Basic information
- Standard SMILES
CCCc1ccc(O)c(OC)c1- InChIKey
PXIKRTCSSLJURC-UHFFFAOYSA-N- Molecular formula
- C10H14O2
- Average molar mass
- 166.22 g/mol
- Monoisotopic mass
- 166.09937969
Overview
Dihydroeugenol is a member of phenols and a member of methoxybenzenes.
Names & identifiers
- Preferred name
- 4-Propylguaiacol
- IUPAC
- 2-methoxy-4-propylphenol
- English name
- Dihydroeugenol
- Molecular formula
- C10H14O2
- Molecular weight
- 166.22
Names & synonyms
2-METHOXY-4-PROPYLPHENOL2785-87-7Dihydroeugenol4-PropylguaiacolPhenol, 2-methoxy-4-propyl-GuaiacylpropaneCerulignolCoerulignolp-Propylguaiacol4-Propyl-2-methoxyphenolp-n-Propylguaiacol(4-Hydroxy-3-methoxyphenyl)propane
Show more names
FEMA 3598Dihydro Eugeno4-PROPYLGUAICOL
4-Hydroxy-3-methoxypropylbenzene1-Propyl-3-methoxy-4-hydroxybenzene1-(4-Hydroxy-3-methoxyphenyl)propaneFEMA No. 3598DTXSID2047199NSC-53043A3XE712277DTXCID0027199
Database identifiers
- CAS
2785-87-7- PubChem CID
- 17739
- DTXSID
DTXSID2047199- ChEMBL
CHEMBL3186884- ChEBI
CHEBI:167417- UNII
- A3XE712277
- EC Number
- 220-499-0
- Nikkaji
- J15.754F
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 29.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 125
Experimental & physicochemical properties
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (2-Methoxy-4-propylphenol) -> IFRA transparency List
LogP2.390
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.034-1.040
Flavoring AgentsEU Flavoring substances
Solubility
slightly soluble in water; soluble in fat
miscible (in ethanol)
Boiling Point
125.00 to 126.00 °C. @ 14.00 mm Hg
250 °C
Refractive Index1.520-1.525
Physical Description
Liquid; CBI
Colourless oily liquid, warm, spicy, sweet, and slightly floral balsamic odour
Physicochemical properties
- Melting point
- 16 °C · 16°C
- Boiling point
- 125 · 125-126 °C14 mm Hg(lit.)
- Density
- 1.038 g/mL · 1.038 g/mL at 25 °C(lit.)
- vapor pressure
- 3 Pa · 3Pa at 25℃
- refractive index
- 20 · n20/D 1.522(lit.)
- FEMA
- 3598 · 3598 | 2-METHOXY-4-PROPYLPHENOL
- FLAVIS Number
- 4.049 · 04.049 | 2-Methoxy-4-propylphenol
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C, stored under nitrogen
- pka
- 10.04 · 10.04±0.18(Predicted)
- Appearance
- Colorless to light yellow Liquid
- Odor
- 100 % · at 100.00 %. clove sharp spicy sweet phenolic powdery allspice
- Odor Type
- spicy
- biological source
- synthetic
- Water Solubility
- 1.1 g/L · 1.1g/L at 20℃
- JECFA Number
- 717 · 717
- Henry's Law Constant
- 4.3 · 4.3×100 mol/(m3Pa) at 25℃, McFall et al. (2020)
- Major Application
- flavors and fragrances
- Cosmetics Ingredients Functions
- PERFUMING
- InChI
- 1S/C10H14O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h5-7,11H,3-4H2,1-2H3
- InChIKey
- PXIKRTCSSLJURC-UHFFFAOYSA-N
- SMILES
- CCCc1ccc(O)c(OC)c1
- LogP
- 2.8 at · 2.8 at 20℃
- Substances Added to Food (formerly EAFUS)
- 2 · 2-METHOXY-4-PROPYLPHENOL
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 3 XE712277 · A3XE712277
- EPA Substance Registry System
- 2 · Phenol, 2-methoxy-4-propyl- (2785-87-7)
- UNSPSC Code
- 12164502 · 12164502
- NACRES
- 21 · NA.21
- Symbol(GHS)
- 5 · GHS05,GHS07
- Signal word
- Danger
- Hazard statements
- 315 · H315-H317-H318-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- T
- Risk Statements
- 24 · 24-38
- Safety Statements
- 36 · 36/37-45
- RIDADR
- 2810 · UN 2810 6.1/PG 3
- WGK Germany
- 2 · 2
- RTECS
- 8050000 · SL8050000
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 1 Skin · Eye Dam. 1Skin Irrit. 2Skin Sens. 1BSTOT SE 3
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Warning
H317 (97.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1817 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Phenol, 2-methoxy-4-propyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Phenol, 2-methoxy-4-propyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2-methoxy-4-propyl- 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: 16-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18941
Phenol, 2-methoxy-4-propyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Sens. 1 (97.9%)
Toxicology
TreatmentTreat symptomatically and supportively. Do not induce vomiting. (L1610)
Health EffectsDermatitis (A2445).
Exposure RoutesDermal (L1609, A2445) ; eye contact (L1609, A2445) ; inhalation (L1609, A2445) ; oral (L1609, A2445)
Toxicity SummaryDihydroeugenol may cause allergic contact dermatitis via two different mechanisms: The poison ivy and the phenolic radical mechanisms (A2445).
