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메틸아민 구조식 이미지
카스 번호:
CH3NH2;MMA-40;MMA-50;AMINE C1;Methylamin;Metilamine;Methanamine;Carbinamine;Aminomethan;Metyloamina
포뮬러 무게:
MOL 파일:

메틸아민 속성

-93 °C(lit.)
끓는 점
-6.3 °C(lit.)
0.785 g/mL at 25 °C
증기 밀도
1.08 (20 °C, vs air)
27 psi ( 20 °C)
n20/D 1.371
61 °F
저장 조건
Store below +30°C.
highly soluble in water (108g/100g) at 25°C; soluble in alcohol and miscible with ether; HCl salt is soluble in water and absolute alcohol; compound is insoluble in chloroform, acetone, ether, and ethyl acetate
산도 계수 (pKa)
10.63(at 25℃)
물리적 상태
Specific Gravity
0.901 (20℃/4℃) (40% Soln.)
14 (H2O, 20°C)
Odor Threshold
Miscible with water, ethanol, benzene, acetone and ether.
Henry's Law Constant
(x 10-5 atm?m3/mol): 1.11 at 25 °C (Christie and Crisp, 1967)
노출 한도
TLV-TWA 10 ppm (~12.3 mg/m3)(ACGIH, MSHA, and OSHA); IDLH 100 ppm (NIOSH).
Stable. Highly flammable. Note wide explosion limits. Incompatible with oxidizing agents, acids, alkalies, alkaline earth metals, copper and its alloys, zinc and its alloys.
CAS 데이터베이스
74-89-5(CAS DataBase Reference)
Methylamine (74-89-5)
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F+,Xn,C,F,T
위험 카페고리 넘버 12-20-37/38-41-34-20/22-11-39/23/24/25-36/37/38-23/24/25-40-19
안전지침서 7-16-26-36/37-45-29-36/37/39-3/7-3-39-33
유엔번호(UN No.) UN 3286 3/PG 2
WGK 독일 2
RTECS 번호 PF6300000
F 고인화성물질 4.5-31
자연 발화 온도 806 °F
DOT ClassificationII 2.1 (Flammable gas)
위험 등급 3
포장분류 II
HS 번호 29211100
유해 물질 데이터 74-89-5(Hazardous Substances Data)
독성 LD50 orally in rats: 100-200 mg/kg (Kinney); LC50 in rats: 0.448 ml/l (Sarkar, Sastry)
기존화학 물질 KE-23421
사고대비 물질 필터링 7
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H220 극인화성 가스 인화성 가스 구분 1 위험 P210, P377, P381, P403
H225 고인화성 액체 및 증기 인화성 액체 구분 2 위험 P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H280 고압가스; 가열시 폭발할 수 있음 고압가스 압축가스
용존 가스
경고 P410+P403
H301 삼키면 유독함 급성 독성 물질 - 경구 구분 3 위험 P264, P270, P301+P310, P321, P330,P405, P501
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 P264, P270, P301+P312, P330, P501
H311 피부와 접촉하면 유독함 급성 독성 물질 - 경피 구분 3 위험 P280, P302+P352, P312, P322, P361,P363, P405, P501
H314 피부에 심한 화상과 눈에 손상을 일으킴 피부부식성 또는 자극성물질 구분 1A, B, C 위험 P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H318 눈에 심한 손상을 일으킴 심한 눈 손상 또는 자극성 물질 구분 1 위험 P280, P305+P351+P338, P310
H331 흡입하면 유독함 급성 독성 물질 흡입 구분 3 위험 P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H332 흡입하면 유해함 급성 독성 물질 흡입 구분 4 경고 P261, P271, P304+P340, P312
H333 흡입하면 유해할 수 있음 급성 독성 물질 흡입 구분 5 P304+P312
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
H351 암을 일으킬 것으로 의심됨 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 2 경고 P201, P202, P281, P308+P313, P405,P501
H370 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킴(노출되어도 특정 표적장기 독성을 일으키지 않는다는 결정적인 노출경로가 있다면 노출경로를 기재) 특정 표적장기 독성 - 1회 노출 구분 1 위험 P260, P264, P270, P307+P311, P321,P405, P501
P201 사용 전 취급 설명서를 확보하시오.
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P260 분진·흄·가스·미스트·증기·...·스프레이를 흡입하지 마시오.
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P310 즉시 의료기관(의사)의 진찰을 받으시오. 삼켰다면 즉시 의료기관(의사)의 도움을 받으시오.
P377 누출성 가스 화재 시 : 누출을 안전하게 막을 수 없다면, 불을 끄려하지 마시오.
P301+P310 삼켰다면 즉시 의료기관(의사)의 진찰을 받으시오.
P303+P361+P353 피부(또는 머리카락)에 묻으면 오염된 모든 의복은 벗거나 제거하시오 피부를 물로 씻으시오/샤워하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P370+P378 화재 시 불을 끄기 위해 (Section 5. 폭발, 화재시 대처방법의 적절한 소화제)을(를) 사용하시오.
P405 밀봉하여 저장하시오.
P403+P235 환기가 잘 되는 곳에 보관하고 저온으로 유지하시오.
P410+P403 직사광선을 피하고 환기가 잘 되는 곳에 보관하시오.
NFPA 704
3 0

