sec-Butylamine

sec-Butylamine Basic information
Product Name:sec-Butylamine
Synonyms:sec-Butylamin;sec-C4H9NH2;Secondary butylamine;Tutane;Butafume;Methylpropylamine;SBA;SEC-AMINOBUTANE
CAS:13952-84-6
MF:C4H11N
MW:73.14
EINECS:237-732-7
Product Categories:
Mol File:13952-84-6.mol
sec-Butylamine Structure
sec-Butylamine Chemical Properties
Melting point -104 °C
Boiling point 63 °C(lit.)
density 0.724 g/mL at 25 °C(lit.)
vapor pressure 22.13kPa at 20℃
FEMA 4240 | SEC-BUTYLAMINE
refractive index n20/D 1.3928(lit.)
Fp −3 °F
storage temp. Flammables area
solubility 112g/l
pka10.56(at 25℃)
form Liquid
color Clear colorless to light yellow
Specific Gravity0.723 (20/4℃)
OdorAmmonia-like.
Odor Threshold0.17ppm
Odor Typefishy
explosive limit1.8-9.0%(V)
Water Solubility MISCIBLE
Sensitive Air Sensitive
JECFA Number1584
Merck 14,1544
BRN 1361345
Stability:Stable, but light sensitive. Incompatible with strong oxidizing agents, strong acids. Highly flammable.
LogP0.7-0.74
CAS DataBase Reference13952-84-6(CAS DataBase Reference)
NIST Chemistry Reference2-Butanamine(13952-84-6)
EPA Substance Registry Systemsec-Butylamine (13952-84-6)
Safety Information
Hazard Codes F,C,N
Risk Statements 11-20/22-35-50
Safety Statements 9-16-26-28-36/37/39-45-61-28A
RIDADR UN 2733 3/PG 2
WGK Germany 2
RTECS EO3325000
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29211980
Hazardous Substances Data13952-84-6(Hazardous Substances Data)
MSDS Information
ProviderLanguage
2-Aminobutane English
SigmaAldrich English
ACROS English
ALFA English
sec-Butylamine Usage And Synthesis
DescriptionSec-butylamine is an amine of butane. It can be used as a fungicide. It can be used as a fumigant for control of gangrene, skin spot and silver scurf diseases of potato tubers, citrus fruit decay. However, it is highly toxic to aquatic organisms.
Chemical Propertiescolourless liquid with an amine odour
Chemical PropertiesButyl amines are highly flammable, colorless liquids (n-turns yellow on standing) with ammoniacal or fishlike odors. n-isomer:
Chemical PropertiesColorless to yellow liquid; fishy ammonia aroma.
Uses(+/-)-2-Aminobutane is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.
UsesFungicide.
Production Methods2-Butylamine is manufactured by the condensation of methyl ethyl ketone with ammonia–hydrogen in the presence of Ni catalyst. It has been used as a fungistat.
DefinitionChEBI: A primary aliphatic amine that is butane in which one hydrogen at position 2 is replaced by an amino group. A fumigant fungicide with a high potential for bioaccumulation, it is not approved for fungicidal use in the European Union.
Aroma threshold valuesHigh strength odor; fishy type; recommend smelling in a 0.10% solution or less.
HazardFlammable, dangerous fire risk.
