Eugenol, 98% 丁香酚

CAS 97-53-0 MFCD00008654

化学结构图

97-53-0
SMILES: C=CCc1ccc(O)c(OC)c1

化学属性

Mol. FormulaC10H12O2
Mol. Weight164.20
Refractive index1.5380 to 1.5420
Boiling Point255.0±0.0°C at 760 mmHg
Density1.067
Melting Point-12--10°C
Flash Point127°C(lit.)
TSCAYes
SolubilitySoluble in 100% ethanol, ether, oils, 70% alcohol, glacial acetic acid, chloroform, and aqueous sodium hydroxide. Insoluble in water.
Stability对空气和光线敏感
Appearance 无色至淡黄色微稠厚液体。沸点250-255℃,相对密度1.064-1.068,折射率1.540-1.542,闪点>;104℃,溶于2体积60%乙醇与油类。有干甜的花香和辛香。有香石竹气息,又似丁香油香气。气势较强,透发有力,尚持久,有温辛香味口味。

别名和识别编码

Chemical NameEugenol, 98%
Synonym Eugenol {LY} Eugenol {} {LY} Eugenol {} {} {LY} Eugenol {} {} {} {LY} Eugenol {} {} {} {} {LY} Eugenol {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Eugenol {} {} {} {} {} {} {} {} {} {} {
CAS Number97-53-0
PubChem Substance ID3314
EC Number202-589-1
Beilstein Registry Number1366759
MDL NumberMFCD00008654
Reaxys-RN1366759
Merck Number3898
Chemical Name Translation丁香酚
Wiswesser Line Notation1U2R DQ CO1
LabNetwork Molecule IDLN00219839
InChIInChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3
Canonical SMILESOC1=CC=C(CC=C)C=C1OC
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分类

  • {SNA} Alphabetical Listings, Bioactive Small Molecules, Certified Food Grade Products, E, E-F, E-G, E-H, Flavors and Fragrances, Halal Certified Products, Kosher Certified Products, 细胞生物学
  • {SNA} Analytical Standards, Phenylpropanes, Phyto Primary Pharmaceutical Reference Standards, Phytochemical Standards, 分析/色谱
  • {SNA} A-F, All Alphabetically Sorted, All alphabetically sorted, Alphabetical,
  • {SNA} Alphabetical Listings, Bioactive Small Molecules, Cell Biology, Certified Food Grade Products, E, E-F,
  • {SNA} Analytical Standards,
  • {
  • {SNA} Antioxidant and Free Radical Scavengers,
  • {SNA} Alph

产品应用

  • An antifungal antimicrobial agonist of the TRPV1 receptor.

相关文献及参考

  • [2]. Reddy AC, et al. Studies on the inhibitory effects of curcumin and eugenol on the formation of reactive oxygenspecies and the oxidation of ferrous iron. Mol Cell Biochem. 1994 Aug 17;137(1):1-8.
  • [3]. Garabadu D, et al. Protective effect of eugenol against restraint stress-induced gastrointestinal dysfunction: Potential use in irritable bowel syndrome. Pharm Biol. 2015 Jul;53(7):968-74.
  • [4]. Sharma JN, et al. Suppressive effects of eugenol and ginger oil on arthritic rats. Pharmacology. 1994 Nov;49(5):314-8.
  • Merck: 14,3898
  • Merck: 14,3898 Beilstein:6(4)6337
  • Short: II/27B
  • Short: III/38B
  • [1]. Pessoa LM, et al. Anthelmintic activity of essential oil of Ocimum gratissimum Linn. and eugenol against Haemonchus contortus. Vet Paras
  • [1]. Pessoa LM, et al. Anthelmintic activity of essential oil of Ocimum gratissimum Linn. and eugenol against Haemonchus contortus. Vet Parasitol. 2002 Oct 16;109(1-2):59-63.