메틸아민 C화학적 특성, 용도, 생산


암모니아의 수소 원자 하나를 메틸기로 치환한 지방족 아민의 하나. 강한 암모니아 냄새가 나는 기체로, 생선이나 고기가 썩을 때 발생한다.


가죽을 무두질할 때나 유기 합성의 원료로 쓰인다.

화학적 성질

colourless gas (or solution in water or methanol)

화학적 성질

Methylamine is a colorless, fi sh-like smelling gas at room temperature. It is used in a variety of industries, such as the manufacture of dyestuffs, treatment of cellulose, acetate rayon, as a fuel additive, rocket propellant, and in leather tanning processes.

화학적 성질

Methylamine is a colorless gas with a fish- or ammonia-like odor; at low concentrations a fishy odor. Shipped as a liquefied compressed gas. The odor threshold is 3.2 ppm.

화학적 성질

Methylamine is a derivative of ammonia in which a methyl group is substituted for a hydrogen (Schweizer et al 1978). Its reactivity is governed primarily by the unshared pair of electrons on the nitrogen, therefore methylamine is a strongly alkaline base whose most characteristic reaction is the formation of salts with acids. It will react with acid halides and acid anhydrides to form N-substituted amines. Methylamine reacts with nitrous acid to form methanol with liberation of nitrogen. It is capable of reacting with aldehydes to form aldimines or Schiffs bases (Astle 1961).

물리적 성질

Colorless, flammable gas with a strong ammonia-like odor. An experimentally determined recognition odor threshold concentration of 21 ppbv was reported by Leonardos et al. (1969). Odor threshold concentrations of 4.7 ppmv and 35 ppbv were experimentally determined by Nishida et al. (1979) and Nagata and Takeuchi (1990), respectively.


Methylamine is used in dyeing and tanning;in photographic developer, as a fuel additive,and as a rocket propellant. It is also usedin organic synthesis and as a polymerizationinhibitor. It occurs in certain plants, such asMentha aquatica.


Tanning and dyeing industries; fuel additive; chemical intermediate in the production of pharmaceuticals, insecticides, and surfactants


Intermediate for accelerators, dyes, pharmaceuticals, insecticides, fungicides, surface active agents, tanning, dyeing of acetate textiles, fuel additive, polymerization inhibitor, component of paint removers, solvent, photographic developer, rocket propellent.


ChEBI: The simplest of the methylamines, consisting of ammonia bearing a single methyl substituent.


A colorless flammable gas that smells like ammonia. It is the simplest primary amine, used for making herbicides and other organic chemicals.


methylamine: A colourless flammablegas, CH3NH2; m.p. –93.5°C; b.p.–6.3°C. It can be made by a catalyticreaction between methanol and ammoniaand is used in the manufactureof other organic chemicals.

생산 방법

Several methods are currently used for synthesis of methylamine. Virtually all produce a mixture of primary, secondary, and tertiary amines which can be continuously separated by distillation and extraction. The most commonly used synthesis involves heating ammonium chloride and methyl alcohol (ratio varies from 2:1 to 6:1, depending on desired ratio of amines) to about 300°C in the presence of a catalyst such as zinc chloride. Alternatively, methylamine can be synthesized by heating ammonium chloride and formaldehyde in the presence of H2 and a hydrogenation catalyst such as nickel or platinum. Methylamine is generally marketed as a liquid or a 33% aqueous solution (HSDB 1988).

