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살리실산 메틸

살리실산 메틸
살리실산 메틸 구조식 이미지
카스 번호:
119-36-8
한글명:
살리실산 메틸
동의어(한글):
2-카르보메톡시페놀;아날지트;엑사기엔;플루카르미트;2-(메톡시카르보닐)페놀;2-히드록시벤조산메틸에스테르;O-히드록시벤조산메틸에스테르;겨울용그린오일;메틸2-히드록시벤조에이트;메틸O-히드록시벤조에이트;메틸살리실레이트;벤조산,2-히드록시-,메틸에스테르;살리실산메틸;살리실산,메틸에스테르;안트라폴ND;오일오브윈터그린;2-하이드록시안식향산메틸;살리실산메틸
상품명:
Methyl salicylate
동의어(영문):
Linsal;Betula;analgit;exagien;NSC 8204;FEMA 2745;FEMA 2154;Flucarmit;PredaLure;BETULA OIL
CBNumber:
CB8491046
분자식:
C8H8O3
포뮬러 무게:
152.15
MOL 파일:
119-36-8.mol

살리실산 메틸 속성

녹는점
-8 °C
끓는 점
222 °C(lit.)
밀도
1.174 g/mL at 25 °C(lit.)
증기 밀도
5.26 (vs air)
증기압
1 mm Hg ( 54 °C)
굴절률
n20/D 1.536(lit.)
FEMA
2745 | METHYL SALICYLATE
인화점
226 °F
용해도
Very slightly soluble in water, miscible with ethanol (96 per cent) and with fatty and essential oils.
산도 계수 (pKa)
pKa 9.90 (Uncertain)
물리적 상태
Liquid
색상
Clear colorless to pale yellow
수용성
0.07 g/100 mL (20 ºC)
Merck
14,6120
JECFA Number
899
BRN
971516
안정성
Stable. Incompatible with strong oxidizing agents, strong bases.
InChIKey
OSWPMRLSEDHDFF-UHFFFAOYSA-N
CAS 데이터베이스
119-36-8(CAS DataBase Reference)
NIST
2-Hydroxybenzoic acid methyl ester(119-36-8)
EPA
Benzoic acid, 2-hydroxy-, methyl ester(119-36-8)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn
위험 카페고리 넘버 22-36/38-36/37/38
안전지침서 26-36-24/25
유엔번호(UN No.) 3082
WGK 독일 1
RTECS 번호 VO4725000
F 고인화성물질 8
자연 발화 온도 847 °F
TSCA Yes
위험 등급 6.1(b)
포장분류 III
HS 번호 29182300
유해 물질 데이터 119-36-8(Hazardous Substances Data)
독성 LD50 orally in rats: 887 mg/kg (Jenner)
그림문자(GHS):
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 P264, P270, P301+P312, P330, P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P304+P340 흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P405 밀봉하여 저장하시오.

살리실산 메틸 MSDS


Birch-Me

살리실산 메틸 C화학적 특성, 용도, 생산

물성

살리실산메틸(Methyl salicylate)은 살리실산의 에스테르화 반응에 의해 생성된 살리실산메틸은 소염 - 진통제로 이용되고, 아세틸살리실산(아스피린)은 진통 - 해열제로 이용된다. 살리실산메틸과 아세틸살리실산은 모두 진통 작용을 하지만, 가수 분해가 일어날 경우 살리실산메틸은 인체에 해로운 메탄올이 생성되므로 먹는 약으로는 이용하지 않는다.

개요

겨울 푸른 기름과 메틸 살리실산염으로도 알려진 Methyl salicylate는 캐나다와 윈난 (Yunnan)에서 생산 된 겨울 푸른 잎 줄기를 김을내어 얻을 수있다. 그것은이 부분에서 혈액 순환을 촉진시킬 수있는 국소 가래입니다. 근육통, 관절통 및 신경통. 또한 치약, 구강 세척제, 비누 에센스 및 음식 맛과 같은 유기 합성의 원료로 사용할 수 있습니다.

