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Carvacrol

Artificial flavor Chemical properties Content analysis Toxicity Toxicity Usage limit Standard for Maximum Allowable Amount Chemical properties Application Preparation Category Toxic classification Acute toxicity Flammability and Hazardous characteristics Storage and transportation characteristics Extinguishing agent
Carvacrol
Carvacrol structure
CAS No.
499-75-2
Chemical Name:
Carvacrol
Synonyms
Cymenol;Oxycymol;o-Thymol;ISOTHYMOL;CARVACROL;FEMA 2245;Antioxine;Karvakrol;-2-methyL;CYMOPHENOL
CBNumber:
CB6134604
Molecular Formula:
C10H14O
Formula Weight:
150.22
MOL File:
499-75-2.mol

Carvacrol Properties

Melting point:
3-4 °C(lit.)
Boiling point:
236-237 °C(lit.)
Density 
0.976 g/mL at 20 °C(lit.)
refractive index 
n20/D 1.522(lit.)
FEMA 
2245 | CARVACROL
Flash point:
224 °F
storage temp. 
-20°C
solubility 
1.25g/l
form 
neat
pka
10.38±0.10(Predicted)
Water Solubility 
Insoluble
JECFA Number
710
Merck 
14,1872
BRN 
1860514
Stability:
Stable. Combustible. Incompatible with strong bases, strong oxidizing agents.
InChIKey
RECUKUPTGUEGMW-UHFFFAOYSA-N
CAS DataBase Reference
499-75-2(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
CARVACROL
EWG's Food Scores
1
FDA UNII
9B1J4V995Q
NIST Chemistry Reference
Phenol, 2-methyl-5-(1-methylethyl)-(499-75-2)
EPA Substance Registry System
Isopropyl-o-cresol (499-75-2)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS05,GHS07
Signal word  Danger
Hazard statements  H319-H302-H315-H318
Precautionary statements  P264-P270-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P501-P280-P301+P312+P330-P305+P351+P338+P310
Hazard Codes  C
Risk Statements  22-34
Safety Statements  26-36/37/39-45
RIDADR  UN 3265 8/PG 3
WGK Germany  3
RTECS  FI1225000
HazardClass  8
PackingGroup  III
HS Code  29071990
Toxicity LD orally in rabbits: 100 mg/kg (Kochmann)

Carvacrol price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 282197 Carvacrol 98% 499-75-2 10g $54.3 2021-03-22 Buy
Sigma-Aldrich W224511 Carvacrol natural, 99%, FG 499-75-2 100 g $61 2021-03-22 Buy
Sigma-Aldrich W224502 Carvacrol ≥98%, FCC, FG 499-75-2 100 g $70 2021-03-22 Buy
Sigma-Aldrich 8.20258 5-Isopropyl-2-methylphenol for synthesis 499-75-2 50 mL $97.12 2021-03-22 Buy
Sigma-Aldrich W224502 Carvacrol ≥98%, FCC, FG 499-75-2 1 kg $137 2021-03-22 Buy

Carvacrol Chemical Properties,Uses,Production

Artificial flavor

Carvacrol is the isomeric body of thymol with similar aroma as thymol. Carvacrol naturally exists in thyme oil and other essential oils, having especially high content in the thyme oil produced in Spain.
Carvacrol is mainly used in the preparation of dill, girofle, mint and vanilla flavor to be used for toothpaste, toothpaste powder, oral products, talcum powder, soap and daily industrial products. In medicine, it is used for local anesthetics. In addition, carvacrol is capable of killing bacteria and intestinal parasites and can be used as disinfectants and fungicides. According to the information reported, the acute toxicity data of carvacrol: oral LD50810mg/kg (rat), skin test: LD50> 5g/kg (rabbit).
Thyme plant has its origin including the Northeast, Hebei, and Inner Mongolia, Gansu, Qinghai and Xinjiang and other provinces. Ingredients: whole plant of thyme contains about 0.15~0.5% volatile oil (in oil, the component mainly contains carvacrol, paraffin, thymol), amaroid and tannin. Leaves contain free oleanolic acid, ursolic acid, caffeic acid and so on. Thyme can be not only used in medicine, for spices, but also be as the superior natural health ingredients of the processed foods. Since the 1980s, thyme-like herbal foods have become very popular. Studies have shown that thyme-containing volatile oils, in addition to being used as seasoning and for treatment of illnesses, also have anti-corrosion, antibacterial and other functions. Therefore, the consumers can benefit a lot using it as food raw materials. Because of this, in Europe, natural herbal tea also contains thyme. For example, a kind of herb tea raw material having anti-cough effect and being able to prevent and treat bronchitis has 10% thyme leaves.
thymus plant
Image 1: Thymus plant

Chemical properties

Use sulfuric acid to sulfonate the p-isopropyl toluene, generating p-isopropyl toluene-2-sulfonic acid. Then we can obtain carvacrol after alkali melting treatment.
preparation of carvacrol
Image 2: Preparation of carvacrol from p-isopropyltoluene
Carvacrol, when co-melted together with potassium hydroxide, can give 2-hydroxy-4-isopropyl benzoic acid while reaction with phosphorus pentachloride can generate 2-chloro-1-methyl-4-isopropyl benzene. In acetic acid, it reaction with 1 mol Bromine can generate 4-bromocarbinol while its reaction with 2 mol bromine can generate 4, 6-dibromo carvacrol; if reacted with bromine and aluminum, we can obtain tetrabromo-o-cresol. It is easily soluble in concentrated sulfuric acid to produce 2-methyl-5-isopropyl phenol-4-sulfonic acid. In aqueous sodium hydroxide solution, it can be reacted with formaldehyde to generate carvacrol phenols alcohol:
generation of carvacrol phenolic alcohol
Image 3: The reaction between carvacrol and formaldehyde for generation of carvacrol phenolic alcohol
It exhibits green color when reacted with ferric chloride in ethanol with no significant color in the water.

