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o-Toluamid

2-Methylbenzamide

HCID 10704
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GrundinformationenNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
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Grundinformationen

CAS
527-85-5
Standard-SMILES
Cc1ccccc1C(N)=O
InChIKey
XXUNIGZDNWWYED-UHFFFAOYSA-N
Summenformel
C8H9NO
Durchschnittliche Molmasse
135,16 g/mol
Monoisotopische Masse
135,06841391

Namen und Bezeichner

Bevorzugter Name
2-Methylbenzamide
IUPAC
2-methylbenzamide
Lokaler Name
o-Toluamid
Englischer Name
O-TOLUAMIDE
Summenformel
C8H9NO
Molmasse
135.16

Namen und Synonyme

2-METHYLBENZAMIDEo-Toluamide527-85-5o-Methylbenzamideo-Toluic amideDTXSID602556913WGF92B0HNSC-2169DTXCID905569RefChem:167313208-427-6Benzamide, 2-methyl-
Weitere Namen anzeigen
o-Toluene amide2-methyl-benzamidFormyl-o-toluidine
o-Tolylamide2-BroMo-4-fluoro-MFCD00007982toluamide1262396-02-02-methyl-benzamide2-Toluamideortho-toluamide

Datenbank-Bezeichner

CAS
527-85-5
PubChem CID
10704
DTXSID
DTXSID6025569
ChEMBL
CHEMBL1489405
UNII
13WGF92B0H
EC Number
208-427-6
Nikkaji
J6.672I

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,8
Polarare Oberfläche (TPSA)
43,1 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
1
Schwere Atome
10
Formalladung
0
Komplexität
133

Experimentelle und physikochemische Eigenschaften

Solubilityless than 1 mg/mL at 72 °F (NTP, 1992)
Melting Point291 to 297 °F (NTP, 1992)
Vapor Pressure0.000319 [mmHg]
Physical Description · 2 Einträge

2-methylbenzamide is a white powder. (NTP, 1992)

Solid; [Merck Index] Off-white powder; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
141 · 141-142 °C (lit.)
Siedepunkt
248.86 °C · 248.86°C (rough estimate)
Dichte
1.086 · 1.086
Brechungsindex
1.5589 · 1.5589 (estimate)
storage temp.
Sealed in dry,Room Temperature
Löslichkeit
alcohol: very soluble(lit.)
pka
16.01 · 16.01±0.50(Predicted)
Merck

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 · 5 Einträge

Warning

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

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.;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.

Gefahrenhinweise

Fire HazardsFlash point data for this chemical are not available, however it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: This compound may react violently if exposed to open flame; it should be isolated from all sources of ignition. (NTP, 1992)
Hazards SummaryExplosive; [Merck Index] May cause irritation; Harmful by ingestion; [Sigma-Aldrich MSDS] See alpha-Phenylacetamide.
Reactive GroupAmides and Imides
Reactivity Profile · 1 Eintrag

2-METHYLBENZAMIDE is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationBenzamide, 2-methyl-: INACTIVE

Anwendungen

Verwenden2-Methylbenzamide (o-Toluamide) has been used in total synthesis of phenolic protoberberine alkaloid, cerasonine.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

2-methylbenzoyl bromideBenzaldehyde, 2-methyl-, oxime2-Methylbenzoesäurecarbon monoxide2-Iodtoluol2-Ethyltoluolo-Toluonitrilo-Tolylacetonitril2-Tolualdehyd

Nachgelagerte Produkte

3,5-Dinitro-o-toluylsure(4R)-(-)-2-THIOXO-4-THIAZOLIDINECARBOXYLIC ACID2-Methylbenzylalkohol2-Methylbenzylamin

Anbieter54 Anbieter

Zugehörige Reaktionen

12
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 125617
HRID 125617als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 305564
HRID 305564als EduktTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
Reaktionsgleichung von HRID 479492
HRID 479492als Eduktuspto-grants-2003_11
Reaktionsgleichung von HRID 617640
HRID 617640als Eduktuspto-grants-1999_09
Reaktionsgleichung von HRID 673952
HRID 673952als EduktTraining data from https://doi.org/10.1039/C8SC04228D (3/10)
Reaktionsgleichung von HRID 825153
HRID 825153als EduktTest data from https://doi.org/10.1039/C8SC04228D
Reaktionsgleichung von HRID 1167347
HRID 1167347als Eduktuspto-grants-2003_09
Reaktionsgleichung von HRID 1203512
HRID 1203512als Produktals EduktTraining data from https://doi.org/10.1039/C8SC04228D (5/10)
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13 · 13,9606
InChI
1S/C8H9NO/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H2,9,10)
InChIKey
XXUNIGZDNWWYED-UHFFFAOYSA-N
SMILES
Cc1ccccc1C(N)=O
CAS Datenbank
527 · 527-85-5
EPA chemische Informationen
o-Toluamide (527-85-5)
Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheit und Schutzausrüstung

Fire FightingFires involving this compound can be extinguished using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
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.;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)

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, you should dampen the solid spill material with alcohol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with alcohol 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 alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

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)

Sicherheitsdaten

wgk
3
tsca
TSCA listed
hs_code
2924297099
risk_code
22
hazard_code
Xn
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 Oral
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