4,4'-ジイソシアナト-3,3'-ジメトキシ[1,1'-ビフェニル]

3,3'-Dimethoxybenzidine-4,4'-diisocyanate

HCID 7069CAS 91-93-0

基本情報

標準SMILES
COc1cc(-c2ccc(N=C=O)c(OC)c2)ccc1N=C=O
InChIKey
QZWKEPYTBWZJJA-UHFFFAOYSA-N
分子式
C16H12N2O4
平均分子量
296.28 g/mol
単同位体質量
296.07970686

概要

3,3'-dimethoxybenzidine-4,4'-diisocyanate appears as gray to brown powder or dark beige sandy powder. Melting point 112 °C. Insoluble in water. Toxic by inhalation and ingestion. A skin irritant. Used in making plastics.

名称と識別子

優先名称
3,3'-Dimethoxybenzidine-4,4'-diisocyanate
IUPAC
1-isocyanato-4-(4-isocyanato-3-methoxyphenyl)-2-methoxybenzene
現地名
4,4'-ジイソシアナト-3,3'-ジメトキシ[1,1'-ビフェニル]
英語名
3,3'-Dimethoxy-4,4'-biphenylene diisocyanate
分子式
C16H12N2O4
分子量
296.28

名称と別名

91-93-0Dianisidine diisocyanate3,3'-DIMETHOXYBENZIDINE-4,4'-DIISOCYANATE3,3'-Dimethoxy-4,4'-biphenylene diisocyanateDADINCI-C021754,4'-Diisocyanato-3,3'-dimethoxy-1,1'-biphenylNSC 50401,1'-Biphenyl, 4,4'-diisocyanato-3,3'-dimethoxy-1-isocyanato-4-(4-isocyanato-3-methoxyphenyl)-2-methoxybenzeneIsocyanic acid, ester with O,O'-dimethoxybiphenylDTXSID6020484
名称をさらに表示
3,3'-ジメトキシ-4,4'-ビフェニリレンジイソシアナートジアニシジンジイソシアナート3,3'-ジメトキシ-1,1'-ビフェニル-4,4'-ジイルジイソシアナート3,3'-ジメトキシビフェニル-4,4'-ジイルジイソシアナート(3,3'-ジメトキシ-1,1'-ビフェニル-4,4'-ジイル)ビスイソシアナート3,3'-ジメトキシビフェニル-4,4'-ジイソシアナート4,4'-ジイソシアナト-3,3'-ジメトキシ[1,1'-ビフェニル]3,3'-ビスメトキシビフェニル-4,4'-ジイルジイソシアナート3,3'-ジメトキシ-4,4'-ジイソシアナトビフェニル(3,3'-ジメトキシビフェニル-4,4'-ジイル)ジイソシアナート3,3'-ジメトキシ-1,1'-ビフェニル-4,4'-ジイルビスイソシアナート3,3´-ジメトキシベンジジン-4,4´-ジイソシアネート3,3ジメトキシベンジジン4,4ジイソシアネト3,3'-ジメトキシベンジジン-4,4'-ジイソシアネート3,3'-ジメトキシベンジジン-4,4'-ジイソシアナート3,3′-ジメトキシ-1,1′-ビフェニル-4,4′-ジイルビスイソシアナート3,3′-ジメトキシ-4,4′-ビフェニリレンジイソシアナート3,3′-ジメトキシビフェニル-4,4′-ジイルジイソシアナート3,3′-ジメトキシ-1,1′-ビフェニル-4,4′-ジイルジイソシアナート4,4′-ジイソシアナト-3,3′-ジメトキシ-1,1′-ビフェニルDIANSIDINE DIISOCYANATEo-Dianisidine diisocyanateDIMETHOXYBENZIDINEDIISOCYANATE3,3’-dimethoxy-4,4’-diphenylylisocyanate3,3'-BIANISOLE-4,4'-ISOCYANIC ACID ESTER4,4'-DIISOCYANATO-3,3'-DIMETHOXYDIPHENYL3,3'-DIMETHOXY-4,4'-BIPHENYL DIISOCYANATE
3,3'-Dimethoxy-4,4'-diphenylyl isocyanate3,3'-Dimethoxy-4,4'-biphenylylene isocyanate3,3'-Dimethoxy-4,4'-biphenylylene isocyanic acid ester5AC9L5Y28YIsocyanic acid, 3,3'-dimethoxy-4,4'-biphenylylene esterNSC-50404,4'-diisocyanato-3,3'-dimethoxybiphenylCCRIS 250

データベース識別子

CAS
91-93-0
PubChem CID
7069
DTXSID
DTXSID6020484
ChEMBL
CHEMBL1487677
ChEBI
CHEBI:82451
UNII
5AC9L5Y28Y
EC Number
627-518-5
Nikkaji
J36.791E

物性

構造計算による物性

XLogP
5.1
極性表面積
77.3 Ų
水素結合供与体数
0
水素結合受容体数
6
回転可能結合数
5
重原子数
22

実験および物理化学的性質

PolymersPlastics & Rubber -> Diisocyanates
Color/FormGray to brown powder
Solubility · 2 件

less than 1 mg/mL at 63.5 °F (NTP, 1992)

Soluble in ketones and esters

Flash Point245 °C
DecompositionWhen heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Melting Point · 2 件

