5-Isopropyl-2-Methylphenol 5-异丙基-2-甲苯酚

CAS 499-75-2 MFCD00002236

化学结构图

499-75-2
SMILES: Cc1ccc(C(C)C)cc1O

化学属性

Mol. FormulaC10H14O
Mol. Weight150.22
Refractive index1.5230 to 1.5250
Boiling Point237.2 °C at 760 mmHg
Density0.976
Melting Point3-4°C
Flash Point100°C(lit.)
Appearance 无色至淡黄色稍具稠粘性的油液。置空气和光中,色泽变深。呈辛香、凉香、药草香,具有似百里香酚的气味。沸点238℃,熔点0.5~1℃,闪点100℃。溶于乙醇、乙醚、丙二醇和碱,不溶于水。混溶于油类。 天然品存在于百里香油(约70%)、牛至油(约80%)及甘牛至油等中。
SolubilityInsoluble

别名和识别编码

Chemical Name5-Isopropyl-2-Methylphenol
Synonym Carvacrol {LY} Carvacrol {} {LY} Carvacrol {} {} {LY} Carvacrol {} {} {} {LY} Carvacrol {} {} {} {} {LY} Carvacrol {} {} {} {} {} {LY} Carvacrol {} {} {} {} {} {} {LY} Carvacrol {} {} {} {} {} {} {} {LY} Carvacrol {} {} {} {} {} {} {} {} {LY} Carvacrol {} {} {} {} {} {} {} {} {} {LY} Carvacrol {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {LY} Carvacrol {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {LY} Carvacrol {} {} {} {} {} {} {} {} {} {} {} {} {LY} Carvacrol {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Carvacrol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Carvacrol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Carvacrol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Carvacrol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {}
CAS Number499-75-2
PubChem Substance ID10364
EC Number207-889-6
Beilstein Registry Number1860514
MDL NumberMFCD00002236
Chemical Name Translation5-异丙基-2-甲苯酚
Reaxys-RN1860514
Merck Number1872
Wiswesser Line NotationQR B1 EY1&1
LabNetwork Molecule IDLN00238521
InChIInChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3
Canonical SMILESOC1=CC(C(C)C)=CC=C1C
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分类

  • {SNA} A - D,
  • {Chemicalbook} 食品添加剂: 食用香料(增香剂): 天然等同香料和人造香料
  • {
  • {SNA} A - D, A-F, Alcoholic & Nonalcoholic Beverages, All Alphabetically Sorted, Alphabetical, Analytical Standards, Analytical/Chromatography,
  • {SNA} A-D, Alphabetical Listings, C-D, Certified Food Grade Products, Certified Natural Products, Flavors and Fragrances, Kosher Certified Products
  • {SNA} A - D, A-D, Alphabetical Listings, C-D, Certified Food Grade Products, Flavors and Fragrances, Follows IFRA Guidelines, Halal Certified Products, Kosher Certified Products
  • {SNA} A - D, A-D,

产品应用

  • 用于配制香精,也用作杀菌剂和消毒剂。

相关文献及参考

  • Merck 14 ,1872
  • Merck: 14,1872 Beilstein:6(3)1885
  • [1]. Khan F, et al. Carvacrol Induced Program Cell Death and Cell Cycle Arrest in Androgen-Independent Human Prostate Cancer Cells via Inhibition of Notch Signaling. Anticancer Agents Med Chem. 2019 Jul 31.

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H315 Causes skin irritation 会刺激皮肤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H318 Causes serious eye damage 严重伤害眼睛
  • 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 8 C
RTECSFI1225000
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。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • 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。
  • P301+
  • P301+P312
  • P301+P312+P330
  • P302+P350
  • P302+P352
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P333+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
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Safety Statements
  • 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;
  • S36/37/39 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;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R34 Causes burns 会导致灼伤
Packing GroupIII
Hazard Class8
UN Number 3265
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Amphibian - frog
DOSE/DURATION           : 75 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   HBTXAC "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co.,
   1956-59  Volume(issue)/page/year: 5,46,1959

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 810 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Behavioral - convulsions or effect on seizure threshold
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            : LD50 - Lethal dose, 50 percent k

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - cat
DOSE/DURATION           : 100 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   HBTXAC "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co.,
   1956-59  Volume(issue)/page/year: 5,46,1959

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 80 mg/kg
TOXIC EFFECTS :
   Behavioral - sleep
REFERENCE :
   JMCMAR Journal of Medicinal Chemistry.  (American Chemical Soc.,
   Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC
   20037)  V.6-    1963-  Volume(issue)/page

Storage condition 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 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {

