N-(1,3-다이메틸뷰틸-N'-페닐-p-페닐렌디아민)

1,4-Benzenediamine, N-(1,3-dimethylbutyl)-N'-phenyl-

HCID 13101CAS 793-24-8

기본 정보

표준 SMILES
CC(C)CC(C)Nc1ccc(Nc2ccccc2)cc1
InChIKey
ZZMVLMVFYMGSMY-UHFFFAOYSA-N
분자식
C18H24N2
평균 분자량
268.4 g/mol
단동위원소 질량
268.19394877

이름 및 식별자

우선 이름
1,4-Benzenediamine, N-(1,3-dimethylbutyl)-N'-phenyl-
IUPAC
4-N-(4-methylpentan-2-yl)-1-N-phenylbenzene-1,4-diamine
현지명
N-(1,3-다이메틸뷰틸-N'-페닐-p-페닐렌디아민)
영어명
N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine
분자식
C18H24N2
분자량
268.4

이름 및 동의어

793-24-8N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine6PPDSantoflex 13Wingstay 300Antioxidant 4020Permanax 120Vulkanox 4020Flexzone 7LDusantox 6PPDNocrac 6CDiafen 13
이름 더 보기
N-(1,3-다이메틸뷰틸-N'-페닐-p-페닐렌디아민)N-(1,3-디메틸부틸-N""-페닐-p-페닐렌디아민)N-(1,3-디메틸부틸-N'-페닐-p-페닐렌디아민)1,4-벤젠다이아민, N-(1,3-다이메틸뷰틸)-N'-펜일-1,4-벤젠다이아민, N-(1,3-다이메틸부틸)-N´-페닐- (CA-Index-Name)4-(다이메틸부틸아미노)다이페닐아민4-(다이메틸뷰틸아미노)다이페닐아민N-(1,3-다이메틸부틸)-N´-페닐-p-페닐렌다이아민N-(1,3-다이메틸뷰틸)-N´-페닐-1,4-페닐렌다이아민N-(4-메틸-2-펜틸)-N-페닐-1,4-다이아미노벤젠(IUPAC)N-(4-메틸-2-펜틸)-N-페닐-1,4-다이아미노벤졸 (IUPAC)N-(4-메틸-2-펜틸)-N-페닐-1,4-벤젠다이아민불카녹스 4020산토플렉스 13dbdaDMBPPDnocrane6cSantoflex 134PDN-1,3-dimethylbutyl-N'-phenyl-p-phenylenediaminedmbpduop562uop588ozonon6c
N-(1,3-Dimethylbutyl)-N'-phenyl-1,4-phenylenediamineFlexzone 7FSantoflex 6PPDDiafen FDMBNocrane 6CPermanax 6PPDSantoflex 13FAntage 6C

데이터베이스 식별자

CAS
793-24-8
PubChem CID
13101
DTXSID
DTXSID9025114
ChEMBL
CHEMBL1558796
UNII
HJD0U67PS1
EC Number
212-344-0
Nikkaji
J21.253I

물성

구조 계산 물성

XLogP
5.6
극성 표면적
24.1 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
2
회전 가능 결합 수
6
무거운 원자 수
20

실험 및 물리화학적 성질

LogP5.4
Density · 4건

1.1 (NTP, 1992) - Denser than water; will sink

1.07

1.02 g/cm³

Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.00

Color/FormDark, violet solid
Solubility · 2건

less than 1 mg/mL at 63 °F (NTP, 1992)

Solubility in water, g/100ml at 20 °C: 0.01

Flash Point · 3건

400 °F (NTP, 1992)

204 °C

200 °C c.c.

Boiling Point · 2건

500 °F at 760 mmHg (NTP, 1992)

370 °C (calculated)

물리화학적 성질

녹는점
45 · 45-46°C
끓는 점
260 °C · 260°C
밀도
0.986 · 0.986~1.00g/cm3
굴절률
1.63 · 1.6300 (estimate)
인화점
204 °C · 204°C
저장 조건
Keep in dark place,Sealed in dry,Room Temperature

화학적 성질

Gray purple to purplish brown flake or granular

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 0.3% (1 of 381) of reports.