용도

1. Methyl salicylate 연고는 진통제, 항 염증 및 살균 효과가있는 일반적인 피부병 치료제입니다. 국부적 인 자극을 일으킬 수 있고 구두로 복용하는 경우는 거의 없습니다. 피부에 흡수되기 쉽습니다. 그것의 팅크와 연고는 급성 류마티스 성 관절염, 요통과 근육통에 사용될 수 있습니다. 가려움증에도 사용할 수 있습니다. 또한 향료, 향료 및 방부제로 사용할 수 있습니다. 2.이 제품은 겨울철과 흡사 한 강한 냄새를 지니 며, 유칼립투스와 같은 일반적인 향미료의 혼합에서 약제 및 약제와 같은 약제 제제의 냄새 제거제로 자주 사용됩니다. 또한 응용 프로그램, 그리고 껌과 구강 세척제와 같은 다른 약물도 사용됩니다. 3. Methyl salicylate는 살충제, 살균제, 향수, 코팅제, 화장 용 잉크 및 섬유 염색제의 제조를위한 용매 및 중간체로도 사용됩니다. 4. 메틸 살리 실 레이트는 암모니아와 반응하여 해열 진통제 인 에틸 살리실 아민의 생산에 사용되는 살리 실 아미드를 형성합니다. 살리실 아미드 자체도 해열 진통제입니다. 메틸 살리 실 레이트의 아세틸 화에 의해 메틸 아세틸 살리 실 레이트 를 얻을 수있다. 6. 반응기에 메틸 살리 실 레이트와 무수 아세트산을 넣고 교반하면서 황산을 넣고 반응 온도는 60 ℃를 초과하지 않으며 약 1 시간이 경과하면 반응이 완료되고 반응물이 얼음물에 쏟아져 결정이 석출된다. 여과하고, 물로 세척하고, 건조시키고, 즉 명명 된 메틸 아세틸 살리 실 레이트. 7. 아세틸 살리실산은 4- 히드 록시 쿠마린의 고리 화에 의해 제조 될 수있다. 메틸 살리실산은 외부 사용을위한 약으로 사용됩니다

개요

Methyl salicylate (oil of wintergreen or wintergreen oil) is an organic ester that is naturally produced by many species of plants. Some of the plants which produce it are called wintergreens, hence the common name. This compound is used as a fragrance. It is also found in liniments (rubbing ointments).

화학적 성질

Methyl salicylate has a characteristic wintergreen-like odor. May be prepared by extraction from natural sources; or by esterification of salicylic acid with methanol.

화학적 성질

Methyl salicylate has a minty, spicy, sweet, wintergreen-like odor.

화학적 성질

Wintergreen is an evergreen shrub with slender, creeping stems, assurgent, flowering branches with toothed leaves clustered at the top, white, bell-shaped flowers blossoming July to August, followed by red berries (checkerberries). The plant grows extensively in the woods of Canada and the United States (Pennsylvania). The leaves are harvested between June and September. Wintergreen has an aromatic odor and flavor similar to methyl salicylate.

화학적 성질

Methyl Salicylate is the main component of wintergreen oil and occurs in small quantities in other essential oils and fruits. It is a colorless liquid with a sweet, phenolic odor.

화학적 성질

colourless liquid with an odour of wintergreen

출처

Numerous plants produce methyl salicylate in very small amounts. Some plants, such as the following, produce more:
Some species of the genus Gaultheria in the family Ericaceae, including Gaultheria procumbens, the wintergreen or eastern teaberry;
Some species of the genus Betula in the family Betulaceae, particularly those in the subgenus Betulenta such as B. lenta, the black birch;
All species of the genus Spiraea in the family Rosaceae, also called the meadowsweets.
This compound is produced most likely as an anti-herbivore defense. If the plant is infected with herbivorous insects, the release of methyl salicylate may function as an aid in the recruitment of beneficial insects to kill the herbivorous insects.Aside from its toxicity, methyl salicylate may also be used by plants as a pheromone to warn other plants of pathogens such as tobacco mosaic virus.

