Methyl phenylacetate

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Methyl phenylacetate

Product Name: Methyl phenylacetate
CAS No.: 101-41-7
Chemical Name: Methyl phenylacetate
Synonyms: Methyl 2-phenylacetate;Methylphenylacetat;PHENYLACETIC ACID METHYL ESTER;2-phenylpropanoate;Methyl benzeneacetate;FEMA 2733;Mephaneine;METHYL A-TOLUATE;METHYLPAROXETINE;METHYL-PHENYLACETAT
CBNumber: CB1333473
Molecular Formula: C9H10O2
Formula Weight: 150.17
MOL File: 101-41-7.mol

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Methyl phenylacetate Property

Melting point:: 107-115 °C
Boiling point:: 218 °C (lit.)
Density: 1.066 g/mL at 20 °C (lit.)
vapor pressure: 16.9-75Pa at 20℃
refractive index: n20/D 1.503(lit.)
FEMA: 2733 | METHYL PHENYLACETATE
Flash point:: 195 °F
storage temp.: Store below +30°C.
solubility: Chloroform (Slightly), Methanol (Slightly)
color: Colourless
Specific Gravity: 1.07
Odor: at 10.00 % in dipropylene glycol. sweet floral honey spice waxy almond
Odor Type: honey
Water Solubility: Miscible with water.
Merck: 14,7268
JECFA Number: 1008
BRN: 878795
Stability:: Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
InChIKey: CRZQGDNQQAALAY-UHFFFAOYSA-N
LogP: 1.91-2.09 at 21.9-25℃
CAS DataBase Reference: 101-41-7(CAS DataBase Reference)
NIST Chemistry Reference: Benzeneacetic acid, methyl ester(101-41-7)
EPA Substance Registry System: Methyl phenylacetate (101-41-7)

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Safety

Hazard Codes: Xn
Risk Statements: 21-R21
Safety Statements: 23-24/25
WGK Germany: 2
RTECS: AJ3175000
TSCA: Yes
HS Code: 29163500
Hazardous Substances Data: 101-41-7(Hazardous Substances Data)
Toxicity: The acute oral LD₅₀ in rats was reported as 2.55 g/kg (1.67-3.43 g/kg) and the acute dermal LD₅₀ in rabbits as 2.4 g/kg (0.15-4.7 g/kg) (Moreno, 1974).

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H227Combustible liquid

H303May be harmfulif swallowed

Precautionary statements

P403+P235Store in a well-ventilated place. Keep cool.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: W273309
Product name: Methyl phenylacetate
Purity: ≥98%, FCC, FG
Packaging: 1kg
Price: $79.8
Updated: 2024/03/01

Sigma-Aldrich

Product number: W273309
Product name: Methyl phenylacetate
Purity: ≥98%, FCC, FG
Packaging: 10Kg
Price: $461
Updated: 2024/03/01

Sigma-Aldrich

Product number: 108057
Product name: Methyl phenylacetate
Purity: ReagentPlus , ≥99%
Packaging: 100g
Price: $41.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: W273309
Product name: Methyl phenylacetate
Purity: ≥98%, FCC, FG
Packaging: 5kg
Price: $305
Updated: 2023/06/20

Sigma-Aldrich

Product number: 42958
Product name: Methyl phenylacetate
Purity: analytical standard
Packaging: 1ml
Price: $62.8
Updated: 2022/05/15

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Methyl phenylacetate Chemical Properties,Usage,Production

Chemical Properties

Methyl phenylacetate is a clear colorless liquid that is only slightly soluble in water, but very soluble in most organic solvents. It has a strong odor similar to honey. The odor is so strong that recommended smelling is of a solution with 10% or less methyl phenyl acetate. This compound also naturally occurs in brandy, capsicum, coffee, honey, pepper and some wine.

Occurrence

Reported found in cocoa, coffee, strawberry, pineapple, pepper, hop oil, cognac, peanut, honey, starfruit, Bourbon vanilla, mountain papaya, roasted chicory root and rooibus tea (Aspalathus linearis).

Uses

Methyl phenylacetate is utilized for partition coefficient measurement experiments. It is mainly used in the flavor industry and in perfumes to impart honey scents. Further, it acts as a precursor to prepare synthetic perfumes. It acts as an acylating agent and involved in the enantioselective acylation of beta-lactam intermediate using penicillin G amidase.