其他信息

  • 参考质量标准:FCC,1996 含量 ≥98.0% 折射率(n D 20 ) 1.521~1.526 相对密度(d 25 25 ) 0.974~0.9
  • 上游原料:天然精油 --> 百里酚
  • 食品添加剂最大允许使用量最大允许残留量标准:添加剂中文名称 允许使用该种添加剂的食品中文名称 添加剂功能 最大允许使用量(g/kg) 最大允许残留量(g/kg) 香芹酚 食品 食品用香料 用于配制香精的各香料成分不得超过在GB 2760中的最大允许使用量和最大允许残留量
  • 有百里酚的气味,溶于乙醇、乙醚、碱溶液,不溶于水。
  • 用途二:香料。主要供配制莳萝、丁子香、费蒿、肉、薄荷、香草香精等用。
  • 化学性质:将对异丙基甲苯用硫酸磺化,生成对异丙基甲苯-2-磺酸,然后再经碱熔处理便获得香芹酚。 图2为对异丙基甲苯制备香芹酚 香芹酚与氢氧化钾共熔融得2-羟基-4-异丙基苯甲酸,与五氯化磷反应得2-氯-1-甲基-4-异丙基苯,在乙酸中与1mol溴反应得4-溴香芹酚,与2mol溴反应则生成4,6-二溴香芹酚;若与溴和金属铝一起作用则得到四溴邻甲苯酚。易溶于浓硫酸生成2-甲基-5-异丙基苯酚-4-磺酸。在氢氧化钠水溶液中与甲醛反应得到香芹酚亭醇: 图3为香芹酚与甲醛反
  • {Chemi
  • 含量分析:按GT-10-4用非极性柱方法测定。
  • 注意事项:注意:勿与强碱性药物、各类助
  • 刺激数据:皮肤-兔 500 毫克/24小时 重度
  • {Ch
  • 参考质量标准:FCC,1996 含量 ≥98.0% 折射率(n D 20 ) 1.521~1.526 相对密度(d 25 25 ) 0.974~0.980 醇中溶解度 lml溶于4mL 60%乙醇,澄明
  • 毒性:GRAS(FEMA)。 LD 50 810mg/kg(大鼠,经口)。
  • 化学性质:将对异丙基甲苯用硫酸磺化,生成对异丙基甲苯-2-磺酸,然后再经碱熔处理便获得香芹酚。 图2为对异丙基甲苯制备香芹酚 香芹酚与氢氧化钾共熔融得2-羟基-4-异丙基苯甲酸,与五氯化磷反应得2-氯-1-甲基-4-异丙基苯,在乙酸中
  • Acros Organics:香荆介酚(
  • TCI Shanghai:香芹酚 Carvacrol,>;95.0%(GC)(499-75-2)
  • 储运特性:库房低温通风干燥; 防明火, 高温, 与氧化剂分开存放
  • 使用限量:FEMA(mg/kg):软
  • Sigma Aldrich:499-75-2(sigmaa
  • 灭火剂:雾水,二氧化碳, 泡沫, 干粉
  • 香精香料:香芹酚是百里香酚的同分异构体,香气与百里香酚类似,故又称为异百里香酚。香芹酚天然存在于百里香油等精油中,尤以西班牙产的百里香油里香芹酚的含量较高。 香芹酚主要用于配制莳萝、丁子香、薄荷和香草等香精,用于牙膏、牙粉、口腔用品、爽身粉、香皂及日用工业品。医药上用作局部麻醉药,此外香芹酚可杀死细菌及肠内寄生虫,可用作消毒剂和杀菌剂。根据有关资料报道,香芹酚的急性毒性数据:口服LD50810mg/ kg(大鼠),皮试LD50>5g/kg(兔子)。 百里香别名麝香草。产地东北、河北、内蒙古、甘肃、青海和新疆等省区。成分:百里香全草含挥发油约0.15~0.5%(油中主要为香芹酚、对伞花烃、百里香酚)、苦味质、鞣质。叶含游离的齐墩果酸、乌索酸、咖啡酸等。百里香不但可入药保健,可作调料,而且也是加工食品的上乘天然保健原料。进入20世纪80年代以来,百里香之类的草药食品倍受欢迎。有关研究表明,百里香所含挥发油除可调味、祛病之外,还具有防腐、抑菌等功用。因此以其作为食品原料可使食者受益良多。正因为如此,在欧洲的药茶中也自然少不了百里香。如一种具有止咳和防治支气管炎效果的药茶原料中即有10%的百里香叶。 图1为百里香植物图片 以上信息由Chemicalbook佳易编辑整理。
  • 毒性分级:中毒
  • 类别:农药
  • Acros Organics:香荆介酚(2-甲基-5-异丙基苯酚) 5-Iso

系列性分类