Anisidine

Anisidine

The anisidines encompass the three possible isomers of aminoanisole, a benzene ring substituted with a methoxy group and an amino group. These are 2-anisidine ("o"-anisidine), 3-anisidine ("m"-anisidine) and 4-anisidine ("p"-anisidine). All isomers are toxic. They are used as intermediaries in the production of azo-dyes and pharmaceuticals.

2-Anisidine

Chembox new
ImageFile=2-Anisidine.png ImageSize=120px
IUPACName=2-Methoxyaniline
Formula=C7H9NO
MolarMass=123.15 g/mol
CASNo=90-04-0
Density=1.092 g/ml
MeltingPt=5 °C
BoilingPt=213 °C
Solubility=1.5 g/100 ml
Solvent=Water
SMILES=COc1c(N)cccc1
Section1=Chembox Hazards
EUClass=Toxic (T) Carc2 Muta3
EUIndex=612-035-00-4
NFPA-H=2
NFPA-F=1
NFPA-R=0
RPhrases=R45, R23/24/25, R68
SPhrases=S53, S45
FlashPt=118 °C (open cup)
Autoignition=415 °C

2-Anisidine (CAS-No. 90-04-0, EU-No. 201-963-1, UN-No. 2431) is a yellow liquid with melting point -1 to 5 °C and density 1.09 g/cm³. The vapor pressure is 0.05 mbar at 20 °C but increases greatly with temperature. It has an aromatic smell and is well absorbed by inhalation, oral ingestion and skin contact. 2-Anisidine is a very toxic agent that causes blood, enzyme and nerve damage with cyanosis and the danger of suffocation. The agent is an experimental carcinogen and is strongly suspected to be also a human carcinogen. The common exposure limit (workplace) is 0.1ml/m3 (=0.5mg/m3). 2-Anisidine has dangerous pollutant properties for water.

3-Anisidine

3-Anisidine (CAS-No. 536-90-3, UN-No. 2431) is a liquid with melting point -1 to 1 °C. The densitity is 1.101 g/cm³. It is very poisonous for the blood leading to pink coloration of the skin and inner suffocation. Additionally its vapors are irritanting to eyes, mucous membranes, the respiratory system and skin. It is not a carcinogen. Exposure limits are the same as for 2-anisidine.

4-Anisidine

4-Anisidine (CAS-No. 104-94-9, UN-No. 2431) is a greybrown solid with melting point 57 to 60 °C. It is the least toxic of the three isomeres (oral LD50 = 1,400mg/kg) but still causes blood damages upon oral ingestion, inhalation or skin contact. If heated strongly, it may release very toxic fumes of nitrogen oxides.

External links

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*PGCH|0034
*ecb


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  • anisidine — noun Any of three three isomeric forms of the aromatic amine methoxyaniline; they are toxic, and are used in the synthesis of azo dyes and pharmaceuticals …   Wiktionary

  • anisidine — anis·i·dine …   English syllables

  • anisidine — əˈnisəˌdēn, də̇n noun ( s) Etymology: French, from anis anis (II) + ide + ine : any one of three isomeric bases CH3OC6H4NH2 that are amino derivatives of anisole and are used in the manufacture of guaiacol and of azo dyes …   Useful english dictionary

  • o-Anisidine — IUPAC name 2 Methoxyaniline …   Wikipedia

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  • O-Anisidine — is a compound with formula CH3OC6H4NH2. It is an aromatic amine.It is an isomer of p anisidine and m anisidine …   Wikipedia

  • P-Anisidine — is a compound with formula CH3OC6H4NH2. It is an aromatic amine.It is an isomer of o anisidine and m anisidine …   Wikipedia

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