Basic information
- CAS
122-00-9- Standard SMILES
CC(=O)c1ccc(C)cc1- InChIKey
GNKZMNRKLCTJAY-UHFFFAOYSA-N- Molecular formula
- C9H10O
- Average molar mass
- 134.17 g/mol
- Monoisotopic mass
- 134.07316494
Overview
4'-Methylacetophenone is an aromatic ketone.
Names & identifiers
- Preferred name
- p-METHYLACETOPHENONE
- IUPAC
- 1-(4-methylphenyl)ethanone
- English name
- 4'-Methylacetophenone
- Molecular formula
- C9H10O
- Molecular weight
- 134.18
Names & synonyms
4'-Methylacetophenone122-00-9p-MethylacetophenoneMelilotal4-METHYLACETOPHENONEp-Methyl acetophenoneEthanone, 1-(4-methylphenyl)-Acetophenone, 4'-methyl-1-(4-Methylphenyl)ethan-1-one4-Methylphenyl methyl ketoneFEMA No. 2677DTXSID9044374
Show more names
1-(p-tolyl)ethan-1-oneFEMA 2677P-ACETYLTOLUENEp-Acetotoluene1-p-tolyl-ethanoneYellow sweet clover4'-Methylacetophenon
AX66V0KX3YNSC-9401DTXCID7024374RefChem:858125204-514-81-(p-Tolyl)ethanone1-(4-Methylphenyl)ethanone4-Acetyltoluene
Database identifiers
- CAS
122-00-9- PubChem CID
- 8500
- DTXSID
DTXSID9044374- ChEMBL
CHEMBL271871- ChEBI
CHEBI:178626- UNII
- AX66V0KX3Y
- EC Number
- 204-514-8
- Nikkaji
- J2.926B
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 121
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Aromatic Ketones
CosmeticsMasking
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
FragrancesFragrance Ingredient (4'-Methylacetophenone) -> IFRA transparency List
LogP2.10
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.999-1.010
Flavoring AgentsEU Flavoring substances
Solubility
0.372 mg/mL at 15 °C
insoluble in water; soluble in organic solvents, oils
very soluble (in ethanol)
Boiling Point
222.00 to 226.00 °C. @ 756.00 mm Hg
226 °C
Melting Point28 °C
Vapor Pressure0.22 [mmHg]
Physicochemical properties
- Melting point
- 22 · 22-24 °C (lit.)
- Boiling point
- 226 °C · 226 °C (lit.)
- Density
- 1.004 g/mL · 1.004 g/mL at 20 °C 1.005 g/mL at 25 °C (lit.)
- vapor pressure
- 0.52 hPa · 0.52 hPa (25 °C)
- FEMA
- 2677 · 2677 | 4'-METHYLACETOPHENONE
- refractive index
- 20 · n20/D 1.533(lit.)
- FLAVIS Number
- 7.022 · 07.022 | 4-Methylacetophenone
- Flash point
- 198 °F · 198 °F
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 2.07 g/l · 2.07g/l
- form
- Liquid
- color
- Clear colorless to pale yellow
- Odor
- 10 % · at 10.00 % in dipropylene glycol. hawthorn sweet mimosa coumarin cherry acetophenone
- Odor Type
- floral
- biological source
- synthetic
- explosive limit
- 1 % · 1.00%(V)
- Water Solubility
- 0.37 g/L · 0.37 g/L (15 ºC)
- JECFA Number
- 807 · 807
- BRN
- 606053 · 606053
- Henry's Law Constant
- 1.8 · 1.8×100 mol/(m3Pa) at 25℃, Ji et al. (2008)
- Cosmetics Ingredients Functions
- FRAGRANCE
- InChI
- 1S/C9H10O/c1-7-3-5-9(6-4-7)8(2)10/h3-6H,1-2H3
- InChIKey
- GNKZMNRKLCTJAY-UHFFFAOYSA-N
- SMILES
- CC(=O)c1ccc(C)cc1
- LogP
- 2.1 at · 2.1 at 25℃
- CAS DataBase Reference
- 122 · 122-00-9(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- 4 · 4'-METHYLACETOPHENONE
- FDA UNII
- 66 V0KX3Y · AX66V0KX3Y
- NIST Chemistry Reference
- 1 · Ethanone, 1-(4-methylphenyl)-(122-00-9)
- EPA Substance Registry System
- 1 · Ethanone, 1-(4-methylphenyl)- (122-00-9)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315
- Precautionary statements
- 264 · P264-P270-P280-P301+P312-P302+P352-P332+P313
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xn
- Risk Statements
- 36 · 36/37/38-22-20/21/22
- Safety Statements
- 26 · 26-27-37/39-24/25-23-36
- RIDADR
- 1325 · UN 1325 4.1/PG 2
- WGK Germany
- 3 · 3
- RTECS
- 9463000 · AM9463000
- TSCA
- TSCA listed
- HS Code
- 29143900 · 29143900
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 4 OralSkin · Acute Tox. 4 OralSkin Irrit. 2
- Toxicity
- 50 orally · LD50 orally in Rabbit: 1400 mg/kg LD50 dermal Rabbit > 2000 mg/kg
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1848) of reports.
