L(-)-Menthol L-薄荷醇

CAS 2216-51-5 MFCD00062979

化学结构图

2216-51-5
SMILES: CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O

化学属性

Mol. FormulaC10H20O
Mol. Weight156.27
Melting Point41-44°C
Density0.89
Flash Point93°(199°F)
TSCAYes
Boiling Point215.4°C at 760 mmHg
Vapor Pressure0.8 mmHg ( 20 °C)
Refractive index1.46
SolubilitySoluble in water (0.46 mg/ml at 25 °C), 100% ethanol, methanol (100 mg/ml), ether, and chloroform.
Appearance D 15 =0.890,熔点41~43℃,沸点216℃,111℃(2.67kPa),比旋光度α =-49.3°,折射率n 无色针状结晶,具有清凉的薄荷香气。相对密度d 20 50 3.3g/kg,ADI0~0.2mg/kg(FAO/WHO,1994)。 =1.4609。溶于乙醇、丙酮、乙醚、氯仿和苯等有机溶剂,微溶于水。化学性质比较稳定,能与蒸汽一同挥发。大白鼠经口LD

别名和识别编码

Chemical NameL(-)-Menthol
Synonym (-)-Menthol {LY} (-)-Menthol {} {LY} (-)-Menthol {} {} {LY} (-)-Menthol {} {} {} {LY} (-)-Menthol {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {} {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (-)-Menthol {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
MDL NumberMFCD00062979
Beilstein Registry Number1902293
CAS Number2216-51-5
EC Number218-690-9
PubChem Substance ID16666
Reaxys-RN1902293
Merck Number5837
Chemical Name TranslationL-薄荷醇
Wiswesser Line NotationL6TJ AY1&1 DQ D1 -L
LabNetwork Molecule IDLN00236089
InChIInChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1
Canonical SMILESO[C@H]1[C@H](C(C)C)CC[C@@H](C)C1
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分类

  • {SNA} Analytical Standards, Analytical/Chromatography, Chromatography, Coriander, Food & Beverage Standards, Fruits, Herbs & Spices, M-R, Pear, Peppermint, Pharmaceutical Secondary Standards, Pharmaceutical Standards, Spearmint, 按字母排序, 食品饮料类产品, 香精香料
  • {SNA} Additional Standards, Alcohols, Aliphatic, Alphabetical Index of Phytochemical Standards, Analytical Standards, Chemical Class, Chromatography, I - M, Isoprenoids, Life Sciences Standards,
  • {SNA} A

产品应用

  • A cooling agent that strongly activates TRPM8.

相关文献及参考

  • One recrystallization gives the pure enantiomer.
  • The L-menthyl ester of succinic acid has been used in a chiral synthesis of (1S,2S)-cyclopropanedicarboxylic acid: Org. Synth. Coll., 8, 141 (1993):
  • Merck:14,5837 Beilstein:6,28
  • Merck:14,5837

安全信息

GHS Symbol
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。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • 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。
  • P302+P350
  • P302+P352
  • P302+P352+P332+P313+P362+P364
  • P304+P340
  • P304+P340+P312
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • 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
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H303 May be harmfully swallowed 吞食可能有害
  • H315 Causes skin irritation 会刺激皮肤
  • H318 Causes serious eye damage 严重伤害眼睛
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
WGK Germany1
Signal word Danger
Hazard Codes Xi
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
RTECSOT0700000
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 Wear suitable protective clothing 穿戴适当的防护服;
  • 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;
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护;
  • S39 Wear eye/face protection 戴眼睛/面孔保护装置;
  • 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
  • R37/38 Irritating to respiratory system and skin 对呼吸系统和皮肤有刺激性
  • R41 Risk of serious damage to eyes 有严重损伤眼睛的危险
Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at r
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - cat
DOSE/DURATION           : 800 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   FAONAU FAO Nutrition Meetings Report Series.  (Rome, Italy)  No.?-57,
   1948-77.  Discontinued.  Volume(issue)/page/year: 44A,58,1967

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Mammal - cat
DOSE/DURATION           : 800 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   FAONAU FAO Nutrition Meetings Report Series.  (Rome, Italy)  No.?-57,
   1948-77.  Discontinued.  Volume(issue)/page/year: 44A,58,1967

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : >5 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   FCTXAV Food and Cosmetics Toxicology.  (London, UK)  V.1-19, 1963-81.  For
   publisher information, see FCTOD7.  Volume(issue)/page/year: 14,471,1976

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 700 mg/kg
TOXIC EFFECTS :
   Behavioral - general anesthetic
   Behavioral - altered sleep time (including change in righting reflex)
   Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
   JPPMAB Journal of Pharmacy and Pharmacology.  (Pharmaceutical Soc. of Great
   Britain, 1 Lambeth High St., London SEI 7JN, UK)  V.1-    1949-
   Volume(issue)/page/year: 35,110,1983

