基本情報
- CAS
15356-60-2- 標準SMILES
CC(C)[C@H]1CC[C@H](C)C[C@@H]1O- InChIKey
NOOLISFMXDJSKH-AEJSXWLSSA-N- 分子式
- C10H20O
- 平均分子量
- 156.26 g/mol
- 単同位体質量
- 156.15141526
概要
D,l-menthol is a white crystalline solid with a peppermint odor and taste. (NTP, 1992)
名称と識別子
- 優先名称
- (+)-Menthol
- IUPAC
- (1S,2R,5S)-5-methyl-2-propan-2-ylcyclohexan-1-ol
- 現地名
- (+)-メントール
- 英語名
- (+)-MENTHOL
- 分子式
- C10H20O
- 分子量
- 156.27
名称と別名
名称をさらに表示
データベース識別子
- CAS
15356-60-2、15356-70-4、89-78-1- PubChem CID
- 165675
- DTXSID
DTXSID8029733- ChEMBL
CHEMBL2106989、CHEMBL41763- ChEBI
CHEBI:76306- UNII
- C6B1OE8P3W
- EC Number
- 239-387-8、239-388-3
- Nikkaji
- J9.252E
物性
構造計算による物性
- XLogP
- 3
- 極性表面積
- 20.2 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 1
- 回転可能結合数
- 1
- 重原子数
- 11
- 形式電荷
- 0
- 複雑度
- 120
実験および物理化学的性質
Density
0.904 at 59 °F (NTP, 1992) - Less dense than water; will float
0.901 (20 °C); 0.891 (30 °C)
Solubility
less than 1 mg/mL at 70 °F (NTP, 1992)
very soluble in alcohol and volatile oils; slightly soluble in water
(in ethanol)
Boiling Point
421 °F at 760 mmHg (NTP, 1992)
212 °C ((-)-isomer 216.5)
Vapor Pressure
1 mmHg at 133 °F approximately (NTP, 1992)
0.8 [mmHg]
物理化学的性質
- 融点
- 43 · 43-44 °C (lit.)
- 沸点
- 103 · 103-104 °C/9 mmHg (lit.)
- 比重(密度)
- 0.89 · 0.890
- 蒸気圧
- 0.8 mm · 0.8 mm Hg ( 20 °C)
- 屈折率
- 50 ° · 50 ° (C=10, EtOH)
- 闪点
- 196 °F · 196 °F
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- クロロホルム(微量)、メタノール(微量)
- 外見
- 個体
- 酸解離定数(Pka)
- 15.3 · 15.30±0.60(Predicted)
- 色
- 無色~オフホワイト オイル~低融点
- 臭い (Odor)
- メンソリック
- 水溶解度
- メタノール、クロロホルム、アルコール、水 (25°C で 456mg/L) およびエーテルに可溶。
- BRN
- 1902292 · 1902292
- Dielectric constant
- 3.2 · 3.2(Ambient)
- InChI
- 1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m0/s1
- InChIKey
- NOOLISFMXDJSKH-AEJSXWLSSA-N
- SMILES
- CC(C)[C@H]1CC[C@H](C)C[C@@H]1O
- LogP
- 3.15 at · 3.15 at 25℃
- CAS データベース
- 15356 · 15356-60-2(CAS DataBase Reference)
- EPAの化学物質情報
- 5 · Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)- (15356-60-2)
化学的性質
化学的特性(+)-MENTHOL is white low melting solid
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1451) of reports.
Warning
H315 (> 99.9%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P280, P302+P352, P321, P332+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 1451 reports by companies from 5 notifications to the ECHA C&L Inventory.
Danger
危険有害性情報
Regulatory Information
Chemical: Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-
Chemical: Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1.alpha.,2.beta.,5.alpha.)]-
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 13-10-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/12128
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety Information
IMAP assessments - Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-: Human health tier I assessment
IMAP assessments - Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1.alpha.,2.beta.,5.alpha.)]-: Human health tier I assessment
Health Hazards
SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes, mucous membranes and upper respiratory tract. Exposure may also cause hypersensitivity reactions including contact dermatitis, spasms of the glottis and collapse in young children, urticaria, flushing, headache, insomnia, unsteady gait, thick speech, tremor of the hands, mental confusion, depression, vomiting, cramp in the legs and bradycardia. Exposure to compounds of this class may cause painless blanching or erythema, possible corrosion, profuse sweating, intense thirst, nausea, diarrhea, cyanosis from methemoglobinemia, hyperactivity, stupor, blood pressure fall, hyperpnea, abdominal pain, hemolysis, convulsions, coma and pulmonary edema followed by pneumonia. If death from respiratory failure is not immediate, jaundice and oliguria or anuria may occur. These compounds occasionally cause skin sensitization.
Hazards Summary
Menthol isomers demonstrate moderate skin and mild eye irritation; Low potential for skin sensitization; Low order of toxicity in repeated-dose oral studies (no specific systemic effects); No evidence of toxicity to fertility or development, teratogenicity, or carcinogenicity; [OECD SIDS] An irritant that may cause serious eye injury; [Sigma-Aldrich MSDS] See Menthol.
Reactivity Profile
D,L-MENTHOL is incompatible with butyl chloral hydrate, camphor, phenol, chloral hydrate, Exalgine, betanaphthol, resorcinol or thymol in triturations; potassium permanganate, chromium trioxide and pyrogallol. It is also incompatible with strong oxidizers. (NTP, 1992)
Hazard Classes and Categories
Skin Irrit. 2 (> 99.9%)
Acute Tox. 4 (10.9%)
安全と保護具
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
安全データ
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- OT0700000
- ridadr
- UN1230 - class 3 - PG 2 - Methanol, solution
- hs_code
- 29061100
- risk_code
- 37/38-41
- 化審法
- (3)-2333
- hazard_code
- Xi
- safety_code
- 26-39
- Hazard Classifications
- Eye Dam. 1Skin Irrit. 2STOT SE 3
- ストレージクラス
- 11 - Combustible Solids
化学と産業
用途と製造
U.S. Production
2023: 1,000,000 - <5,000,000 lb
2023: 1,000,000 - <8,500,000 lb
Industry Uses
Odor agents
Odor agents
Household Products
Cosmetics product ingredient: Menthol (dl-menthol; l-menthol; d-menthol)
Information on 35 consumer products that contain Menthol (Racementhol) in the following categories is provided:
Use Classification
Fragrance Ingredients
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Soap, Cleaning Compound, and Toilet Preparation Manufacturing
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-rel-: ACTIVE
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2R,5S)-: ACTIVE
応用分野
説明(+)-Menthol is a monoterpene alcohol that has been found in Cannabis and has antifungal activity. It inhibits the growth of F. verticillioides (MIC = 1.5 mM). Unlike (–)-menthol, (+)-menthol does not exhibit analgesia, antibacterial, anticancer, or cholinesterase inhibitory activities.
使用(+)-MENTHOL is used for oral gel patch or film containing herb extracts or Chinese medicine, fruit extract, spearmint, and menthol for smoking cessation.
一般的な説明(1S,2R,5S)-(+)-menthol is a chiral secondary alcohol. Its alcohol group can be protected as 2-tetrahydrofuranyl ether by reacting with bromotrichloromethane and tetrahydrofuran.
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