aniline

• ChemBase ID: 4459
• Molecular Formular: C6H7N
• Molecular Mass: 93.12648
• Monoisotopic Mass: 93.05784923
• SMILES: c1(ccccc1)N
• Canonical SMILES: Nc1ccccc1
• InChI: InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2
• InChIKey: PAYRUJLWNCNPSJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: aniline
• IUPAC Traditional name: aniline
• Synonyms: phenylamine; aminobenzene; Aminophen; Anilin; Anilin [czech]; Anilina; Aniline hydrobromide; Aniline oil; Aniline oil, phenylamine; Aniline(S#299)-Liq; Aniline, acs; Anilinum; Anyvim; Arylamine; BIDD:ER0581; Benzamine; Benzenamine; Benzene, amino; Benzene,amino (aniline); Benzeneamine; Benzidam; Blue oil; C.I. Oxidation base 1; CI Oxidation Base 1; Caswell No. 051C; Cyanol; D'aniline; HSDB 43; Huile d'aniline; Huile d'aniline [french]; Krystallin; Kyanol; Phenyleneamine; RCRA waste no. U012; Rcra waste number U012; nchembio.257-comp9; Aniline; Aniline, ACS; Polyaniline; C.I. 76000; ANILINE ACS REAGENT GRADE; Aniline; 苯胺, ACS; 聚苯胺; 苯胺

Database IDs

• CAS Number: 25233-30-1; 62-53-3
• EC Number: 200-539-3
• MDL Number: MFCD00284320; MFCD00007629
• Beilstein Number: 605631
• Merck Index: 14659
• PubChem SID: 24868780; 24848084; 99443274; 24873981; 24846633; 160967891; 24854547
• PubChem CID: 6115
• CHEBI ID: 17296
• CHEMBL: 538
• Chemspider ID: 5889
• DrugBank ID: DB06728
• KEGG ID: C00292
• Unique Ingredient Identifier: SIR7XX2F1K
• Wikipedia Title: Aniline

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.0882844
• LogD (pH = 7.4): 1.143567
• Log P: 1.1443199
• Molar Refractivity: 30.7584 cm^3
• Polarizability: 11.497764 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.89
• LOG S: -0.71
• Solubility (Water): 1.80e+01 g/l

PROPERTIES

Physical Property

• Solubility: 3.6 g/100 mL at 20°C in water; 36 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; methanol; Soluble in water
• Apperance: APHA: ≤250; colorless to yellow liquid; Liquid; Powder
• Melting Point: -6 °C(lit.); -6.3 °C; -6.3°C; -6°C
• Boiling Point: 183.5 - 184 °C; 183-184°C; 184 °C(lit.); 184.13°C
• Flash Point: 158 °F; 70 °C; 70°C(158°F); 76 °C (closed cup and DIN 51758)
• Auto Ignition Point: 1139 °F; 540 °C (DIN 51794)
• Density: 1.021; 1.0217 g/mL, liquid; 1.022 g/cm^3 at 20 °C; 1.022 g/mL at 20 °C; 1.022 g/mL at 25 °C(lit.)
• Refractive Index: 1.5860; n20/D 1.586; n20/D 1.586(lit.)
• Vapor Pressure: .5 hPa at 20 °C; 0.7 mmHg ( 25 °C)
• Vapor Density: 3.22 (185 °C, vs air)
• Hydrophobicity(logP): 0.90 [HANSCH,C ET AL. (1995)]
• pKb: 9.3
• Viscosity: 3.71 cP (3.71 mPa·s at 25 °C
• Std enthalpy of combustion: -3394 kJ/mol