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF

TYPE OF TEST            : DNA repair
TEST SYSTEM             : Bacteria - Bacillus subtilis
DOSE/DURATION           : 10 mg/disc
REFERENCE :
   OIGZDE Osaka-shi Igakkai Zasshi.  Journal of Osaka City Medical Association.
    (Osaka-shi Igakkai, c/o Osaka-shiritsu Daigaku Igakubu, 1-4-54 Asahi-cho,
   Abeno-ku, Osaka, 545, Japan) V.24-    1975- Volume(issue)/page/year:
   34,267,1985

其他信息

  • 方法三:薄荷醇可由天然薄荷原油提纯也可用合成法制取。唇形科植物薄荷的地上部分(茎、枝、叶和花序)经水蒸气蒸馏所得的精油称薄荷原油,得油率为0.5-0.6。合成薄合脑的方法有多种。1.从香茅醛中制造 利用香茅醛易环化成异胡薄荷醇的性质,将右旋香茅醛用酸催化剂(如硅胶)环化成左旋异胡薄荷醇,分出左旋异胡薄荷醇,氢化生成左旋薄荷。其立体导师构体经热裂解可部分地遭到转变成右旋香茅醛,再循环使用。2.从百里酚中制造 在间甲酚铝存在,对间甲酚进行烷基化反应生成百里酚。经催化加氢得所有四对薄荷醇立体异构体(即消旋薄荷醇、消旋新薄荷醇、消旋异薄荷醇和消旋新异薄荷醇)。将其进行蒸馏,取消旋薄荷醇馏分,制造酯后反复重结晶,进行异构体的分离和光学拆分。分离出来的左旋薄荷醇酯,经皂化后得薄荷脑。
  • 方法二:l-型由天然薄荷原油经冷却、结晶、分离而得。薄荷油含脑50%~60%,冷却至15℃,薄荷脑即结晶析出,离心分离,油液再冷至5℃,又得薄荷脑,再冷至-10℃,又得薄荷脑,三次可提去50%的薄荷脑(仍残有约50%薄荷脑)。 可从l-薄荷酮制l-薄荷脑。用上法所得残油,在减压下蒸去萜类(约20%~25%),余下的用96%乙醇溶解,再用
  • Acros Organics:L-薄荷醇 L(-)-Menthol, 99.70%(2216-51-5)
  • {Chem
  • 比旋光度:-51 ° (589nm, c=10, EtOH)
  • 蒸气压:0.8 mm Hg ( 20 °C)
  • 上游原料:间甲酚 --> 石油原油 --> 香茅醛 --> 百里酚 --> 薄荷油 --> 薄荷 --> 薄荷脑 --> 异胡薄荷醇 --> 5-甲基-2-(1-甲乙基)环已硐 --> 新薄荷醇
  • 微溶于水,溶于乙醇 、乙醚 、丙酮、氯仿、苯。薄荷醇氢化生成对烷。
  • 用途一:薄荷脑是我国规定允许使用的食用香料,主要用于牙膏、糖果、饮料的加香。用量按正常生产需要,一般在口香糖中1100mg/kg;糖果中400mg/kg;烘烤食品中130mg/kg;冰淇淋中68mg/kg;软饮料中35mg/kg。
  • Sigma Aldrich:2216-51-5(sigmaaldrich)
  • 用途二:GB 2760-1996规定天然薄简脑为允许使用的食用香料。GB 2760—2001规定dl型薄膜脑亦为允许使用的食品用香料。供配制薄荷型香料(可占10%~18%),亦可用于糖果(薄荷糖、胶姆糖)、饮料、冰淇淋等(用量0.054%~0.1%)。
  • TCI Shanghai:(-)-薄荷醇 (-)-Menthol,>;99.0%(GC)(2216-51-5)
  • 参考质量标准:GB 3862-1983 比旋光度α D 20 -50°~-49° 溶解度(25
  • 图谱信息:L-薄荷醇(2216-51-5)红外图谱(IR3) L-薄荷醇(2216-51-5)核磁图( 13 CNMR) L-薄荷醇(221
  • 海关编码:29061100
  • 用途三:薄荷脑和消旋薄荷脑均可用作牙膏、香水、饮料和糖果等的赋香剂。在医药上用作刺激药,作用于皮肤或粘膜,有清凉止痒作用;内服可作为驱风药,用于头痛及鼻、咽、喉炎症等。其酯用于香料和药物。在世界上,我国和巴西是主要的天然薄荷生产国,薄荷油的年产量均达到20
  • 方法一:薄荷脑天然存在于薄荷油中,含量高达80%,工业上可以从薄荷油中单离出薄荷脑。将薄荷原油冷冻至一20℃,分离出结晶粗薄荷脑;将母液进一步冷冻至-40℃,还可分离得到一部分粗薄荷脑。粗薄荷脑经加热熔化,减压脱去水分,并趁热过滤。冷却至0℃左右,静置7~9d,分离得结晶,42℃烘干24h,晾至室温即为成品。
  • 下游产品:(1R,2R)-双[(2-甲氧基苯基)苯基磷]乙烷 --> (-)—孟氧基乙酸
  • L-薄荷醇价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 69038660 薄荷脑 200g 150元 2011/04/16 M0545 (-)-薄荷醇 (-)-Menthol 25G 158元 2011/04/16 M0545 (-)-薄荷醇 (-)-Menthol 500G 1160元

系列性分类


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