Danger

H302 (80.1%): Harmful if swallowed [Warning Acute toxicity, oral];H317 (99.5%): May cause an allergic skin reaction [Warning Sensitization, Skin];H360 (17.1%): May damage fertility or the unborn child [Danger Reproductive toxicity];H360F (27.3%): May damage fertility [Danger Reproductive toxicity];H400 (98.4%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410 (99.5%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

P203, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P318, P321, P330, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 381 reports by companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 1 of 381 reports by companies.;There are 19 notifications provided by 380 of 381 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

유해성 정보

Regulatory Information · 5건

Chemical: 1,4-Benzenediamine, N1-(1,3-dimethylbutyl)-N4-phenyl-

Hazard Traits - Bioaccumulation; Environmental Persistence;Authoritative List - OSPAR Priority Action Part A;Report - if used as a fragrance or flavor ingredient

1,4-Benzenediamine, N1-(1,3-dimethylbutyl)-N4-phenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,4-Benzenediamine, N1-(1,3-dimethylbutyl)-N4-phenyl- 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: 02-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15367

1,4-Benzenediamine, N-(1,3-dimethylbutyl)-N'-phenyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1,4-Benzenediamine, N-(1,3-dimethylbutyl)-N'-phenyl-: Human health tier I assessment
DOT LabelClass 9
Fire Hazards · 2건

This compound is combustible. (NTP, 1992)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Health Hazards · 1건

SYMPTOMS: Symptoms resulting from exposure to this compound include skin irritation and fatigue.;ACUTE/CHRONIC HAZARDS: This compound may cause cumulative irritation or sensitization following dermal exposure. When heated to decomposition it emits toxic fumes. (NTP, 1992)

Hazards Summary · 1건

Reports of skin sensitization in employees in tire and rubber industries; Not mutagenic in four strains of Salmonella and not clastogenic in mice bone marrow cells; Emergency treatment: Paraphenylenediamine; In sensitized individuals, paraphenylenediamine may cause allergic contact dermatitis following application as a hair dye and asthma following inhalation; Following ingestion, can cause angioneurotic edema, methemoglobinemia, acute tubular necrosis, and hepatotoxicity; An adult died after ingestion of 3 grams of p-phenylenediamine; Another adult who ingested 1800 mg developed angioneurotic edema and acute renal failure; [HSDB] A mild skin and eye irritant; May cause skin sensitization; [ICSC] May cause skin irritation and sensitization; [CAMEO] A mild skin and eye irritant; Likely a skin sensitizer based on animal studies and positive patch test results in volunteers exposed to rubber formulations; [CHEMINFO] See p-Phenylenediamine.

안전 및 보호

Fire Fighting · 2건

Fires involving this material should be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Use water spray, powder.

First Aid Measures · 4건

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Refer for medical attention .

First Aid · 1건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Safe StorageProvision to contain effluent from fire extinguishing. Store in an area without drain or sewer access. Separated from strong oxidants.
Exposure Control and Personal Protection2.0 [mg/m3], inhalable fraction[German Research Foundation (DFG)]
Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should keep this material in a tightly closed container under an inert atmosphere, and store it at refrigerated temperatures. STORE AWAY FROM SOURCES OF IGNITION. (NTP, 1992)

독성 정보

Adverse Effects · 1건

Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.;Methemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect;Skin Sensitizer - An agent that can induce an allergic reaction in the skin.

Exposure RoutesThe substance can be absorbed into the body by ingestion.
Signs and Symptoms · 3건

Cough.

Redness.

Redness.

ICSC Environmental DataThe substance is very toxic to aquatic organisms. It is strongly advised not to let the chemical enter into the environment.
Human Toxicity Excerpts · 2건

TEN AUTOMOBILE TIRES MFR BY 8 FIRMS INDUCED CONTACT SENSITIVITY IN 7 SUBJECTS ALLERGIC TO N-ISOPROPYL-N'-PHENYL-P-PHENYLENEDIAMINE ANTIOZONANT. N-(1,3-DIMETHYLBUTYL)-N'-PHENYL-P-PHENYLENEDIAMINE, AN ANTIOZONANT PURPORTED TO BE NONSENSITIZING, GAVE POS RESPONSES IN ALL PATIENTS ALLERGIC TO N-ISOPROPYL-N'-PHENYL-P-PHENYLENEDIAMINE.

The case of a 48 year old woman who had worked for 16 years in a rubber factory, in the quality control department of a rubber factory was discussed. Part of her work included the weighing of rubber chemicals, primarily in powdered form or as pellets. Although the patient wore leather gloves and a face mask, after a short period of time pruritus, erythema and vesicles developed on the uncovered skin of the hands and neck. Contact allergies were noted to N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine, 2,2,4-trimethyl-1,2-dihydroquinoline and also to N-isopropyl-N'-phenyl-p-phenylenediamine. When away from her work, the patient did heal, only to relapse on returning to the job.