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate, Protect from light; Room Temperature (15-30°C), Store Under Nitrogen, Protect from light
• RTECS: BW6650000
• European Hazard Symbols: Carc. Cat. 3; Dangerous for the environment (N); Muta. Cat. 3; Nature polluting (N); Toxic (T); Toxic (T)
• UN Number: 1547; UN1547
• German water hazard class: 2
• Hazard Class: 6.1
• Packing Group: 2; II
• Australian Hazchem: 3X
• Risk Statements: 23/24/25-40-41-43-48/23/24/25-50-68; 23/24/25-40-41-43-48/23/24/25-68-50; R:20/21/22-40-48/23/24/25-50; R23/24/25 R40 R41 R43 R48/23/24/25 R68 R50
• Safety Statements: 26-27-36/37/39-45-46-61-63; S:28-45-61-36/37; S1/2 S26 S27 S36/37/39 S45 S46 S61 S63
• EU Classification: T1
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 153
• TSCA Listed: 否; 是
• GHS Pictograms: GHS05; GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• NFPA704:
  

  2

  3
• Explode Limits: 11 %
• GHS Hazard statements: H301-H311-H317-H318-H331-H341-H351-H372-H400; H301-H311-H331-H317-H372-H341-H351-H318-H400-H227
• GHS Precautionary statements: P210-P301+P310-P305+P351+P338-P361-P405-P501A; P261-P273-P280-P301 + P310-P305 + P351 + P338-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1547 6.1/PG 2

Product Information

• Purity: ≥99.5%; ≥99.0%; ≥99.0% (GC); ≥99.5%; ≥99.5% (GC); 95+%; 99%; 99+%
• Grade: ACS; ACS reagent; analytical standard; JIS special grade; PESTANAL®, analytical standard; puriss.; puriss. p.a.; purum; REAGENT; ReagentPlus®; SAJ first grade
• Ignition Residue: ≤0.005%; ≤0.01% (as SO4)
• Impurities: <0.03% nitrobenzene (C6H5NO2); ≤0.003% nitrobenzene (C6H5NO2); ≤0.01% chlorobenzene; ≤0.1% water; ≤0.1% water (Karl Fischer); hydrocarbons, in accordance; Hydrocarbons, passes test; Nitrobenzene, passes test(lim. ~0.001%)
• Cation Traces: Ca: ≤5 mg/kg; Cd: ≤1 mg/kg; Co: ≤1 mg/kg; Cr: ≤1 mg/kg; Cu: ≤1 mg/kg; Fe: ≤1 mg/kg; K: ≤20 mg/kg; Mg: ≤1 mg/kg; Mn: ≤1 mg/kg; Na: ≤20 mg/kg; Ni: ≤1 mg/kg; Pb: ≤1 mg/kg; Zn: ≤1 mg/kg
• Shelf Life: (limited shelf life, expiry date on the label)
• Linear Formula: C6H5NH2

DETAILS

MP Biomedicals - 02193865

Free Base

MP Biomedicals - 02193864

ACS Reagent Grade
Purity: >99.5%

DrugBank - DB06728

• Drug Groups: experimental
• Description: Aniline, phenylamine or aminobenzene is an organic compound with the formula C6H5NH2. Consisting of a phenyl group attached to an amino group, aniline is the prototypical aromatic amine. Being a precursor to many industrial chemicals, its main use is in the manufacture of precursors to polyurethane. Like most volatile amines, it possesses the somewhat unpleasant odour of rotten fish. It ignites readily, burning with a smoky flame characteristic of aromatic compounds. Aniline is colorless, but it slowly oxidizes and resinifies in air, giving a red-brown tint to aged samples.
• External Links: Wikipedia

Sigma Aldrich - 132934

Biochem/physiol Actions
The acute toxicity of aniline involves its activation in vivo to 4-hydroxyaniline and the formation of adducts with hemoglobin. In erythrocytes, this is associated with the release of iron and the accumulation of methemoglobin and the development of hemolytic anemia and inflammation of the spleen. Tumor formation is often observed in the spleen on prolonged administration.
Packaging
18 L in steel drum
18 kg in steel drum
500 g in glass bottle
500 mL in glass bottle
2 kg in glass bottle
2, 2.5 L in glass bottle
Physical properties
Material darkens in storage to reddish-brown with no loss in purity.
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - A9880