Signs and SymptomsChoking, drowsiness, and respiratory disruptions after inhalation; irritation, and reddening of the eyes; skin irritation; queasiness, and stomach aches following ingestion(L1609, MSDS).
Carcinogen ClassificationNo indication of carcinogenicity (not listed by IARC). (L135)
Toxicity DataLD50: 2000.00 mg/kg (Oral, Mouse) (L1609)
LD50: 2600.00 mg/kg (Oral, Rat) (L1609)
LD50: 310.00 mg/kg (Dermal, Rabbit) (L1609)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- SL8050000
- ridadr
- UN 2810 6.1/PG 3
- risk_code
- 24-38
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07
- hazard_code
- T
- safety_code
- 36/37-45
- hazard_class
- 6.1(b)
- Storage Class
- 10 - Combustible liquids
- packing_group
- III
- target organs
- Respiratory system
- Hazard statements
- H315-H317-H318-H335
- REACH Registrations
- Active
- Hazard Classifications
- Eye Dam. 1Skin Irrit. 2Skin Sens. 1BSTOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Uses & manufacturing
UsesUsed as flavoring and fragrance ingredient (L1609).
U.S. Production2023: <75,000 lb
Consumer UsesFragrance
Industry UsesFragrance
IFRA Fragrance Standards
2-Methoxy-4-propylphenol
Phenol, 2-methoxy-4-propyl-; 4-Propyl-ortho-methoxyphenol; 4-Propylguaicol; 5-Propyl-ortho-hydroxyanisole; Dihydroeugenol
IFRA_STD_191.pdf
49
IFRA 51st Amendment - Guidance for the use of IFRA Standards
Restriction: This material should be used only in the limited quantity as stated in the Standard
Household ProductsInformation on 7 consumer products that contain Dihydroeugenol in the following categories is provided:
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information
Soap, Cleaning Compound, and Toilet Preparation Manufacturing
Phenol, 2-methoxy-4-propyl-: ACTIVE
Restriction Limits in the Finished Product (%)
0.13 [Products applied to the lips]
0.039 [Products applied to the axillae]
0.78 [Products applied to the face/body using fingertips]
0.73 [Products related to fine fragrances]
0.19 [Products applied to the body using the hands (palms), primarily leave-on (Body lotion)]
0.19 [Products applied to the face using the hands (palms), primarily leave-on (Face moisturizer)]
Applications
Description2-Methoxy-4-propylphenol has a warm, spicy, sweet, and slightly floral balsamic odor. It may be prepared by catalytic reduction of eugenol with a palladium- or platinum-black catalyst.
OccurrenceReported found in rum, smoked fish, cured pork, cognac, malt whiskey, fermented tea, mushroom, rhubarb, dried bonito, cuttlefish and maté.
UsesPotential applications include the profile enhancement of smoke flavors, clove, spicy nuances for cinnamon and pepper, vanilla, and fruit nuances.
General Description2-Methoxy-4-propylphenol is a volatile phenolic flavor compound identified in Bordeaux wines, liquid smoke, karanda fruit{9 5} and oregano.
Preparation methods
PreparationBy catalytic reduction of eugenol with a palladium- or platinum-black catalyst.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
宁波君龙新材料有限公司0574 88552216 19032109277 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
Syntechem Co.,Ltd[email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
上海颖心实验室设备有限公司021-59178156 17002132182 · [email protected]
武汉市聚舜化工有限公司027-02783261126 18971318572 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
吉良化学21-62165282 · [email protected]
上海泰坦科技股份有限公司400-6009262 15618770481 · [email protected]
湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
湖北成海化工有限公司027-59220433 18327245847 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
成都麦卡希化工有限公司028-85632863 18108198598 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
北京奥秘佳得医药科技有限公司+86-13522808617 · [email protected]
上海石洋化工有限公司021-56795766 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
泰安嘉岳生物化工有限公司15318151873 13561760680 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
康迪斯化工（湖北）有限公司13125172151 · [email protected]
陕西晶和医药科技有限公司029-86062279 13324594253 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
康迪斯化工(湖北)有限公司13343438265 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
泰安嘉岳生物化工有限公司15318151873 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
武汉市承天精细化工有限公司18164098996 · [email protected]
湖北齐飞医药化工有限公司027-59322506 18071128681 · [email protected]
上海书亚医药科技有限公司400-685-9117 · [email protected]
山东西亚化学有限公司4009903999 13395398332 · [email protected]
成都华纯科技有限公司400-1166-196 15982826727 · [email protected]
上海新平精细化学品有限公司18221735425 · [email protected]
湖北世腾化工科技有限公司19086915685 18971850150 · [email protected]
郑州艾克姆化工有限公司0371-0371-55629727 13323845623 · [email protected]
武汉卡诺斯科技有限公司18064039730 · [email protected]
山东小野化学股份有限公司0539-6362799 20）
上海贤鼎生物科技有限公司021-021-52271985 17721149837 · [email protected]
Additional notes
DefinitionChEBI: Dihydroeugenol is a member of methoxybenzenes and a member of phenols.
Related reactions
12 records
Linked notes
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