Non-Human Toxicity Excerpts · 2건

N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine was evaluated for mutagenicity in the Salmonella/microsome preincubation assay using a standard protocol approved by the National Toxicology Program. Doses of 0, 0.1, 0.3, 1, 3.3, 10, 33, 100, and 200 ug/plate were tested in four Salmonella typhimurium strains (TA98, TA100, TA1535, and TA1537) in the presence and absence of Aroclor-induced rat or hamster liver S9. These tests were negative and the highest ineffective dose level tested in all four Salmonella tester strains under all treatment conditions was 3.3 ug/plate. The four highest dose levels caused clearing of the background lawn.

N-(1,3-Dimethylbutyl)-N-phenylparaphenylenediamine is a derivative of phenylenediamine which is widely used in the rubber industry as an antioxidant. N-(1,3-Dimethylbutyl)-N-phenylparaphenylenediamine which is a strong allergen, is least studied for its clastogenic potency. This study evaluated the genotoxic property of DMPPD in Swiss albino mice bone marrow cells by using chromosomal aberration and micronuclei assay. Three concentrations of N-(1,3-dimethylbutyl)-N-phenylparaphenylenediamine, i.e., 100, 150 and 200 mg/kg body wt. did not significantly increase the micronuclei in polychromatic erythrocytes or the ratio of poly to normochromatic erythrocytes. Chromosome aberration studies using 100 mg and 200 mg/kg body wt. showed that N-(1,3-dimethylbutyl)-N-phenylparaphenylenediamine is a non-inducer of chromosome aberrations. The results indicated non-clastogenicity of N-(1,3-dimethylbutyl)-N-phenylparaphenylenediamine in mice marrow cells up to a concentration of 200 mg/kg bw under our experimental conditions.

규제 정보

Regulatory Information · 5건

Chemical: 1,4-Benzenediamine, N1-(1,3-dimethylbutyl)-N4-phenyl-

Hazard Traits - Bioaccumulation; Environmental Persistence;Authoritative List - OSPAR Priority Action Part A;Report - if used as a fragrance or flavor ingredient

1,4-Benzenediamine, N1-(1,3-dimethylbutyl)-N4-phenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,4-Benzenediamine, N1-(1,3-dimethylbutyl)-N4-phenyl- 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: 02-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15367

1,4-Benzenediamine, N-(1,3-dimethylbutyl)-N'-phenyl-: Does not have an individual approval but may be used under an appropriate group standard

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
ST0900000
ridadr
UN 3077 9 / PGIII
독성
LD50 oral in rat: 3580mg/kg
HS 번호
29215190

화학 및 산업

용도 및 제조

Uses · 6건

Used as an antiozonant and antioxidant for butadiene rubber, nitrile-butadiene rubber, styrene-butadiene rubber, and synthetic isoprene rubber; [HSDB]

Antioxidant/antiozonant (rubber)

Antiozonant, antioxidant, and polymer stabilizer.

ANTIOZONANT & ANTIOXIDANT FOR BUTADIENE RUBBER

ANTIOZONANT & ANTIOXIDANT FOR NITRILE-BUTADIENE RUBBER

For more Uses (Complete) data for 1,4-BENZENEDIAMINE, N-(1,3-DIMETHYLBUTYL)-N'-PHENYL- (6 total), please visit the HSDB record page.

U.S. Imports · 2건

(1979) 1.17X10+9 G (PRINCPL CUSTMS DISTS)

(1981) 7.92X10+7 G (PRINCPL CUSTMS DISTS)

U.S. Production · 3건

2023: 55,000,000 - <70,000,000 lb;2022: 55,000,000 - <70,000,000 lb;2021: 70,000,000 - <85,000,000 lb;2020: 55,000,000 - <70,000,000 lb

(1979) PROBABLY GREATER THAN 1.36X10+6 GRAMS

(1981) PROBABLY GREATER THAN 1.36X10+6 GRAMS

Consumer UsesAntioxidant;Filler;Stabilizing agent
Industry UsesAntioxidant;Other;Stabilizing agent;Filler
Methods of Manufacturing · 3건

REDUCTION OF EITHER P-NITRO- OR P-NITROSODIPHENYLAMINE TO FORM P-AMINODIPHENYLAMINE, FOLLOWED BY REACTION WITH 4-METHYL-2-PENTANONE & HYDROGENATION OVER A CATALYST

...reductive alkylation of p-phenylenediamine with methyl isobutyl ketone

Methyl isobutyl ketone + p-aminodiphenylamine (reductive amination)

응용 분야

일반 설명Purple flakes.

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]

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