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2-(4-Bromomethyl)phenylpropionic acid

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Name

2-(4-Bromomethyl)phenylpropionic acid

EINECS 627-148-4
CAS No. 111128-12-2 Density 1.485 g/cm3
PSA 37.30000 LogP 2.76960
Solubility N/A Melting Point 126-130 °C(lit.)
Formula C10H11BrO2 Boiling Point 344.2 °C at 760 mmHg
Molecular Weight 243.1 Flash Point 162 °C
Transport Information UN 1759 8/PG 2 Appearance Beige-cream crystalline powder
Safety 26-27-36/37/39-45-37/39 Risk Codes 34-36/37/38
Molecular Structure Molecular Structure of 111128-12-2 (2-(4-Bromomethyl)phenylpropionic acid) Hazard Symbols IrritantXi,CorrosiveC
Synonyms

2-[p-(Bromomethyl)phenyl]propionicacid;Benzeneacetic acid,4-(bromomethyl)-a-methyl-;2-[4-(Bromomethyl)Phenyl] propanoic acid;

Article Data 17

2-(4-Bromomethyl)phenylpropionic acid Synthetic route

50-00-0

formaldehyd

492-37-5, 2328-24-7

hydratropic acid

111128-12-2

2-(4-(bromomethyl)phenyl)propanoic acid

Conditions
ConditionsYield
With sulfuric acid; hydrogen bromide at 35 - 70℃; for 11h; Temperature;99%
With sulfuric acid; hydrogen bromide at 35 - 90℃; for 11.5h; Temperature;96%
Stage #1: formaldehyd; hydratropic acid With hydrogen bromide at 55 - 65℃;
Stage #2: With sulfuric acid at 20 - 65℃;
96%
938-94-3

(R,S)-2-(4'-methylphenyl) propionic acid

111128-12-2

2-(4-(bromomethyl)phenyl)propanoic acid

Conditions
ConditionsYield
With bromine; dibenzoyl peroxide In dichloromethane Reflux;92%
With bromine; dibenzoyl peroxide In dichloromethane at 40℃; for 0.0416667h; Temperature;90%
With hydrogen bromide; bromine In ethyl acetate at 20℃; for 2h;79%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In dichloromethane Solvent; Reflux;42.05 g
With hydrogen bromide; dihydrogen peroxide; dibenzoyl peroxide In dichloromethane at 10 - 15℃; Irradiation;

C10H10Br2O2

111128-12-2

2-(4-(bromomethyl)phenyl)propanoic acid

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; phosphonic acid diethyl ester In water; toluene at 5 - 85℃; for 6h; Reagent/catalyst; Inert atmosphere;85.3%
188680-60-6

trioxane

492-37-5, 2328-24-7

hydratropic acid

57-09-0

cetyltrimethylammonim bromide

111128-12-2

2-(4-(bromomethyl)phenyl)propanoic acid

Conditions
ConditionsYield
With hydrogen bromide; acetic acid
With hydrogen bromide; acetic acid

sodium 2-phenyl-2-cyanopropionate

111128-12-2

2-(4-(bromomethyl)phenyl)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: toluene / 3 h / 35 - 75 °C
2.1: sodium hydroxide / 1 h / 80 °C
3.1: sodium hydroxide / 12.5 h / 105 °C / Reflux
3.2: 0.58 h / pH 3
4.1: sulfuric acid; hydrogen bromide / 11.5 h / 35 - 90 °C
View Scheme
140-29-4

phenylacetonitrile

111128-12-2

2-(4-(bromomethyl)phenyl)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium methylate / methanol; toluene / 10 h / 20 °C
2.1: toluene / 3 h / 35 - 75 °C
3.1: sodium hydroxide / 1 h / 80 °C
4.1: sodium hydroxide / 12.5 h / 105 °C / Reflux
4.2: 0.58 h / pH 3
5.1: sulfuric acid; hydrogen bromide / 11.5 h / 35 - 90 °C
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / 15 h / 250 °C / 30003 Torr / Autoclave
2: sodium hydroxide; water / 8 h / 40 °C
3: sulfuric acid; hydrogen bromide / 11 h / 35 - 70 °C
View Scheme
79341-72-3

