5665-94-1

Basic information

• Product Name: LABOTEST-BB LT00233115
• Synonyms: 4-chlorocarvacrol (-OH at 1);5-chlorocarvacrol;5-Chlorcarvacrol;4-CHLORO-5-ISOPROPYL-2-METHYLPHENOL;Phenol, 4-chloro-2-methyl-5-(1-methylethyl)-;4-CHLORO-5-ISOPROPYL-2-METHYLPHENOL GC 98+%;Chrolcarvacrol;5-Chlorocarvacrol,Monochlorcarvacrol
• CAS NO: 5665-94-1
• Molecular Formula: C₁₀H₁₃ClO
• Molecular Weight: 184.66
• EINECS: 227-122-9
• Mol File: 5665-94-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 263.92°C (rough estimate)
• Flash Point: 117.4°C
• Appearance: /
• Density: 1.0639 (rough estimate)
• Vapor Pressure: 0.00411mmHg at 25°C
• Refractive Index: 1.5220 (estimate)
• PKA: 9.95±0.23(Predicted)
• CAS DataBase Reference: LABOTEST-BB LT00233115(CAS DataBase Reference)
• NIST Chemistry Reference: LABOTEST-BB LT00233115(5665-94-1)
• EPA Substance Registry System: LABOTEST-BB LT00233115(5665-94-1)

Safety Data

• Hazardous Substances Data: 5665-94-1(Hazardous Substances Data)

Usage

General Description

LABOTEST-BB LT00233115 is a chemical substance that is identified by its CAS number 2041-67-8. It is also known by its other names such as 1,2-Cyclopentanediol, and 98%. This chemical compound is a clear colorless to pale yellow liquid and is widely used in various industrial and chemical processes. It is primarily used as a solvent, intermediate, and in the manufacturing of other chemicals. Its properties and composition make it suitable for applications in the pharmaceutical, agrochemical, and specialty chemical industries. Additionally, it is important to handle LABOTEST-BB LT00233115 with care and follow proper safety precautions during its use and storage.

InChI:InChI=1/C10H13ClO/c1-6(2)8-5-10(12)7(3)4-9(8)11/h4-6,12H,1-3H3

Synthetic route

carvacrol (499-75-2) → 2-methyl-5-isopropyl-4-chlorophenol (5665-94-1)

Conditions	Yield
With oxygen; lithium chloride; copper dichloride In acetic acid at 80℃; for 6h; regioselective reaction;	99%
With sulfuryl dichloride In dichloromethane at 0 - 20℃;	82%
With sulfuryl dichloride In tetrachloromethane at 0 - 20℃; for 0.75h;	81%

4-aminocarvacrol (117886-49-4) → 2-methyl-5-isopropyl-4-chlorophenol (5665-94-1)

Conditions	Yield
With hydrogenchloride; copper Diazotization;

diazotized 5-chloro-2-amino-p-cymene → 2-methyl-5-isopropyl-4-chlorophenol (5665-94-1)

2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) + allyl bromide (106-95-6) → 1-(allyloxy)-4-chloro-5-isopropyl-2-methylbenzene

Conditions	Yield
With water; sodium hydroxide In acetone Williamson Ether Synthesis; Reflux;	98%

2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) + acetyl chloride (75-36-5) → C12H15ClO2

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3.25h;	74%

formaldehyd (50-00-0) + 2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) → 3-chloro-6-hydroxy-2-isopropyl-5-methylbenzaldehyde (775335-14-3)

Conditions	Yield
With triethylamine; magnesium chloride In acetonitrile at 0 - 90℃; for 168h;	32%

phosgene (75-44-5) + 2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) → carbonic acid bis-(4-chloro-5-isopropyl-2-methyl-phenyl ester)

Conditions	Yield
With sodium hydroxide

diethyl sulfate (64-67-5) + 2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) → 4-chloro-5-isopropyl-2-methyl-phenetole

Conditions	Yield
With sodium hydroxide

2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) + sodium monochloroacetic acid (3926-62-3) → (4-chloro-5-isopropyl-2-methyl-phenoxy)-acetic acid (5825-95-6)