Preparation

Methyl phenylacetate is synthesized from phenylacetonitrile by hydrolysis and esterification. Put methanol into a dry glass-lined reaction pot, stir and cool to below 30°C, add sulfuric acid dropwise, heat up to 90°C after adding, and start adding phenylacetonitrile dropwise, control the temperature at about 95°C, and finish adding in 1.5h. After reacting at 95-100 °C for 6 h, it was cooled to below 40 °C and diluted with water equivalent to about 0.6 times the reaction solution. The acid water was separated by standing, and a saturated sodium carbonate solution was added for neutralization and washing, and the aqueous layer was discarded. It is dehydrated with anhydrous calcium chloride and fractionated under reduced pressure to obtain methyl phenylacetate with a yield of 80%.

Application

Methyl Phenylacetate is used as a reagent in the synthesis of various organic reactions, one of which is the synthesis of Vulpinic Acid; a lichen metabolite with anti-inflammatory properties. It is also used in the formulation of edible flavors, for the preparation of honey, chocolate, tobacco and other flavors; it can also be used in daily chemical flavors for the preparation of rose, oriental flavors and other flavors. IFRA has no restrictions.

Definition

ChEBI: Methyl benzeneacetate is a member of benzenes. It is a flavoring ingredient. Odoriferous constituent of many plants. It is generally found in brandy, capsicum, honey, pepper, some wine, coca and coca products.

Aroma threshold values

Detection: 25 ppb

Taste threshold values

Taste characteristics at 30 ppm: floral, fruity, honey, spice, waxy and sweet

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 4919, 1971 DOI: 10.1021/ja00748a051
Tetrahedron Letters, 30, p. 2945, 1989 DOI: 10.1016/S0040-4039(00)99165-2

General Description

Methyl phenylacetate has been identified in the volatile fraction of beewax absolute oil, dried fruiting bodies of Boletus auripes, Chinese fermented black soybeans and peated malt.

Biochem/physiol Actions

Methyl phenylacetate undergoes decomposition on photolysis in methanol. Methyl phenylacetate acts as acylating agent and causes the enantioselective acylation of beta-lactam intermediate using penicillin G amidase. Methyl phenylacetate is the starting material in manufacture of synthetic perfumes.

Safety Profile

Moderately toxic by ingestion and skin contact. A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Methyl phenylacetate Preparation Products And Raw materials

Raw materials

Glass-lined reaction pot Benzeneacetonitrile Metaclazepam Methanol Sulfuric acid Phenylacetic acid

Preparation Products

N-ISOPROPYLNORTROPINYL A HYDROXYMETHYL)PHENYLACETATE Tropic acid 8-isopropyl-8-azabicyclo[3.2.1]oct-3-yl endo-(±)-formylphenylacetate TROPYL A ORMULPHENYLACETATE Fluoxastrobin Methyl -formylphenylacetate METHYL ALPHA-BROMOPHENYLACETATE A-(HYDROXYMETHYL)BENZENACETIC ACID METHYL ESTER 2-PHENYLMALONAMIDE

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View Lastest Price from Methyl phenylacetate manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: Methyl phenylacetate 101-41-7
Price: US $50.00/kg
Min. Order: 1kg
Purity: 80%
Supply Ability: 5000kg/Week
Release date: 2024-04-30

Hebei Miaoyin Technology Co.,Ltd

Product: Methyl phenylacetate 101-41-7
Price: US $50.00/kg
Min. Order: 1kg
Purity: 99.9%
Supply Ability: 10000 Kilogram/Kilograms per Day
Release date: 2023-03-08

hebei hongtan Biotechnology Co., Ltd

Product: Methyl phenylacetate 101-41-7
Price: US $30.00-200.00/g
Min. Order: 10g
Purity: 98%
Supply Ability: 2000kg
Release date: 2024-06-05

101-41-7, Methyl phenylacetateRelated Search:

Methyl acrylate Methyl isobutyrylacetate Methyl acetate Tribenuron methyl Methyl phenoxyacetate METSULFURON METHYL Methyl cyanoacetate Kresoxim-methyl Methyl salicylate Methyl bromoacetate Pirimiphos-methyl Thiophanate-methyl Methyl 8-Azoniabicyclo[3.2.1]octane, 8-methyl-8-(1-methylethyl)-3-[(phenylacetyl)oxy]-, bromide, (endo,syn)- (9CI) 3α-Phenylacetoxy Tropane endo-8-isopropyl-8-azabicyclo[3.2.1]octan-3-ol Benzeneacetic acid, α-methylene-, 1-methylethyl ester Atropic acid

Acetic acid, phenyl-, methyl ester

METHYL ALPHA-TOLUATE

METHYL BENZYLFORMATE

METHYL A-TOLUATE

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FEMA 2733

Methyl phenylacetate/Phenylacetic acid methyl ester

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