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ISOPULEGOL

Product Name
ISOPULEGOL
CAS No.
89-79-2
Chemical Name
ISOPULEGOL
Synonyms
DL-ISOPULEGOL;(-)-ISOPULEGOL;(?)-Isopulegol;L-ISOPULEGOL;FEMA 2962;ISOPULEGOL;ISOPULEGOL, (-)-;ISOPULEGOL 99+%;P-MENTH-8-EN-3-OL;(-)-Isopulegol 99%
CBNumber
CB5383663
Molecular Formula
C10H18O
Formula Weight
154.25
MOL File
89-79-2.mol
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ISOPULEGOL Property

Melting point:
78°C
Boiling point:
212 °C(lit.)
Density 
0.912 g/mL at 25 °C(lit.)
vapor pressure 
13.97Pa at 20℃
FEMA 
2962 | ISOPULEGOL
refractive index 
n20/D 1.471(lit.)
Flash point:
195 °F
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
15.11±0.60(Predicted)
color 
Colourless
Odor
at 10.00 % in dipropylene glycol. minty cooling medicinal woody
Odor Type
minty
optical activity
[α]20/D 22°, neat
Water Solubility 
3g/L at 21.9℃
JECFA Number
755
BRN 
1906573
Stability:
Light sensitive
InChIKey
ZYTMANIQRDEHIO-KXUCPTDWSA-N
LogP
2.4 at 23℃
CAS DataBase Reference
89-79-2(CAS DataBase Reference)
EPA Substance Registry System
Isopulegol (89-79-2)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36/37/39
RIDADR 
NA 1993 / PGIII
WGK Germany 
2
10-23
Toxicity
The acute oral LD50 in rats was reported as 1.03 ± 0.10 ml/kg and the acute dermal LD50 in rabbits as approximately 3 ml/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CRM40757
Product name
Isopulegol solution
Purity
certified reference material, 2000?μg/mL in methanol, ampule of 1?mL
Packaging
1mL
Price
$117
Updated
2024/03/01
Sigma-Aldrich
Product number
439061
Product name
(?)-Isopulegol
Purity
99%
Packaging
1ml
Price
$67.1
Updated
2024/03/01
Sigma-Aldrich
Product number
04570595
Product name
(?)-Isopulegol
Purity
primary reference standard
Packaging
50mg
Price
$314
Updated
2023/06/20
Cayman Chemical
Product number
23161
Product name
(?)-Isopulegol
Purity
≥98%
Packaging
25g
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
23161
Product name
(?)-Isopulegol
Purity
≥98%
Packaging
50g
Price
$92
Updated
2024/03/01
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ISOPULEGOL Chemical Properties,Usage,Production

Description

Synthesis: Several stereoisomers are possible; only l-isopulegol and d-α-isopulegol have been isolated from mixtures of alcohols obtained by cyclization of d-citronellal.

Description

(–)-Isopulegol is a monoterpene that has been found in the essential oils of several aromatic plants, including Cannabis, with diverse biological activities. It has antibacterial activity against S. aureus, E. faecium, E. coli, and M. smegmatis (MICs = 0.78, 12.5, 0.78, and 1.56 μl/ml, respectively, in an agar diffusion assay) and antifungal activity against C. albicans and A. niger (MIC = 1.56 μl/ml for both in an agar diffusion assay). (–)-Isopulegol inhibits C. albicans morphogenesis, adhesion, and biofilm formation (MICs = 0.125, 4, and 0.25 mg/ml, respectively). In vivo, (–)-isopulegol (50 mg/kg, i.p.) increases immobility time in the forced swim and tail suspension tests and increases the number of head dips in a hole board test and time spent in the open arms of the elevated plus maze in mice, indicating depressant- and anxiolytic-like activity. It reduces the size of ulcerated lesions in the stomach in mouse models of ethanol- and indomethacin-induced gastric lesions when administered at a dose of 100 mg/kg.

Chemical Properties

Isopulegol is a cyclic nonaromatic alcohol.

Chemical Properties

Water-white liquid; mint-like odor. Combustible. Available forms: The acetate.

Occurrence

l-Isopulegol has been reported found in the essences of lemongrass, East African geranium and Eucalyptus citriodora; d-isopulegol is present in the oils of Backhousia and Baeckea citriodorae; d-neoisopulegol is found in Mentha rotundifolia. Also reported found in mint, mandarin, orange juice, citrus peel oils, currant bud, ginger, corn mint oil, cognac, rum, buchu oil, lemon balm and mastic gum oil

Uses

Perfumery (geranium and rose compounds), flavoring.

Uses

(?)-Isopulegol can be used as a starting material for the enantioselective preparation of:??????

  • 8-arylmenthols by Smiles-Truce rearrangement of aryl sulfonates.,·????????
  • Stereoisomers of 5,9-dimethylpentadecane.
  • Octahydro-2H-chromen-4-ol by Prins cyclization with vanillin in the presence of montmorillonite clay as the catalyst.?????
  • p-menthane-3,8,9-triol by catalytic Sharpless dihydroxylation.

Preparation

Several stereoisomers are possible; only l-isopulegol and d-α-isopulegol have been isolated from mixtures of alcohols obtained by cyclization of d-citronellal.

Definition

ChEBI: A natural product found in Citrus hystrix.

Aroma threshold values

Detection: 1 ppm

Taste threshold values

Taste characteristics at 30 ppm: minty cooling, herbaceous peppermint nuance.

Synthesis Reference(s)

Synthetic Communications, 18, p. 2309, 1988 DOI: 10.1080/00397918808082375

General Description

Isopulegol is monoterpene alcohol, a useful ingredient for the production of fragrances in perfume industries. It is also used as a starting material in the manufacture of menthol by the hydrogenation process. Menthol is an important component in cosmetics, pharmaceuticals, and toothpaste.

Flammability and Explosibility

Non flammable

ISOPULEGOL Preparation Products And Raw materials

Raw materials

Preparation Products

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ISOPULEGOL Suppliers

Taizhou Synhigher Biomedical Co., Ltd.
Tel
0523-86819336; 13357797105
Email
contact@synhigher.com
Country
China
ProdList
68
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12990
Advantage
57
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
Bide Pharmatech Ltd.
Tel
400-1647117 15221909166
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
41438
Advantage
60
ChemStrong Scientific Co.,Ltd
Tel
0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
17982
Advantage
56
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51471
Advantage
80
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View Lastest Price from ISOPULEGOL manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
ISOPULEGOL 89-79-2
Price
US $40.00-40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-27
Hebei Guanlang Biotechnology Co., Ltd.
Product
ISOPULEGOL 89-79-2
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2022-12-06
Hebei Mojin Biotechnology Co., Ltd
Product
ISOPULEGOL 89-79-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-06-28

89-79-2, ISOPULEGOLRelated Search:


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