2-methoxycarbonyl-2-phenylpropionitrile

111128-12-2

2-(4-(bromomethyl)phenyl)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium hydroxide / 1 h / 80 °C
2.1: sodium hydroxide / 12.5 h / 105 °C / Reflux
2.2: 0.58 h / pH 3
3.1: sulfuric acid; hydrogen bromide / 11.5 h / 35 - 90 °C
View Scheme
536-50-5

CH3C6H4CH(CH3)OH

111128-12-2

2-(4-(bromomethyl)phenyl)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine; calcium chloride / dichloromethane / 40 h
2: dimethyl sulfoxide / 18 h / 90 °C / Reflux
3: hydrogenchloride / 1 h / Reflux
4: hydrogen bromide; bromine / ethyl acetate / 2 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: thionyl chloride / toluene / Reflux
2: tetrabutylammomium bromide / toluene; water / 8 h / 60 - 70 °C
3: sodium hydroxide / 100 - 105 °C
4: dibenzoyl peroxide; bromine / dichloromethane / Reflux
View Scheme
82925-34-6

1-(4-methylphenyl)ethyl 4-methylbenzenesulfonate

111128-12-2

2-(4-(bromomethyl)phenyl)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dimethyl sulfoxide / 18 h / 90 °C / Reflux
2: hydrogenchloride / 1 h / Reflux
3: hydrogen bromide; bromine / ethyl acetate / 2 h / 20 °C
View Scheme
122-00-9

para-methylacetophenone

111128-12-2

2-(4-(bromomethyl)phenyl)propanoic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sodium tetrahydroborate / methanol
2: triethylamine; calcium chloride / dichloromethane / 40 h
3: dimethyl sulfoxide / 18 h / 90 °C / Reflux
4: hydrogenchloride / 1 h / Reflux
5: hydrogen bromide; bromine / ethyl acetate / 2 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1: sodium tetrahydroborate / methanol / 15 - 35 °C
2: thionyl chloride / toluene / Reflux
3: tetrabutylammomium bromide / toluene; water / 8 h / 60 - 70 °C
4: sodium hydroxide / 100 - 105 °C
5: dibenzoyl peroxide; bromine / dichloromethane / Reflux
View Scheme

2-(4-Bromomethyl)phenylpropionic acid Specification

The 2-[4-(Bromomethyl)phenyl] propanoic aci×d with CAS registry number of 111128-12-2 is also known as Benzeneacetic acid,4-(bromomethyl)-a-methyl-. The IUPAC name and product name are the same. It belongs to product categories of Aromatic Propionic Acids; Organic Acids; (Intermediate of loxoprofen); C10; Carbonyl Compounds; Carboxylic Acids. In addition, the formula is C10H11BrO2 and the molecular weight is 243.10. This chemical is a beige-cream crystalline powder and should be sealed in cool, dry place away from strong oxidants.

Physical properties about 2-[4-(Bromomethyl)phenyl] propanoic acid are: (1)ACD/LogP: 2.55; (2)ACD/LogD (pH 5.5): 1.32; (3)ACD/LogD (pH 7.4): -0.47; (4)ACD/BCF (pH 5.5): 2.97; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 33.8; (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: 26.3Å2; (12)Index of Refraction: 1.582; (13)Molar Refractivity: 54.65 cm3; (14)Molar Volume: 163.6 cm3; (15)Polarizability: 21.66×10-24cm3; (16)Surface Tension: 49 dyne/cm; (17)Density: 1.485 g/cm3; (18)Flash Point: 162 °C; (19)Enthalpy of Vaporization: 62.08 kJ/mol; (20)Boiling Point: 344.2 °C at 760 mmHg; (21)Vapour Pressure: 2.54E-05 mmHg at 25 °C.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. What's more, it causes burns. During using it, wear suitable protective clothing, gloves and eye/face protection. After using it, take off immediately all contaminated clothing. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC(C1=CC=C(C=C1)CBr)C(=O)O
2. InChI: InChI=1S/C10H11BrO2/c1-7(10(12)13)9-4-2-8(6-11)3-5-9/h2-5,7H,6H2,1H3,(H,12,13)
3. InChIKey: QQXBRVQJMKBAOZ-UHFFFAOYSA-N

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