.
Fire PreventionNO open flames.

독성 정보

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

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 · 1건

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 · 2건

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)
· 3건

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

Cyclohexanecarbonitrile, 5-imino-1,3,3-trimethyl-5-옥소-1,3,3-트리메틸-시클로헥산카르보니트릴이소포론디이소시이네이트1,3,3-trimethyl-5-oxocyclohexane-1-carbaldehyde아이소포론이소포론질소

하류 제품

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