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2,4-Dimethoxybenzolamin

2,4-Dimethoxyaniline

HCID 17652
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Grundinformationen

CAS
2735-04-8
Standard-SMILES
COc1ccc(N)c(OC)c1
InChIKey
GEQNZVKIDIPGCO-UHFFFAOYSA-N
Summenformel
C8H11NO2
Durchschnittliche Molmasse
153,18 g/mol
Monoisotopische Masse
153,07897859

Überblick

2,4-dimethoxyaniline is a black crystalline solid. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
2,4-Dimethoxyaniline
IUPAC
2,4-dimethoxyaniline
Lokaler Name
2,4-Dimethoxybenzolamin
Englischer Name
2,4-Dimethoxyaniline
Summenformel
C8H11NO2
Molmasse
153.18

Namen und Synonyme

2,4-DIMETHOXYANILINEBenzenamine, 2,4-dimethoxy-Aniline, 2,4-dimethoxy-2,4-dimethoxyphenylamine2,4-dimethoxybenzenamineDTXSID70438292,4-DomethoxyanilineNSC 620191-Amino-2,4-dimethoxybenzene4-Aminoresorcinol dimethyl etherHSDB 4125EINECS 220-355-7
Weitere Namen anzeigen
AKOS BBS-000036274-AMINORESORCINOL4-DiMethoxyaniline2,4-dimethoxy-anilin2,4-Dimethoxyaniline C2,4-DIMETHOXY BENZAMINE2,4-Dimethoxyaniline>2,4-dimethoxybenzenamine
BRN 0638704DTXCID5023829I079354GSI2,4-DIMETHOXYANILINE [HSDB]NSC-62019UNII-I079354GSI4-13-00-02529 (Beilstein Handbook Reference)Aniline, 2,4dimethoxy

Datenbank-Bezeichner

CAS
2735-04-8
PubChem CID
17652
DTXSID
DTXSID7043829
ChEMBL
CHEMBL1622132
UNII
I079354GSI
EC Number
220-355-7
Nikkaji
J55.221F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,2
Polarare Oberfläche (TPSA)
44,5 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
2
Schwere Atome
11
Formalladung
0
Komplexität
119

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Amines, Aromatic
Color/FormPLATES FROM PETROLEUM ETHER
Solubility · 2 Einträge

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

SLIGHTLY SOL IN WATER; SOL IN ETHER, ALC, BENZENE, HOT PETROLEUM ETHER

Melting Point · 2 Einträge

92.3 °F (NTP, 1992)

33.5 °C

Physical Description · 2 Einträge

2,4-dimethoxyaniline is a black crystalline solid. (NTP, 1992)

Black solid; [CAMEO] Black solid; mp = 34-37 deg C; [MSDSonline]

Other Experimental PropertiesUV: 6158 (Sadtler Research Laboratories Spectral Collection) /3,4-Dimethoxyaniline/

Physikochemische Eigenschaften

Schmelzpunkt
33 · 33-36 °C (lit.)
Siedepunkt
75 · 75-80 C
Dichte
1.075 g/mL · 1.075 g/mL at 25 °C (lit.)
Brechungsindex
1.464 · 1.4640 (estimate)
Flammpunkt
230 °F · >230 °F
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
pka
5.14 · 5.14±0.10(Predicted)
Aggregatzustand
Crystalline Solid
Farbe
Dark brown
Wasserlöslichkeit
7 g/L · 7 g/L (20 ºC)
BRN
638704 · 638704
Henry's Law Constant
1.6 · 1.6×101 mol/(m3Pa) at 25℃, Ebert et al. (2023)
Stabilität
Stability Stable, but sensitive to prolonged exposure to light. Incompatible with acids.
InChI
1S/C8H11NO2/c1-10-6-3-4-7(9)8(5-6)11-2/h3-5H,9H2,1-2H3
InChIKey
GEQNZVKIDIPGCO-UHFFFAOYSA-N
SMILES
COc1ccc(N)c(OC)c1
CAS Datenbank
2735 · 2735-04-8(CAS DataBase Reference)
NIST chemische Informationen
2 · Benzenamine, 2,4-dimethoxy-(2735-04-8)
EPA chemische Informationen
2 · 2,4-Dimethoxyaniline (2735-04-8)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Benzenamine, 2,4-dimethoxy-

2,4-Dimethoxyaniline: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelPoison
Fire HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Health HazardsACUTE/CHRONIC HAZARDS: This compound is a local irritant. (NTP, 1992)
Hazards SummaryEmergency treatment: Methemoglobinemia; No evidence of carcinogenicity in rats or mice; [HSDB] A local irritant; [CAMEO] An irritant; May induce methemoglobinemia; [MSDSonline]
Reactive GroupAmines, Aromatic
Special ReportsDHEW/NCI; Bioassay of 2,4-Dimethoxyaniline hydrochloride for Possible Carcinogenicity (1979) Technical Rpt Series No. 171 DHEW Pub No. (NIH) 79-1727
Reactivity Profile · 1 Eintrag

2,4-DIMETHOXYANILINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheit und Schutzausrüstung

Fire FightingExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
First Aid · 1 Eintrag

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.