일반 설명

A colorless gas or a liquid. Pungent fishy odor resembling odor of ammonia. The liquid boils at 20.3°F hence vaporizes rapidly when unconfined. Vapors are heavier than air and may collect in low-lying areas. Easily ignited under most conditions. Under prolonged exposure to intense heat the containers may rupture violently and rocket. Used for making pharmaceuticals, insecticides, paint removers, surfactants, rubber chemicals.

공기와 물의 반응

Highly flammable. Very soluble in water; the solutions are strongly basic and therefore corrosive. Liquid fumes in air.

반응 프로필

METHYLAMINE neutralizes acids in exothermic reactions to form salts plus water. 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.


(Gas and liquid) Dangerous fire risk. Explosive limits in air 5–21%. Strong irritant to tissue. Eye, skin and upper respiratory tract irritant.


Exposures to methylamine are known to cause adverse health effects among occupational workers. The workers demonstrate symptoms of toxicity that include, but are not limited to, irritation to the eyes, nose, and throat. Studies have indicated that the compound causes injury to the eyes through corneal opacities and edema hemorrhages in the conjunctiva, and injury to the liver. Studies of Guest and Varma indicated no signifi cant deleterious effects on the internal organs or skeletal deformities in experimental mice


VAPOR: Irritating to eyes, nose and throat. If inhaled will cause coughing or difficult breathing. LIQUID: Will burn skin and eyes.


250 ppm produced damage to respiratorymucosa of the nasal turbinates. Exposureto 750 ppm produced severe body weightlosses, liver damage, and nasal degenerativechanges.
Any adverse health effects in humans dueto methylamine, other than its irritant action,is unknown.
LC50 value, inhalation (mice): 2400 mg/kg/2 h.


Most of the studies on the toxicity of methylamine suggest it acts locally as an irritant and a sensitizer. Vapors result in eye irritation with tearing and inflammation with repeated exposure capable of inducing corneal damage. Exposure by inhalation irritates the mucous membranes of the nose, throat and lung, leading to coughing and respiratory distress. Skin contact with methylamine can lead to burns and dermatitis (Beard and Noe 1981). First aid for skin exposure requires immediate flushing with water.
Persons exposed to methylamine can detect a faint fishlike odor at less than 10 p.p.m. Little irritation occurs however, above 20 p.p.m. Methylamine can induce temporary irritation of the eyes, nose, and throat. The permissible exposure level (PEL) has been set at 10 p.p.m. (OSHA 1977) and the level immediately dangerous to life or health (IDLH) is 100 p.p.m. (Standards Completion Program, OSHA and NIOSH 1978).


FLAMMABLE. POISONOUS GASES MAY BE PRODUCED IN FIRE. Containers may explode in fire. Flashback along vapor trail may occur. Vapor may explode if ignited in an enclosed area. Toxic nitrogen oxides may be formed. Vapors are heavier than air and may travel considerable distance to a source of ignition and flash back.

공업 용도

Methylamine and its hydrochloride salt are widely used in organic synthesis for introducing the methylamino group. In 1976, industrial consumption was 32,000 tons/year. One of its most important uses is in the preparation of amide-type surfactants. It is also used in the preparation of drugs such as adrenaline and synthetic caffeine. It serves as the base for more than twenty commercial products, among those included are photographic developers, insecticides, and antihistamine drugs (Beard and Noe 1981). It is also widely used in tanning and has been used in the separation of aromatics from aliphatic hydrocarbons (Sittig 1981).

Safety Profile

Poison by subcutaneous route. Moderately toxic by inhalation. A severe skin irritant. Mutation data reported. A strong base. Flammable gas at ordinary temperature and pressure. Very dangerous fire hazard when exposed to heat, flame, or sparks. Explosive when exposed to heat or flame. To fight fire, stop flow of gas. Forms an explosive mixture with nitromethane. When heated to decomposition it emits toxic fumes of NOx. See also AMINES.

잠재적 노출

Methylamine is used in organic synthesis; a starting material for N-oleyltaurine, a surfactant; and p-N-methylaminophenol sulfate, a photographic developer. It has possible uses in solvent extraction systems in separation of aromatics from aliphatic hydrocarbons. It is also used in the synthesis of many different pharmaceuticals; pesticides and rubber chemicals.


Methylamine was positive in the mouse lymphoma assay and negative in the Ames assay.


Methylamine was detected in cauliflower (65 ppm), carrots (3,970 ppm), tea leaves (50 ppm), red and white cabbage (3.4 to 22.7 ppm), corn (27 ppm), kale leaves (16.6 ppm), barley seeds (4.5 ppm), epidermis of apples (4.5 ppm), celery (6.4 ppm), sweetflag, celandine, and tobacco leaves (Duke, 1992).