Content analysis

It can be determined by the non-polar column method by GT-10-4.

Toxicity

GRAS (FEMA).
LD50: 810 mg/kg (rat, oral).

Toxicity

GRAS (FEMA).
LD50: 810 mg/kg (rat, oral).

Usage limit

FEMA (mg/kg): soft drinks 26; cold drinks 34; candy 92; baked goods 120; condiments 37.
Take appropriate as limit (FDA § 172.515, 2000).
Allow to use (GB 2760-1996).

Standard for Maximum Allowable Amount

Name of additive
Field allowed to use it as additive
Function of additive
Maximal allowable amount(g/kg)
arvacrol
Food
Food spices
The perfume ingredients used in formulating fragrances shall not exceed the maximum allowable documented amount in GB 2760

Chemical properties

It appears as colorless to pale yellow slightly viscous oil. When placed in air and light, its color becomes darker. It has spicy, cool incense, herbs incense with thymol-like smell. It has a boiling point of 238 ° C, the melting point of 0.5 to 1 ° C and the flash point of 100 ° C. It is soluble ethanol, ethyl ether, propylene glycol and alkali, do not dissolve in water. It is miscible in oil.
The natural products are found in thyme oil (about 70%), oregano oil (about 80%) and mange to oil and so on.

Application

Spices; It is mainly used for the preparation of dill, girofle, meat, peppermint, vanilla flavor and so on.
It can be used for the preparation of spices, fungicides and disinfectants. As a spice, it can be used in toothpaste, soap and other daily necessities, but also for food flavors.
It can be used for spices, food additives, feed additives, antioxidants, sanitation fungicide, insect repellent, preservatives, deodorant and pharmaceutical intermediates.

Preparation

It can be obtained through treatment of the essential oil containing rich content of natural carvacrol followed by ether extraction or steam distillation to derive it.
It can be derived by the sulfonation of thymol followed by alkali treatment.

Category

Pesticides

Toxic classification

middle-level poisoning

Acute toxicity

Oral-rat LD50: 810 mg/kg; intravenous-mouse LD50: 80 mg/kg
Stimulation Data Skin-Rabbit 500 mg/24 h Severe

Flammability and Hazardous characteristics

It is flammable upon heat, fire and strong oxidants with thermal decomposition releasing spicy stimulated smoke

Storage and transportation characteristics

Treasury: low temperature, ventilated and dry; avoid fire and high temperature; store it separately from oxidant.

Extinguishing agent

fog, carbon dioxide, foam, dry powder

Chemical Properties

liquid

Chemical Properties

Carvacrol has a characteristic pungent, warm odor. The commercial product consists of a mixture of isomers differing because of the position of the isopropyl radical. The odor characteristics differ between the technical (lower grade) and pure (higher grade) commercial products.

Occurrence

Reported found in cumin seed, thyme, oregano, calamus, lovage, myrtle and lemon balm.

Uses

Carvacrol is a flavoring agent that is a colorless to pale yellow liquid. it has a spicy and pungent odor, resembling thymol. it is insoluble in water and soluble in alcohol and ether. it is a mixture of the isomeric carvacrols (isopropyl o-creols), and is obtained by chemical synthesis. it is also an ingredient of savory, a fragrant herb in nature.

Uses

As disinfectant; in organic syntheses.

Definition

ChEBI: A phenol that is a natural monoterpene derivative of cymene. An inhibitor of bacterial growth, it is used as a food additive. Potent activator of the human ion channels transient receptor potential V3 (TRPV3) and A1 (TRPA1).

Preparation

From p-cymene by sulfonation and subsequent alkali fusion.

Aroma threshold values

Detection at 2.29 ppm.

Taste threshold values

Taste characteristics at 5.0 ppm: spicy, herbal phenolic, medicinal and woody.

Synthesis Reference(s)

Tetrahedron Letters, 19, p. 2545, 1978 DOI: 10.1016/S0040-4039(01)94822-1

Safety Profile

Poison by ingestion, intravenous, and subcutaneous routes. Moderately toxic by skin contact. A severe skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Carvacrol Preparation Products And Raw materials

Raw materials

Preparation Products


Carvacrol Suppliers

Global( 357)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
NANJING SUNSHINE BIOTECH CO.,LTD
+86-25-86189929
+86-25-86189616 brian@sunshine-bio.com CHINA 128 58
Capot Chemical Co.,Ltd.
+86(0)13336195806 +86-571-85586718
+86-571-85864795 sales@capotchem.com China 20010 60
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 21032 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8882 55
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 3001 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29961 58
Chengdu Biopurify Phytochemicals Ltd.
18482058008 18080483897
maggie@biopurify.com CHINA 2712 58
hdzhl biotechnology co., ltd
86-13032617415
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View Lastest Price from Carvacrol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-08-26 Carvacrol
499-75-2
US $5.70 / Kg/Drum 10g 99% 10000kg Hebei Crovell Biotech Co Ltd
2021-07-13 Carvacrol
499-75-2
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2021-07-10 Carvacrol
499-75-2
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd

Carvacrol Spectrum


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