Biochem/physiol Actions
The acute toxicity of aniline involves its activation in vivo to 4-hydroxyaniline and the formation of adducts with hemoglobin. In erythrocytes, this is associated with the release of iron and the accumulation of methemoglobin and the development of hemolytic anemia and inflammation of the spleen. Tumor formation is often observed in the spleen on prolonged administration.
Caution
储存期间颜色变暗。

Sigma Aldrich - 15112

Biochem/physiol Actions
The acute toxicity of aniline involves its activation in vivo to 4-hydroxyaniline and the formation of adducts with hemoglobin. In erythrocytes, this is associated with the release of iron and the accumulation of methemoglobin and the development of hemolytic anemia and inflammation of the spleen. Tumor formation is often observed in the spleen on prolonged administration.
Caution
The change of color due to oxidation during storage does not affect most applications. A colorless product is only available directly after distillation.

Sigma Aldrich - 10410

Biochem/physiol Actions
The acute toxicity of aniline involves its activation in vivo to 4-hydroxyaniline and the formation of adducts with hemoglobin. In erythrocytes, this is associated with the release of iron and the accumulation of methemoglobin and the development of hemolytic anemia and inflammation of the spleen. Tumor formation is often observed in the spleen on prolonged administration.
Caution
may discolor on storage

Sigma Aldrich - 45326

Biochem/physiol Actions
The acute toxicity of aniline involves its activation in vivo to 4-hydroxyaniline and the formation of adducts with hemoglobin. In erythrocytes, this is associated with the release of iron and the accumulation of methemoglobin and the development of hemolytic anemia and inflammation of the spleen. Tumor formation is often observed in the spleen on prolonged administration.
Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 51788

Biochem/physiol Actions
The acute toxicity of aniline involves its activation in vivo to 4-hydroxyaniline and the formation of adducts with hemoglobin. In erythrocytes, this is associated with the release of iron and the accumulation of methemoglobin and the development of hemolytic anemia and inflammation of the spleen. Tumor formation is often observed in the spleen on prolonged administration.

Sigma Aldrich - 10400

Biochem/physiol Actions
The acute toxicity of aniline involves its activation in vivo to 4-hydroxyaniline and the formation of adducts with hemoglobin. In erythrocytes, this is associated with the release of iron and the accumulation of methemoglobin and the development of hemolytic anemia and inflammation of the spleen. Tumor formation is often observed in the spleen on prolonged administration.
Physical properties
Material darkens in storage to reddish-brown with no loss in purity.

Sigma Aldrich - 242284

Biochem/physiol Actions
The acute toxicity of aniline involves its activation in vivo to 4-hydroxyaniline and the formation of adducts with hemoglobin. In erythrocytes, this is associated with the release of iron and the accumulation of methemoglobin and the development of hemolytic anemia and inflammation of the spleen. Tumor formation is often observed in the spleen on prolonged administration.
Packaging
5, 100, 500 g in glass bottle
5, 100, 500 mL in glass bottle
Physical properties
Material darkens in storage to reddish-brown with no loss in purity.

Sigma Aldrich - 01-5600

Biochem/physiol Actions
The acute toxicity of aniline involves its activation in vivo to 4-hydroxyaniline and the formation of adducts with hemoglobin. In erythrocytes, this is associated with the release of iron and the accumulation of methemoglobin and the development of hemolytic anemia and inflammation of the spleen. Tumor formation is often observed in the spleen on prolonged administration.

Sigma Aldrich - 01-5610

Biochem/physiol Actions
The acute toxicity of aniline involves its activation in vivo to 4-hydroxyaniline and the formation of adducts with hemoglobin. In erythrocytes, this is associated with the release of iron and the accumulation of methemoglobin and the development of hemolytic anemia and inflammation of the spleen. Tumor formation is often observed in the spleen on prolonged administration.