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Benzylamine

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Benzylamine Basic information

Product Name:
Benzylamine
Synonyms:
  • Moringine
  • moringine[qr]
  • omega-Aminotoluene
  • omega-aminotoluene[qr]
  • Sumine 2005
  • sumine2005
  • sumine2006
  • BZA
CAS:
100-46-9
MF:
C7H9N
MW:
107.15
EINECS:
202-854-1
Product Categories:
  • Organics
  • Pharmaceutical Intermediates
Mol File:
100-46-9.mol
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Benzylamine Chemical Properties

Melting point:
10 °C (lit.)
Boiling point:
184-185 °C (lit.)
Density 
0.981 g/mL at 25 °C (lit.)
vapor pressure 
1.2 hPa (20 °C)
refractive index 
n20/D 1.543(lit.)
Flash point:
140 °F
storage temp. 
Store below +30°C.
solubility 
alcohol: miscible
form 
Liquid
pka
9.33(at 25℃)
color 
Clear colorless to slightly yellow
Odor
Strong ammonia.
PH
11.4 (100g/l, H2O, 20℃)
explosive limit
0.7-8.2%(V)
Water Solubility 
soluble
Sensitive 
Air Sensitive
Merck 
14,1125
BRN 
741984
Stability:
Stability Combustible. Incompatible with strong oxidizing agents, strong acids.
InChIKey
WGQKYBSKWIADBV-UHFFFAOYSA-N
CAS DataBase Reference
100-46-9(CAS DataBase Reference)
NIST Chemistry Reference
Benzylamine(100-46-9)
EPA Substance Registry System
Benzylamine (100-46-9)
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Safety Information

Hazard Codes 
C
Risk Statements 
21/22-34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 2735 8/PG 2
WGK Germany 
1
RTECS 
DP1488500
34
Autoignition Temperature
405 °C
TSCA 
Yes
HS Code 
2921 49 00
HazardClass 
8
PackingGroup 
II
Hazardous Substances Data
100-46-9(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 552 mg/kg LD50 dermal Rat 1350 mg/kg

MSDS

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Benzylamine Usage And Synthesis

Chemical Properties

colourless liquid with an ammoniacal odour

Uses

Benzylamine is used as a chemical intermediate for dyes, pharmaceuticals, and polymers.It is also employed as a corrosion inhibitor and as a brightener in electroplating baths. It also finds use in the manufacture of explosives.

Definition

ChEBI: A primary amine compound having benzyl as the N-substituent. It has been isolated from Moringa oleifera (horseradish tree).

Preparation

28% Aqueous Ammonia, 810g
Benzyl chloride, 84.3g
49% Aqueous NaOH, 52.3g
Diethyl Ether, 200g
A three-necked flask was equipped with a reflux condenser dropping funnel and an agitator. All of the aqueous ammonium hydroxide solution was poured into the flask, then the benzyl chloride was introduced drop by drop; over a period of two hours with constant stirring of the mixture. The exothermic heat of reaction kept the temperature between 30-34°C during this period. When it is desired to introduce the benzyl chloride at a faster rate, conventional cooling means can be employed to control the temperature. A large excess of ammonia was employed as the molar ratio of reactants was 20:1. An additional two hours was allowed to insure completion of the following reaction:

Then the equimolecular quantity of caustic soda solution was added. When quiescent, the mixture split into an aqueous layer and an oily layer. After separating these two layers by use of a separatory funnel, the aqueous phase was made available for further repeated use by merely adding sufficient ammonium hydroxide to bring the total quantity of ammonia up to the original figure. The oily layer was steam distilled until no further oily constituent was visible in the condensed distillate as it dripped down the condenser tube. This distillate was saturated with sodium chloride and successively extracted with an initial 80 and three 40 gram batches of ethyl ether. Upon evaporation of the ether from the extract, 52g of crude benzylamine remain which was distilled at atmospheric pressure. 41g grams of substantially pure benzylamine distilled over in the boiling range 185-192°C, while the residue was found to contain an additional 2.3g of benzylamine and 8.7g of other matter which was believed to consist entirely of dibenzyl amine. Thus the total yield of benzylamine was 43.3g or 60.7% based on the weight of benzyl chloride.

Synthesis Reference(s)

Synthetic Communications, 25, p. 863, 1995 DOI: 10.1080/00397919508013422
Synthesis, p. 48, 1987 DOI: 10.1055/s-1987-27838

General Description

Colorless to light yellow liquid with a strong odor of ammonia. Floats and mixes with water.

Air & Water Reactions

Water soluble.

Reactivity Profile

In presence of moisture, Benzylamine may weakly corrode some metals. Liquid will attack some plastics [USCG, 1999]. Neutralize acids to form salts plus water in exothermic reactions. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated in combination with strong reducing agents, such as hydrides.

Hazard

Highly toxic, strong irritant to skin and mucous membranes.

Health Hazard

Inhalation of vapor causes irritation of the mucous membranes of the nose and throat, and lung irritation with respiratory distress and cough. Headache, nausea, faintness, and anxiety can occur. Exposure to vapor produces eye irritation with lachrymation, conjunctivitis, and corneal edema resulting in halos around lights. Direct local contact with liquid is known to produce severe and sometimes permanent eye damage and skin burns. Vapors may also produce primary skin irritation and dermatitis.

Fire Hazard

Special Hazards of Combustion Products: Toxic nitrogen oxides may form in a fire.

Chemical Reactivity

Reactivity with Water: No reaction; Reactivity with Common Materials: In presence of moisture may severely corrode some metals. In liquid state this chemical will attack some plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Purification Methods

Dry it with NaOH or KOH, then distil it under N2, through a column packed with glass helices, taking the middle fraction. Also distil it from zinc dust under reduced pressure. The picrate has m 196o (from EtOH), and the p-toluenesulfonamide has m 116o (from MeOH). [Beilstein 12 IV 2155.]

Benzylamine Preparation Products And Raw materials

Preparation Products

Raw materials

BenzylamineSupplier

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