Photolytic. The rate constant for the reaction of methylamine and OH radicals in the atmosphere at 300 K is 1.3 x 10-13 cm3/molecule?sec (Hendry and Kenley, 1979).
Low et al. (1991) reported that the photooxidation of aqueous primary amine solutions by UV light in the presence of titanium dioxide resulted in the formation of ammonium and nitrate ions.
Chemical/Physical. In an aqueous solution, chloramine reacted with methylamine to form Nchloromethylamine (Isaac and Morris, 1983).
Reacts with acids forming water-soluble salts.

신진 대사

Methylamine is a normal body constituent in several species and is known to be generated endogenously from epinephrine (Schayer et al 1952) and creatine (Davis and DeRopp 1961). It has also recently been detected in the urine of male CBA/cA mice treated with N-methylformamide (Kestell et al 1985). Mammalian metabolism of methylamine is rapid yet the enzymes involved are not yet known. Simehnhoff (1975) suggested that methylamine is methylated to dimethylamine as it appeared not to be oxidized by amine oxidases yet was rapidly absorbed and not excreted in the urine. Dar et al (1985) conducted studies using methyl-[14C]- labeled methylamine injected i.p. into rats to assess the role of monoamine oxidase in the metabolism of methylamine in the rats. Methylamine underwent rapid oxidation as more than 30% of the 14C was recovered as 14CO2 in the first 2-6 h following exposure and 52% was expired in the first 24 h. Pretreatment of the rats with long acting monoamine oxidase inhibitors significantly inhibited methylamine metabolism, however short term inhibitors were without effect. Combinations of the drugs suggested that monoamine oxidase was not responsible for metabolism of methylamine and that a closely related enzyme such as methylamine oxidase, previously proposed by Werner and Seiber (1963), may be involved.
It has also been reported that intestinal microflora may degrade methylamine (Iyer and Kailio 1958). Dar et al (1985) found that pretreatment of rats with neomycin to reduce bacterial microorganisms resulted in only a slight inhibition of 14C expiration during the initial 6 h following methylamine administration. These results indicate that, at least in the rat, bacterial oxidation of methylamine in the intestine is negligible.


Methylamine is stored in a cool, well-ventilated noncombustible area separatedfrom possible sources of ignition andoxidizing substances and mercury. Itssolutions are stored in a flammable liquidstorage room or cabinet. The gas is shippedin steel cylinders or tank cars; the liquid isshipped in steel drums or tank cars.

운송 방법

UN1061 Methylamine, anhydrous, Hazard Class: 2.1; Labels: 2.1-Flammable gas. UN1235 Methylamine, aqueous solution, Hazard Class: 3; Labels: 3-Flammable liquid, 8-Corrosive material. Cylinders must be transported in a secure upright position, in a well-ventilated truck. Protect cylinder and labels from physical damage. The owner of the compressed gas cylinder is the only entity allowed by federal law (49CFR) to transport and refill them. It is a violation of transportation regulations to refill compressed gas cylinders without the express written permission of the owner.

Purification Methods

Dry the amine with sodium or BaO. It is commercially available in metal cylinders. [Beilstein 4 IV 118.]

Toxicity evaluation

The corrosive nature of methylamine produces irritation effects at all points of contact which is largely responsible for its toxic actions. Using radiotracer techniques, labeled macromolecules were fragmented and the formaldehyde generated interacts with proteins in vivo suggesting a risk factor for initiation of endothelial injury and subsequent atherosclerosis. Increased semicarbazide-sensitive amine oxidase catalyzes the conversion of methylamine to formaldehyde and increased activity has been found in patients with diabetes mellitus, chronic heart failure, and cerebral infarct and is associated with obesity. The deamination of methylamine may contribute to protein deposition, the formation of plaques, and inflammation and be may be involved in the pathophysiology of chronic vascular and neurologic disorders such as diabetes, atherosclerosis, and Alzheimer’s disease.

비 호환성

A medium-strong base. Reacts violently with strong acids; mercury, strong oxidizers; nitromethane. Corrosive to copper, zinc alloys; aluminum, and galvanized surfaces.

폐기물 처리

Return refillable compressed gas cylinders to supplier. Controlled incineration (incinerator equipped with a scrubber or thermal unit to reduce nitrogen oxides emissions).

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