安全信息

GHS Symbol
WGK Germany1
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H315 Causes skin irritation 会刺激皮肤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled 吸入可能导致过敏或哮喘症状或呼吸困难
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H319 Causes serious eye irritation 严重刺激眼睛
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard Codes Xn Xi
RTECSSJ4375000
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P301+P312+P330
  • P302+P350
  • P302+P352+P333+P313+P362+P364
  • P305+P351+P338
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger Warning
Safety Statements
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾;
  • S24 Avoid contact with skin 避免皮肤接触;
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S37 Wear suitable gloves 戴适当手套;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
  • R42/43
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
Storage condition 2-8°C {LY} 2-8°C Air Sensitive {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 37080 mg/kg/2Y-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Liver - tumors
REFERENCE :
   NTPTR* National Toxicology Program Technical Report Series.  (Research
   Triangle Park, NC 27709) No.206-  Volume(issue)/page/year: NTP-TR-223,1983

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 5 gm/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
   Behavioral - muscle weakness
   Kidney, Ureter, Bladder - other changes
REFERENCE :
   RMSRA6 Revue Medicale de la Suisse Romande.  (Societe Medicale de La Suisse
   Romande, 2 rue Bellefontaine, 1003 Lausanne, Switzerland)  V.1-    1881-
   Volume(issue)/page/year: 16,449,1896

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 2130 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
REFERENCE :
   FCTXAV Food and Cosmetics Toxicology.  (London, UK)  V.1-19, 1963-81.  For
   publisher information, see FCTOD7.  Volume(issue)/page/year: 2,327,1964

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 500 mg/kg
TOXIC EFFECTS :
   Behavioral - ataxia
   Gastrointestinal - nausea or vomiting
REFERENCE :
   GASTAB Gastroenterology.  (Academic Press, Inc., 1 E. First St., Duluth, MN
   55802)  V.1-    1943-  Volume(issue)/page/year: 15,481,1950

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intratracheal
SPECIES OBSERVED        : Rodent - hamster
DOSE/DURATION           : 17 mg/kg
TOXIC EFFECTS :
   Lungs, Thorax, or Respiration - structural or functional change in trachea
   or bronchi
   Lungs, Thorax, or Respiration - acute pulmonary edema
   Lungs, Thorax, or Respiration - chronic pulmonary edema
REFERENCE :
   ARTODN Archives of Toxicology.  (Springer-Verlag, Heidelberger Pl. 3, D-1000
   Berlin 33, Fed. Rep. Ger.)  V.32-    1974-  Volume(issue)/pag

TYPE OF TEST            : Morphological transformation
TEST SYSTEM             : Rodent - hamster Embryo
DOSE/DURATION           : 3 ppm
REFERENCE :
   SHIGAZ Shigaku.  Ondotology.  (Nippon Shika Daigaku Shigakkai, 1-9-20
   Fujimi, Chiyodaku, Tokyo 102, Japan)  V.38-    1949-
   Volume(issue)/page/year: 74,1365,1987

TYPE OF TEST            : Micronucleus test
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 296 mg/kg/24H
REFERENCE :
   JOPHBO Journal of Oral Pathology.  (Munksgaard International Pub., POB 2148,
   DK-1016 Copenhagen K, Denmark)  V.1-    1972- Volume(issue)/page/year:
   15,450,1986

TYPE OF TEST            : Gene conversion and mitotic recombination
TEST SYSTEM             : Yeast - Saccharomyces cerevisiae
DOSE/DURATION           : 2270 umol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 224,427,1989

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 21300 ug/L
REFERENCE :
   SCIEAS Science.  (American Assoc. for the Advancement of Science, 1333 H
   St., NW, Washington, DC 20005)  V.1-    1895-  Volume(issue)/page/year:
   236,933,1987

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 300 mg/L
REFERENCE :
   EMMUEG Environmental and Molecular Mutagenesis.  (Alan R. Liss, Inc., 41 E.
   11th St., New York, NY 10003)  V.10-    1987-  Volume(issue)/page/year:
   10(Suppl 10),1,1987

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 400 mg/L
REFERENCE :
   CALEDQ Cancer Letters (Shannon,

