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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.

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Methyl phenylacetate Suppliers

Beijing Holiyang Chemical Co. Ltd.
Tel
13718199399
Fax
QQ : 206661479
Email
holiyangchem@163.com
Country
China
ProdList
3381
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56
hebei crovell biotech Co,.LTD
Tel
19930503252
Email
mia@crovellbio.com
Country
China
ProdList
1459
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58
XI'AN VEDA CHEMICAL CO.,LTD
Tel
+86-29-88665278 13379235092
Email
sales@vedachem.com
Country
China
ProdList
47
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58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Beijing HwrkChemical Technology Co., Ltd
Tel
010-89508211 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
8415
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Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
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61
Jinxiang Chemical (Danyang) Products Co., Ltd.
Tel
025-86819862 13913839793
Fax
0086-25-86819859
Email
nancyzong@jinchemical.com
Country
China
ProdList
97
Advantage
74
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View Lastest Price from Methyl phenylacetate manufacturers

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 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 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

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