Basic information
- CAS
21862-63-5- Standard SMILES
CC(C)(C)C1CCC(O)CC1- InChIKey
CCOQPGVQAWPUPE-UHFFFAOYSA-N- Molecular formula
- C10H20O
- Average molar mass
- 156.26 g/mol
- Monoisotopic mass
- 156.15141526
Overview
a TRPV1 channel antagonist for treating sensitive skin; structure in first source
Names & identifiers
- Preferred name
- 4-tert-Butylcyclohexanol
- IUPAC
- 4-tert-butylcyclohexan-1-ol
- English name
- 4-tert-Butylcyclohexanol
- Molecular formula
- C10H20O
- Molecular weight
- 156.27
Names & synonyms
Show more names
Database identifiers
- CAS
21862-63-5、937-05-3、98-52-2- PubChem CID
- 7391
- DTXSID
DTXSID5026623- ChEMBL
CHEMBL1886723- UNII
- F5FZ4Y0UMG、L5067JRJ73
- EC Number
- 202-676-4、213-321-8
- Nikkaji
- J151.003G、J151.004E、J23.542C
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 115
Experimental & physicochemical properties
Physical Description
Dry Powder; CBI; Liquid
White powder; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 62 · 62-70 °C(lit.)
- Boiling point
- 110 · 110-115 °C15 mm Hg(lit.)
- Density
- 2.591 · 2.591
- vapor pressure
- 6 · 6-201.38Pa at 25-65℃
- refractive index
- 1.447 · 1.447
- Flash point
- 221 °F · 221 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- form
- Powder or Granules
- pka
- 15.32 · 15.32±0.40(Predicted)
- color
- White
- Odor
- 100 % · at 100.00 %. woody musty patchouli camphor mint leather
- Odor Type
- woody
- Water Solubility
- 1 g/L · <1 g/L (20 ºC)
- BRN
- 1902277 · 1902277
- Cosmetics Ingredients Functions
- PERFUMINGFRAGRANCE
- InChI
- 1S/C10H20O/c1-10(2,3)8-4-6-9(11)7-5-8/h8-9,11H,4-7H2,1-3H3
- InChIKey
- CCOQPGVQAWPUPE-UHFFFAOYSA-N
- SMILES
- CC(C)(C)C1CCC(O)CC1
- LogP
- 3.23 at · 3.23 at 20℃
- CAS DataBase Reference
- 98 · 98-52-2(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 0 H1405S9C · K0H1405S9C
- NIST Chemistry Reference
- 4 · Cyclohexanol, 4-(1,1-dimethylethyl)-(98-52-2)
- EPA Substance Registry System
- 4 · Cyclohexanol, 4-(1,1-dimethylethyl)- (98-52-2)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319
- Precautionary statements
- 264 · P264-P280-P305+P351+P338-P337+P313P
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Risk Statements
- 23 · 23/25-33-50/53
- Safety Statements
- 24 · 24/25-61-60-45-28-20/21
- RIDADR
- 3256 · 3256
- WGK Germany
- 1 · 1
- RTECS
- 8750000 · GV8750000
- TSCA
- TSCA listed
- HS Code
- 29061900 · 29061900
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 · Eye Irrit. 2
- Toxicity
- 50 in · The acute oral LD50 in rats was reported as 4-2 g/kg (3-62-4-87 g/kg)(Denine, 1973). The acute dermal LD50 in rabbits was reported as > 5 g/kg (Denine, 1973).
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 13.5% (240 of 1779) of reports.
Warning
H319 (86.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
Aggregated GHS information provided per 1779 reports by companies from 3 notifications to the ECHA C&L Inventory.
Warning
Hazard information
Regulatory Information
Chemical: Cyclohexanol, 4-(1,1-dimethylethyl)-
Regulation (EC) No 1107/2009 (amended)
Cyclohexanol, 4-(1,1-dimethylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexanol, 4-(1,1-dimethylethyl)- 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: 07-11-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/22363
Cyclohexanol, 4-(1,1-dimethylethyl)-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Eye Irrit. 2 (86.5%)
Skin Irrit. 2 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- GV8750000
- ridadr
- 3256
- hs_code
- 29061900
- Toxicity
- The acute oral LD50 in rats was reported as 4-2 g/kg (3-62-4-87 g/kg)(Denine, 1973). The acute dermal LD50 in rabbits was reported as > 5 g/kg (Denine, 1973).
- risk_code
- 23/25-33-50/53
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25-61-60-45-28-20/21
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H319
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Uses & manufacturing
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
Cyclohexanol, 4-(1,1-dimethylethyl)-: ACTIVE
Cyclohexanol, 4-(1,1-dimethylethyl)-, cis-: ACTIVE
Applications
OccurrenceHas apparently not been reported to occur in nature.
Uses4-tert-Butylcyclohexanol (mixture of cis and trans) can be used as a reactant to synthesize tris(4,4′-di-tert-butyl-2,2′-bipyridine)(trans-4-tert-butylcyclohexanolato)deca-μ-oxido-heptaoxidoheptavanadium oxide cluster complex by reacting with [V8O20(C18H24N2)4]. It can also be used as a reactant in competitive Oppenauer oxidation experiments in the presence of zeolite BEA as a stereoselective catalyst. Only cis-isomer is selectively converted to the corresponding ketone, whereas trans-isomer remains unchanged.
General Description4-tert-Butylcyclohexanol is a soothing molecule whose special feature is to instantly decrease stinging and burning sensations. According to the manufacturer's impressive numbers, it can reduce stinging up to 78% and burning sensation by up to 80% after just 3 minutes.It is so effective because it works at a cellular level via intercepting the signals caused by the irritation before they can reach the neuro-receptor. This means that we feel stinging and burning sensations much less and the skin's tolerance threshold is increased.The effectiveness of SymSitive was also backed up by a comparative study. It found that both 4‐t‐Butylcyclohexanol and fellow cell-communicating, soothing molecule acetyl dipeptide‐1 cetyl ester works, but 4‐t‐Butylcyclohexanol works better.
Preparation methods
PreparationFrom 4-terf-butylphenol by hydrogenation(Arctander, 1969).
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers52 total
Related reactions
Compound notes
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