Health HazardRecommended Personal Protective Equipment: Chemical safety goggles; rubber gloves and apron; respiratory protective equipment; non-sparking shoes; Symptoms Following Exposure: Inhalation causes irritation of burns of the respiratory system; exposure to concentrated vapors can cause asphyxiation. Ingestion causes burns of mouth and stomach. Contact with eyes causes lachrymation, conjunctivitis, burns, corneal edema. Contact with skin causes irritation or burns, dermatitis; General Treatment for Exposure: INHALATION: remove patient from exposure; keep him quiet; contact physician. INGESTION: give large amount of water; induce vomiting; consult a physician. EYES: flush thoroughly with water for 15 min.; call physician immediately. SKIN: remove all contaminated clothing; flood affected area with large quantities of water; consult a physician; Toxicity by Inhalation (Threshold Limit Value): Data not available; Short-Term Exposure Limits: Data not available; Toxicity by Ingestion: Grade 3; oral LD50 = 380 mg/kg (rat); Late Toxicity: Data not available; Vapor (Gas) Irritant Characteristics: Vapors are moderately irritating such that personnel will not usually tolerate moderate or high concentrations; Liquid or Solid Irritant Characteristics: Severe skin irritant. Causes second- and third-degree burns on short contact and is very injurious to the eyes; Odor Threshold: Data not available.
Chemical ReactivityReactivity with Water: No reaction; Reactivity with Common Materials: May corrode some metals in presence of water; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Safety ProfileA poison by ingestion. A powerful irritant. Moderately toxic by skin contact. Dangerous fire hazard when exposed to heat or flame. To fight fire, use alcohol foam, water spray or mist, dry chemical. Incompatible with oxidizing materials. When heated to decomposition it emits toxic fumes of NOx. A fungicide.
Potential ExposureAlert: (n-isomer): Possible risk of forming tumors, suspected of causing genetic defects, suspected reprotoxic hazard, Primary irritant (w/o allergic reaction), (sec-isomer): Drug. n-Butylamine is used in pharmaceuticals; dyestuffs, rubber, chemicals, emulsifying agents; photography, desizing agents for textiles; pesticides, and synthetic agents. sec-Butylamine is used as a fungistate. tert-Butylamine is used as a chemical intermediate in the production of tert-Butylaminoethyl methacrylate (a lube oil additive); as an intermediate in the production of rubber and in rust preventatives and emulsion deterrents in petroleum products. It is used in the manufacture of several drugs
ShippingUN1125 n-Butylamine, Hazard Class: 3; Labels: 3—Flammable liquid, 8—Corrosive material. UN2014 Isobutylamine, Hazard Class: 3; Labels: 3—Flammable liquid, 8—Corrosive material
IncompatibilitiesMay form explosive mixture with air. May accumulate static electrical charges, and may causeignition of its vapors. n-Butylamine is a weak base; reacts with strong oxidizers and acids, causing fire and explosion hazard. Incompatible with organic anhydrides; isocyanates, vinyl acetate; acrylates, substituted allyls; alkylene oxides; epichlorohydrin, ketones, aldehydes, alcohols, glycols, phenols, cresols, caprolactum solution. Attacks some metals in presence of moisture. The tert-isomer will attack some forms of plastics
Waste DisposalUse a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner andscrubber. All federal, state, and local environmental regulations must be observed.
ReferencesSmilanick, J. L., and J. W. Eckert. "Growth, sporulation, and virulence of isolates of Penicillium digitatum resistant to the fungicide sec-butylamine. " Phytopathology 76.8(1986).
Graham, D. C., et al. "Use of 2-aminobutane as a fumigant for control of gangrene, skin spot and silver scurf diseases of potato tubers." Potato Research 16.2(1973):109-125.
Gutter, Y. "Combined treatment with thiabendazole and 2-aminobutane for control of citrus fruit decay." Crop Protection 4.3(1985):346-350.
sec-Butylamine Preparation Products And Raw materials
Raw materialsNickel-->2-Butanone-->2-Butanol
Preparation ProductsSEC-BUTYLAMINE
1-Chloro-2-methylpropane 2,2-DICHLOROBUTANE 1-Bromobutane 1-Bromo-2-methylpropane Salbutamol ISOBUTANE 1,2,3,4-Butanetetracarboxylic acid DOBUTAMINE 1-Chlorobutane Albuterol sulfate n-Butane Butylamine Colchicine sec-Butylamine Cycloleucine Loperamide Cyclopentylamine AMIKACIN

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