Conditions	Yield
With sodium hydroxide at 90 - 100℃;

2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) → 2,4-dichloro-3-isopropyl-6-methylphenol (60741-51-7)

Conditions	Yield
With sulfuryl dichloride

2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) → dichlorophosphoric acid-(4-chloro-5-isopropyl-2-methyl-phenyl ester) + chlorophosphoric acid bis-(4-chloro-5-isopropyl-2-methyl-phenyl ester)

Conditions	Yield
With magnesium; trichlorophosphate at 130 - 140℃;

2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) + salicylic acid (69-72-7) → salicylic acid-(4-chloro-5-isopropyl-2-methyl-phenyl ester)

Conditions	Yield
With trichlorophosphate at 110℃;

2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) + 2-chloro-ethanol (107-07-3) → 2-(4-chloro-5-isopropyl-2-methyl-phenoxy)-ethanol

Conditions	Yield
With potassium hydroxide

2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) + (+-)-3-chloro-propanediol-(1.2) → 3-(4-chloro-5-isopropyl-2-methyl-phenoxy)-propane-1,2-diol

Conditions	Yield
With sodium hydroxide

2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) → 1-(4-chloro-5-isopropyl-2-methyl-phenoxy)-2-(4-nitro-benzoyloxy)-ethane

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous KOH View Scheme

2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) → phosphoric acid mono-(4-chloro-5-isopropyl-2-methyl-phenyl ester)

Conditions	Yield
Multi-step reaction with 2 steps 1: magnesium turnings; POCl3 / 130 - 140 °C 2: water View Scheme

2-methyl-5-isopropyl-4-chlorophenol (5665-94-1) → phosphoric acid bis-(4-chloro-5-isopropyl-2-methyl-phenyl ester)

Conditions	Yield
Multi-step reaction with 2 steps 1: magnesium turnings; POCl3 / 130 - 140 °C 2: water View Scheme

Upstream product

• 499-75-2 carvacrol 
• 117886-49-4 4-aminocarvacrol 

Downstream Products

• 775335-14-3 3-chloro-6-hydroxy-2-isopropyl-5-methylbenzaldehyde 
• 60741-51-7 2,4-dichloro-3-isopropyl-6-methylphenol 
• 5825-95-6 (4-chloro-5-isopropyl-2-methyl-phenoxy)-acetic acid 

Relevant articles and documents

A shan tiefen derivative and its synthetic method and application in pesticide

The invention relates to a shan tiefen derivative and its synthetic method and in pesticide application, especially in the application of the pesticide in the fungicide, which belongs to the technical field of agricultural chemicals. The invention solves the technical problem is to provide a new shan tiefen derivative and its synthetic method and in pesticide application, the structure of this compound is shown as formula I. This compound the structure is simple, novel, easy to synthesize, at the same time having fungicidal activity, the tomato alteso, zones all of tomato, cucumber wilt disease, magnaporthe grisea, galenical such important plant pathogenic fungi, have better bacteriostatic or bactericidal effect.

2,5-DIALKYL-4-H/HALO/ETHER-PHENOL COMPOUNDS

The present disclosure provides phenolic compounds useful in the treatment of neurological conditions such as convulsions and tremors, having the structure of Formula (I): wherein R2, R4, R5, and R6, are as defined in the detailed description; pharmaceutical compositions comprising at least one of the compounds; and methods for treating neurological conditions.

Identification and structure-activity relationship study of carvacrol derivatives as Mycobacterium tuberculosis chorismate mutase inhibitors

In the present study, we identified carvacrol, a major phenolic component of oregano oil as a novel small molecule inhibitor of Mycobacterium tuberculosis (MTB) chorismate mutase (CM) enzyme with IC50 of 1.06±0.4μM. Virtual screening of the BITS-Pilani in-house database using the crystal structure of the MTB CM bound transition state intermediate (PDB: 2FP2) as framework identified carvacrol as a potential lead. Further various carvacrol derivatives were evaluated in vitro for their ability to inhibit MTB CM enzyme, whole cell MTB and cytotoxicity as steps toward the derivation of structure-activity relationships (SAR) and lead optimization.