234 °F (NTP, 1992)

112 °C min

物理化学的性質

融点
112 · 112-116 °C(lit.)
沸点
437.88 °C · 437.88°C (rough estimate)
比重(密度)
1.2288 · 1.2288 (rough estimate)
屈折率
1.58 · 1.5800 (estimate)
闪点
170 °F · 170 °F
安定性
安定していますが、空気と水に敏感です。強酸化剤、強酸とは相容れない。

化学的性質

化学的特性grey to brown powder

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

DOT LabelPoison
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this chemical may include skin irritation.
Hazards Summary · 1 件

A respiratory and mucous membrane irritant; Diisocyanates are known to cause occupational asthma; Some cause skin sensitization; [CHEMINFO] A severe irritant; A lachrymator and potential sensitizer; Inhalation my result in edema; [MSDSonline] See DIISOCYANATES.

Reactive GroupEthers
Special Reports · 2 件

3,3'-Dimethoxybenzidine-4,4'-diisocyanate; IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans: Some Chemicals Used in Plastics and Elastomers, International Agency for Research on Cancer, 39: 279-86 (1986). The human carcinogenic risk posed by exposure to 3,3'-dimethoxybenzidine-4,4'-diisocyanate.

Bioassay of 3,3'-Dimethoxybenzidine-4,4'-diisocyanate for Possible Carcinogenicity (1979) Technical Rpt Series No. 128 DHEW Pub No. (NIH) 79-1383, U.S. Department of Health Education and Welfare, National Cancer Institute, Bethesda, MD 20014

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

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.

Fire Fighting ProceduresPersons involved in fighting fires should wear a self-contained breathing apparatus with a full facepiece operated in a pressure-demand or other positive pressure mode. ... /Methyl isocyanate/
Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone 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.

Disposal Methods · 1 件

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 EvacuationExcerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

毒性情報

Treatment · 1 件

Antidotes to cyanide poisoning include hydroxocobalamin and sodium nitrite, which release the cyanide from the cytochrome system, and rhodanase, which is an enzyme occurring naturally in mammals that combines serum cyanide with thiosulfate, producing comparatively harmless thiocyanate. Oxygen therapy can also be administered. (L97)

Health Effects · 1 件

Exposure to high levels of cyanide for a short time harms the brain and heart and can even cause coma, seizures, apnea, cardiac arrest and death. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland. Skin contact with cyanide salts can irritate and produce sores. (L96, L97)

Adverse EffectsLacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.
Exposure RoutesOral (L96) ; inhalation (L96) ; dermal (L96)
Toxicity Summary · 2 件

IDENTIFICATION AND USE: This chemical is a gray to brown powder which is soluble in ketones and esters. It is used in polymers and adhesive systems, as a high strength backbone or cross linking intermediate. HUMAN EXPOSURE AND TOXICITY: Isocyanates are irritating to the skin and the mucous membranes, Skin conditions range from localized itching to wide spread eczema. Eye affections are less common and lacrimation is often found, conjunctivitis is rare. Respiratory system effects can be severe. ANIMAL STUDIES: Limited evidence of carcinogenicity in animals. Groups of male and female B6C3F1 mice, six weeks old were given dietary concentrations of this chemical for 78 weeks followed by a basal diet for a further 25 weeks. There was no significant difference in treated and control animals. There was no increased incidence of tumors in treated animals. Groups of male and female Fischer 344/N rats, six weeks of age received the chemical by gavage for 22 weeks. Animals were subsequently fed a basal diet for 22 weeks. A significant increase in combined incidence of leukemias and malignant lymphomas was observed. Increased incidence of various skin tumors was also noted on the head, back and inguinal areas in males and females. Increased incidences of Zymbal gland tumors was observed. Levels of Evidence of Carcinogenicity: Male Rats: Positive; Female Rats: Positive; Male Mice: Negative; Female Mice: Negative.

Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)

Signs and SymptomsCyanide poisoning is identified by rapid, deep breathing and shortness of breath, general weakness, giddiness, headaches, vertigo, confusion, convulsions/seizures and eventually loss of consciousness. (L96, L97)

安全データ

wgk
3
rtecs
NQ8800000
ridadr
UN 2811 6.1/PG 2
risk_code
23/24/25
hazard_code
T
safety_code
26-36-45

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

Cyanide is rapidly alsorbed through oral, inhalation, and dermal routes and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)

用途と製造

Uses · 3 件

Used in polymers and adhesives; [HSDB]

Working with Glues and Adhesives [Category: Other]

Polymers and adhesive systems, high strength backbone or cross-linking intermediate.

U.S. Production · 2 件

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Methods of Manufacturing3,3'-Dimethoxybenzidine-4,4'-diisocyanate has been prepared by the reaction of dimethoxybenzidine dihydrochloride with phosgene in an aromatic solvent.
General Manufacturing InformationThe US National Cancer Institute has characterized 3,3'- dimethoxybenzidine-4,4'diisocyanate as an experimental chemical with possible uses in coatings, gaskets, and shock absorbers.

応用分野

一般的な説明Gray to brown powder or dark beige sandy powder. Melting point 112°C. Insoluble in water. Toxic by inhalation and ingestion. A skin irritant. Used in making plastics.

サプライヤー3 社

武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
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関連反応

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