Warning
H302 (> 99.9%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P280, P301+P317, P302+P352, P321, P330, P332+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1848 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
Hazard information
Regulatory Information
Chemical: Ethanone, 1-(4-methylphenyl)-
Regulation (EC) No 1831/2003 (amended)
Ethanone, 1-(4-methylphenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanone, 1-(4-methylphenyl)- 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: 08-01-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/5262
4'-Methyl acetophenone: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummarySafe when used as a flavoring agent in food; [JECFA] A mild skin irritant; Harmful by ingestion; [Sigma-Aldrich MSDS] See Acetophenone.
Hazard Classes and Categories
Acute Tox. 4 (> 99.9%)
Flammable liquids - Category 4
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AM9463000
- ridadr
- UN 1325 4.1/PG 2
- hs_code
- 29143900
- Toxicity
- LD50 orally in Rabbit: 1400 mg/kg LD50 dermal Rabbit > 2000 mg/kg
- risk_code
- 36/37/38-22-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 26-27-37/39-24/25-23-36
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H302-H315
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 OralSkin Irrit. 2
- Precautionary statements
- P264-P270-P280-P301+P312-P302+P352-P332+P313
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
UsesUsed as flavoring agent or adjuvant; [FDA]
U.S. Production2023: 156,021 lb
Consumer UsesFragrance
Industry UsesFragrance
Household ProductsInformation on 9 consumer products that contain P-Methyl Acetophenone 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
Ethanone, 1-(4-methylphenyl)-: ACTIVE
Applications
Description4'-Methylacetophenone has a fruity, floral odor resembling acetophenone and a sweet, strawberry-like flavor. May be prepared by slow addition of acetyl chloride to a mixture of toluene and AlCl in an ice bath and under vacuum, maintaining the temperature at +5°C and then letting it increase to +20°C.
OccurrenceReported found in the essential oil distilled from the wood of Myrocarpus fastigiatus, Myrocarpus frondo sus, Bois de Rose. Also reported found in sour cherry, orange and grapefruit peel oil, black currants, guava, peach, blackberry, celery, potato, tomato, mentha oils, pepper, parsley, smoked fish, cognac, parmesan cheese, cocoa, tea, soybean, cloudberry, mango, cauliflower, broccoli, rice bran, buckwheat, dried bonito, cherimoya, calabash nutmeg and mastic gum leaf oil, cooked cabbage, mandarin juice.
Uses4'-Methylacetophenone is a methylated acteophenone used in cosmetics and perfumery. The presence of 4'-Methylacetophenone has been shown to accelerate the photopolymerization of Methyl methacrylate.
Uses4'-Methylacetophenone is used as a flavoring agent. It reacts with morpholine to get 4-(p-tolyl-thioacetyl)-morpholine in the presence of sulfur as a reagent. Further, it is used as an intermediate in the manufacture of active pharmaceutical ingredients, perfumes and cosmetics.
General Description4′-Methylacetophenone is a clear colourless to pale yellowish liquid that occurs naturally in mango, tomato and orange.
Preparation methods
PreparationBy slow addition of acetyl chloride to a mixture of toluene and AlCl in an ice bath and under vacuum, maintaining the temperature at +5°C and then letting it increase to +20°C.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南京精维化工有限公司13270709979 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
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武汉易泰科技有限公司上海分公司18930552037 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
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常州市程益生物科技有限公司13338800824 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
吉良化学21-62165282 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
嘉兴市艾森化工有限公司0573-85285100 18627885956 · [email protected]
上海攀鸿化工科技有限公司021-56491756 13512199871 · [email protected]
上海忆嵘生物科技有限公司18049974220 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
南京维奥化工有限公司Please Send Email 18652950785 · [email protected]
上海乔木化学科技有限公司021-60451683 15021268886 · [email protected]
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斯百全化学（上海）有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
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南京诺利斯医药科技有限公司13901585132 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
上海贤鼎生物科技有限公司4009209199 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
上海蒙佳纳化工有限公司+86-21-38682181 15900741819
深圳康特腾科技有限公司86-0755-86635001 · [email protected]
越林试剂021-62960152 · [email protected]
湖南复瑞生物医药技术有限责任公司15901640172，19275032510 15901640172 · [email protected]
江苏新瀚新材料股份有限公司13914336446 15151073745 · [email protected]
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上海湄水化工科技有限公司021-60549325 18616193163
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
Additional notes
DefinitionChEBI: 4'-Methylacetophenone is an aromatic ketone. It is a metabolite found in or produced by Saccharomyces cerevisiae.
Related reactions
100 records
Compound notes
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