Nonfire Spill Response · 1 Eintrag

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.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Personal Protective Equipment (PPE) · 1 Eintrag

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxikologische Informationen

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Ongoing Test Status · 1 Eintrag

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. /2,4-Dimethoxyaniline hydrochloride/ [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=54150-69-5]

Non-Human Toxicity Excerpts · 1 Eintrag

... Under the conditions of this bioassay there was no convincing evidence for the carcinogenicity of 2,4-dimethoxyaniline HCl in Fischer 344 rats or B6C3F1 mice. Levels of Evidence of Carcinogenicity: Male Rats: Negative; Female Rats: Negative; Male Mice: Negative; Female Mice: Negative.

National Toxicology Program Studies · 1 Eintrag

A bioassay for the possible carcinogenicity of 2,4-dimethoxyaniline HCl was conducted using Fischer 344 rats and B6C3F1 mice. 2,4-Dimethoxyaniline HCl was admin in the feed, at either of two concn, to groups of 50 male and 50 female animals of each species. Twenty animals of each sex and species were placed on test as controls. The high and low dietary concn of 2,4-dimethoxyaniline HCl were, respectively, 3,000 and 1,500 ppm for rats and 5,000 and 2,500 ppm for mice. The cmpd was admin in the diet for 104 wk to rats and 103 wk to mice, followed by a l wk observation period for both species. ... Adequate numbers of animals in all groups survived sufficiently long to be at risk from late-developing tumors. ... Under the conditions of this bioassay there was no convincing evidence for the carcinogenicity of 2,4-dimethoxyaniline HCl in Fischer 344 rats or B6C3F1 mice. Levels of Evidence of Carcinogenicity: Male Rats: Negative; Female Rats: Negative; Male Mice: Negative; Female Mice: Negative.

Sicherheitsdaten

F
8-10-23
wgk
3
tsca
TSCA listed
ridadr
2811
hs_code
29214200
RTECS-Nr.
BX4200000
risk_code
22-36/37/38-20/21/22
Toxizität
mouse,LD50,oral,1gm/kg (1000mg/kg),Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. Vol. NCI-E-C-72-3252, Pg. 1973,
hazard_code
Xn
safety_code
26-36-36/37/39-22
hazard_class
6.1(b)
packing_group
III
Speicherklasse
11 - Combustible Solids
Giftige Stoffe Daten
2735-04-8(Hazardous Substances Data)
Hazard Classifications
Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Used as an intermediate for C.I. basic yellow 11; Not currently manufactured in the US; [HSDB]

CHEMICAL INTERMEDIATE FOR C.I. BASIC YELLOW 11

U.S. Exports · 2 Einträge

(1977) No Data

(1979) No Data

U.S. Imports · 2 Einträge

(1977) 3.28X10+7 G (PRINCPL CUSTMS DISTS)

(1979) 1.62X10+7 G (PRINCPL CUSTMS DISTS)

U.S. Production · 2 Einträge

(1976) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1979) NOT PRODUCED COMMERCIALLY IN US

General Manufacturing InformationBenzenamine, 2,4-dimethoxy-: ACTIVE
Anwendungen · 1 Eintrag

VerwendenVarious 2,4-dimethoxyphenylsemicarbazones were synthesized starting from 2,4-dimethoxyaniline via a phenylcarbamate intermediate. The hydrochloride of 2,4-dimethoxyaniline was prepared by intro- ducing hydrogen chloride gas into an etheral solution and washing the precipitate with absolute diethyl ether.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

2-(2-((2,4-Dimethoxyphenyl)amino)vinyl)-1,3,3-trimethyl-3H-indoliumchloridAcetic acid, 2-[(2,4-dimethoxyphenyl)amino]-2-oxo-, ethyl ester2-cyano-N-(2,4-dimethoxyphenyl)acetamideN-(2,4-dimethoxyphenyl)benzenesulfonamideN-(2,4-Dimethoxyphenyl)-4-nitrobenzamide5-Chloro-N-(2,4-dimethoxyphenyl)pyrazine-2-carboxamideCHEMBRDG-BB 55373916,8-Dimethoxy-4-methylquinoline2-Amino-N-(2,4-dimethoxy-phenyl)-benzamide

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