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5669-19-2

Basic Information
CAS No.: 5669-19-2
Name: 2-Benzylacrylic acid
Article Data: 58
Molecular Structure:
Molecular Structure of 5669-19-2 (2-Benzylacrylic acid)
Formula: C10H10O2
Molecular Weight: 162.188
Synonyms: Hydrocinnamicacid, a-methylene- (6CI,8CI);2-Methylene-3-phenylpropanoicacid;NSC 192640;a-Benzylacrylic acid;a-Methylenebenzenepropanoicacid;
EINECS: 219-673-9
Density: 1.12 g/cm3
Melting Point: 66-68 °C
Boiling Point: 326.1 °C at 760 mmHg
Flash Point: 230.1 °C
Appearance: White Solid
PSA: 37.30000
LogP: 1.86990
Synthetic route
20593-63-9

2-Benzylacrylic acid ethyl ester

5669-19-2

2-Benzyl-2-propenoic acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran; water for 15h; Heating;100%
With ethanol; sodium hydroxide In dichloromethane at 10 - 20℃; for 3.5h; Time; Reflux;92.8%
With potassium hydroxide In methanol for 18h;80%
50-00-0

formaldehyd

616-75-1

2-benzylmalonic acid

5669-19-2

2-Benzyl-2-propenoic acid

Conditions
ConditionsYield
With diethylamine for 5h; Mannich reaction;98%
With diethylamine In ethyl acetate at 0℃; for 3h; Reflux;90%
With diethylamine In ethyl acetate for 4h; Inert atmosphere; Reflux;87%
616-75-1

2-benzylmalonic acid

5669-19-2

2-Benzyl-2-propenoic acid

Conditions
ConditionsYield
Stage #1: 2-benzylmalonic acid With formaldehyd; diethylamine In ethyl acetate at 0 - 20℃; for 1.5h; Heating / reflux;
Stage #2: With hydrogenchloride; water at 10℃;
90%
Stage #1: 2-benzylmalonic acid With formaldehyd; diethylamine In ethyl acetate
Stage #2: With potassium hydroxide
Multi-step reaction with 2 steps
1: concentrated ammonia
View Scheme
109481-98-3

(Z)-3-Phenyl-2-trimethylsilanylmethyl-acrylic acid ethyl ester

A

5669-19-2

2-Benzyl-2-propenoic acid

B

1895-97-2

2-methyl-3-phenylacrylic acid

Conditions
ConditionsYield
With potassium hydroxide; water In methanol for 3h; Reflux;A 12%
B 87%

(2-Methoxycarbonyl-3-phenyl-propyl)-trimethyl-ammonium; iodide

5669-19-2

2-Benzyl-2-propenoic acid

Conditions
ConditionsYield
With sodium hydroxide at 100℃; for 2h;80%
358382-80-6

5-benzyl-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxane-4,6-dione

5669-19-2

2-Benzyl-2-propenoic acid

Conditions
ConditionsYield
With hydrogen bromide In water; acetic acid for 2h; Heating;76%

diethyl 2-benzyl-2(hydroxymethyl)malonate

5669-19-2

2-Benzyl-2-propenoic acid

Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 90℃; for 18h;72.4%
With hydrogen bromide; acetic acid In water at 80℃; for 72h;
2495-35-4

benzylacrylate

5669-19-2

2-Benzyl-2-propenoic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol66%
3070-71-1

methyl 2-benzylacrylate

5669-19-2

2-Benzyl-2-propenoic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol for 20h; Ambient temperature;65%
With potassium hydroxide In ethanol Heating;
With lithium hydroxide monohydrate; water In tetrahydrofuran at 70℃; for 3h;
109481-98-3

(Z)-3-Phenyl-2-trimethylsilanylmethyl-acrylic acid ethyl ester

A

1039704-09-0

(2Z)-3-phenyl-2-[(trimethylsilyl)methyl]prop 2-enoic acid

B

5669-19-2

2-Benzyl-2-propenoic acid

C

1895-97-2

2-methyl-3-phenylacrylic acid

Conditions
ConditionsYield
With potassium hydroxide; water In methanol for 0.333333h; Reflux;A 19%
B 13%
C 64%
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    2-Benzylacrylic acid Chemical Properties Melting point 66-68 °C Boiling point 170-174 °C(Press: 20 Torr) density 1.120 pka 4.48±0.11(Predicted) CAS DataBase Reference 5669-19-2(CAS DataBase Reference)

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Specification

The CAS registry number of 2-Benzyl acrylic acid is 5669-19-2. The IUPAC name is 2-benzylprop-2-enoic acid. In addition, the molecular formula is C10H10O2. What's more, it is a kind of white solid and belongs to the classes of Racecadotril; Aliphatics; Aromatics. It can be used as pharmaceutical intermediates and raw materials in organic synthesis. Besides, it should be stored in sealed container, and put in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 2.50; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.44; (4)ACD/BCF (pH 5.5): 4.06; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 47.41; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 26.3 Å2; (12)Index of Refraction: 1.551; (13)Molar Refractivity: 46.2 cm3; (14)Molar Volume: 144.7 cm3; (15)Polarizability: 18.31 ×10-24cm3; (16)Surface Tension: 42.8 dyne/cm; (17)Density: 1.12 g/cm3; (18)Flash Point: 230.1 °C; (19)Enthalpy of Vaporization: 59.99 kJ/mol; (20)Boiling Point: 326.1 °C at 760 mmHg; (21)Vapour Pressure: 8.97E-05 mmHg at 25°C.

Preparation of 2-Benzyl acrylic acid: it can be prepared by a-Benzylacrylsaeuremethylester. This reaction will need reagent aq. NaOH and solvent methanol. The reaction time is 20 hours with ambient temperature. The yield is about 65%.

2-Benzyl acrylic acid can be prepared by a-Benzylacrylsaeuremethylester

Uses of 2-Benzyl acrylic acid: it can react with thioacetic acid to get 2-acetylsulfanylmethyl-3-phenyl-propionic acid. This reaction is a kind of addition reaction. It will need solvent tetrahydrofuran. The reaction time is 18 hours at reaction temperature of 50 °C.

2-Benzyl acrylic acid can react with thioacetic acid to get 2-acetylsulfanylmethyl-3-phenyl-propionic acid

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)\C(=C)Cc1ccccc1
(2)InChI: InChI=1/C10H10O2/c1-8(10(11)12)7-9-5-3-2-4-6-9/h2-6H,1,7H2,(H,11,12)
(3)InChIKey: RYNDYESLUKWOEE-UHFFFAOYAD