TYPE OF TEST

其他信息

  • 所属类别二:食品添加剂: 食用香料(增香剂): 天然等同香料和人造香
  • 上游原料:碳酸钾 --> 二氧化碳 --> 醋酸钠 --> 丙烯酰氯 --> 芳樟醇 --> 愈创木酚 --> 3-溴丙烯 --> 天然精油 --> 丁香油 --> 无水丙
  • 丁香酚价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30088724 丁香油酚;丁子香酚;丁香酚;丁子香酸;4-烯丙基-2-甲氧基苯酚 25ml 15元 2011/04/16 A0232 丁香酚 Eugenol 25ML 196元 2011/04/16 A0232 丁香酚 Eugenol 500ML 1000元
  • 异丁香酚:异丁香酚天然存在于依兰依兰油、晚香玉油、长寿花油以及白菖油等精油中。 异丁香酚有花香和丁香香气。它有两种异构体。反式异构体的熔点为33~34℃,沸点140℃/1.6kPa,118℃/670Pa;顺式异构体为液体,沸点115℃/670Pa,98℃/130Pa。 商品异丁香酚为顺反异构体之混合物,以反式异构体居多,反式体与顺式体的大约比例为85:15,凝固点约12℃。 根据RIFM提供的资料,异丁香酚的急性毒性数据: 口服LD501.56 g/kg(大鼠),1.41g/kg(豚鼠)。顺式异丁香酚对小鼠的腹腔LD50为0.365 g/kg,而反式体为0.54g/kg。顺式和反式体不引起死亡的最高剂量分别是0.10g/kg和0.20g/kg,引起所有动物死亡的最低剂量分别为 0.60g/kg和0.80g/kg。 异丁香酚可广泛用于化妆品和皂用香精以及食用香精配方中。但由于它在浓度高时有过敏作用,所以IFRA规定它在香精配方中的最高浓度为1%,在消费品中用量不得超过0.2%,在与皮肤不接触的消费品中用量不得超过0.5%。 参考资料:刘树文 编著.合成香料技术手册.北京:中国轻工业出版社.2000.第111-113页。
  • 方法二:丁香酚天然存在于多种精油中,尤以丁香油(含80%)、月桂叶油(含80%)、丁香罗勒油(含60%)含量为最多,在樟脑油、金合欢油、紫罗兰油、依兰油中均有存在。工业上可以从天然精油中单离,也可由化学合成而得。但化学合成法产生的同分异构体,沸点非常接近而分离极为困难,目前以单离法为主。 天然精油单离法 以多年生亚灌木丁香罗勒为原料,经水蒸气蒸馏得精油和水的混合物。油水混合物中加入20%的氢氧化钠,再进行水蒸气蒸馏除去非酸性物质。在50℃下将所得丁香酚钠溶液加入30%的硫酸搅拌中和至Ph=2~3(水层)。静置后分出下层粗丁香油,经减压蒸馏得丁香酚成品。 化学合成法 将烯丙基溴、邻甲氧基苯酚、无水丙酮和无水碳酸钾加入反应釜中,加热回流数小时。冷却后加水稀释,然后用乙醚提取。提取物用10%的氢氧化钠洗涤,再用无水碳酸钾干燥。常压蒸馏回收乙醚、丙酮后进行减压蒸馏,收集110~113℃(1600Pa)的馏分,即为邻甲氧基苯基烯丙醚。将其煮沸回流1h后冷却,所得油状物用乙醚溶解,再用Lo%的氢氧化钠溶液提取,提取液经盐酸酸化后乙醚萃取。萃取液用无水硫酸钠干燥,常压蒸馏回收乙醚后即得丁香粉成品。也可由邻甲氧基苯酚与烯丙基氯在金属铜的催化和100℃下一步反应得到成品。
  • 参考质量标准:QB 1509—1992 一级 二级 色状 微黄色至黄色液体,色泽不超过5号色标 香气 具有丁香型香气 折射率n D 20 1.540~1.542 1.5385~1.5420 相对密度d 25 25 1.0640~1.070 1.0580—1.0680 含酚量(容量法)/% 100 98 溶解度 1mL样品溶于2mL70%的乙醇 沸程(%),250~255℃ ≥95 245~255℃ ≥95 砷(以As计)/% ≤0.0003 重金属(以Pb计)/% ≤0.001
  • 用途二:丁香酚是我国规定允许使用的食用香料,主要用于配制薄荷、坚果、辛香型食品香精和烟用香精,用量按正常生产需要,在肉类中使用量为40~2000mg/kg;胶姆糖中500mg/kg;调味品中9.6~100mg/kg;烘烤食品中33mg/kg;糖果中32mg/kg;冷饮中3.1mg/kg;软饮料中1.4mg/kg;布丁类中0.6mg/kg。此外,丁香酚具有防腐作用和很强的杀菌力。
  • Acros Organics:丁香酚 Eugenol, 99%(97-53-0)
  • 海关编码:29095090

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