용도

In high concentrations as a rubefacient in deep heating liniments (such as Bengay) to treat joint and muscular pain. Randomised double blind trial reviews report evidence of its effectiveness that is weak, but stronger for acute pain than chronic pain, and that effectiveness may be due entirely to counter-irritation. However, in the body it metabolizes into salicylates, including salicylic acid, a known NSAID.
In low concentrations as a flavoring agent (no more than 0.04%; it is toxic).
providing fragrance to various products and as an odor-masking agent for some organophosphate pesticides. If used excessively, it can cause stomach and kidney problems.
Attracting male orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study.
Clear plant or animal tissue samples of color, and as such is useful for microscopy and immunohistochemistry when excess pigments obscure structures or block light in the tissue being examined. This clearing generally only takes a few minutes, but the tissue must first be dehydrated in alcohol.
A mint flavoring in some kinds of chewing gum and candy, as an alternative to the more common peppermint and spearmint oils. It can also be found as a flavoring of root beer. It is also a potentially entertaining source of tri boluminescence ; when mixed with sugar and dried, it gains the tendency to build up electrical charge when crushed or rubbed. This effect can be observed by crushing wintergreen Life Savers candy in a dark room.

용도

Methyl salicylate is used in high concentrations as a rubefacient in deep heating liniments (such as Bengay) to treat joint and muscular pain. Randomised double blind trial reviews report evidence of its effectiveness that is weak, but stronger for acute pain than chronic pain, and that effectiveness may be due entirely to counter-irritation. However, in the body it metabolizes into salicylates, including salicylic acid, a known NSAID.
It is used in low concentrations as a flavoring agent (no more than 0.04 %; it is toxic). It is also used to provide fragrance to various products and as an odor-masking agent for some organophosphate pesticides . If used excessively, it can cause stomach and kidney problems.
Methyl salicylate is among the compounds that attract male orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study.

용도

Methyl salicylate occurs in the leaves ofGaultheria procumbens L. and in the barkof Betulaceae. It is produced by esterificationof salicylic acid with methanol. It is used inperfumery and as a flavoring agent.

용도

antipyretic analgesics

용도

Methyl salicylate is an organic ester that is commonly produced naturally by wintergreens. Methyl salicylate is utilize as a anti-herbivore defense system in various plants that produces it. Methyl sa licylate is also used in high concentrations as a rubefacient to treat joint, muscular pain and acute pain. Methyl slicylate is also used as a flavoring agent and often used to provide fragrance to pr oducts.

용도

Potent inhibitor of ornithine decarboxylase

용도

In perfumery; for flavoring candies, etc.

정의

ChEBI: A benzoate ester that is the methyl ester of salicylic acid.

생산 방법

Methyl acetate, a novel acyl acceptor for biodiesel production has been developed, and a comparative study on Novozym 435-catalyzed transesterification of soybean oil for biodiesel production with different acyl acceptors has been studied (Noureddini et al., 2005).

Figure 1 shows the effect of the molar ratio of methanol to sunflower oil on the methyl ester yield for catalytic (3% CaO) transesterification in supercritical methanol at 523 K.

제조 방법

Methyl salicylate can be produced by esterifying salicylic acid with methanol. Commercial methyl salicylate is now synthesized, but in the past, it was commonly distilled from the twigs of Betula lenta (sweet birch) and Gaultheria procumbens (eastern teaberry or winter green).

Composition

The leaves of wintergreen are reported to contain arbutin, caffeic acid, ericolin, ferulic acid, gaultherase, gaultheric acid, gaultherin, gentisinc acid, methyl salicylate (5445 to 7920 ppm) o-pyrocatachuic acid, p-coumaric acid, p-hydroxybenzoic acid, primverose, protocatachuic acid, syringic acid, tannic acid, tannin, tricontane and vallininc acid.

Aroma threshold values

Detection: 40 ppb

Taste threshold values

Taste characteristics at 10 ppm: sweet, salicylate and root beer with aromatic and balsamic nuances

일반 설명

Colorless yellowish or reddish liquid with odor of wintergreen.

공기와 물의 반응

Insoluble in water.

반응 프로필

Methyl Salicylate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Birch-Me is incompatible with oxidizers. Birch-Me is also incompatible with strong bases. Birch-Me may react with iron salts.

위험도

Toxic by ingestion; use in foods restrictedby FDA, lethal dose 30 cc in adults, 10 cc in chil-dren.

건강위험

Harmful if swallowed, inhaled, absorbed through skin. Vapor mist is irritating to the eyes, mucous membranes, upper respiratory tract and skin. Ingestion of relatively small amount causes severe poisoning and death. Causes nausea, vomiting, acidosis, pulmonary edema, pneumonia, convulsions and death.

건강위험

Methyl salicylate is a highly toxic compound.The toxic symptoms in humans include nausea, vomiting, gastritis, diarrhea, respiratorystimulation, labored breathing, pulmonaryedema, convulsions, and coma. Ingestion of15 to 25 mL of this compound may befatal to humans. Application of the liquidon the skin and eyes produced severe irrita tion in rabbits. Oral, subcutaneous, or der mal administration of methyl salicylate intest animals produced specific developmen tal abnormalities affecting the eyes, ears, andcentral nervous system
Toxicity of this compound is relativelymore severe in humans than in many com mon laboratory animals. The oral LD50 values in test animals were within the range800–1300 mg/kg.

화재위험

Methyl salicylate is combustible.

색상 색인 번호

This anti-inflammatory agent is found in a wide number of ointments and can induce allergic contact dermatitis.

Safety

In pure form, methyl salicylate is toxic, especially when taken internally. A single teaspoon (5ml) of methyl salicylate contains 7g of salicylate, which is equivalent to more than twenty- three 300 mg aspirin tablets. The lowest published lethal dose is 101 mg / kg body weight in adult humans , (or 7.07 grams for a 70 - kg adult). It has proven fatal to small children in doses as small as 4 ml.[6] A seventeen-year- old cross - country runner at Notre Dame Academy on Staten Island, died in April 2007, after her body absorbed methyl salicylate through excessive use of topical muscle-pain relief products.
Most instances of human toxicity due to methyl salicylate are a result of over-application of topical analgesics, especially involving children. Some people have intentionally ingested large amounts of oil of wintergreen. Salicylate, the major metabolite of methyl salicylate, may be quantitated in blood, plasma or serum to confirm a diagnosis of poisoning in hospitalized patients or to assist in an autopsy.

Safety Profile

Human poison by ingestion. Moderately toxic to humans by an unspecified route. Moderately toxic experimentally by intraperitoneal, intravenous, and subcutaneous routes. An experimental teratogen. Human systemic effects by ingestion: flaccid paralysis without anesthesia, general anesthesia, dyspnea, nausea, vomiting, and respiratory stimulation. Experimental reproductive effects. A severe skin and eye irritant. Ingestion of relatively small amounts has caused severe poisoning and death. Combustible liquid when exposed to heat or flame; can react with oxibzing materials. To fight fire, use CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

Chemical Synthesis

By esterification from natural sources; by esterification of salicylic acid with methanol

Purification Methods

Dilute the ester with Et2O, wash with saturated NaHCO3 (it may effervesce due to the presence of free acid), brine, dry MgSO4, filter, evaporate and distil it. Its solubility is 1g/1.5L of H2O. The benzoyl derivative has m 92o (b 270-280o/120mm), and the 3,5-dinitrobenzoate has m 107.5o, and the 3,5-dinitrocarbamoyl derivative has m 180-181o. [Hallas J Chem Soc 5770 1965, Beilstein 10 IV 143.]

살리실산 메틸 준비 용품 및 원자재

원자재

준비 용품


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