α-methylcinnamic acid

Basic Information

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CAS Number

1199-77-5

Molecular Formula

C10H10O2

Molecular Weight

162.18 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

79-81 °C

Boiling Point

288.3°C at 760 mmHg

Flash Point

194.3 °C

Refractive Index

1.6000 (estimate)

SMILES

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CC(=CC1=CC=CC=C1)C(=O)O

InChI

InChI=1S/C10H10O2/c1-8(10(11)12)7-9-5-3-2-4-6-9/h2-7H,1H3,(H,11,12)/b8-7+

InChIKey

XNCRUNXWPDJHGV-BQYQJAHWSA-N

LogP

2.1744999999999997

Topological Polar Surface Area

37.3 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

188

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

LS-13763
DTXSID901044462
2-Propenoic acid, 2-methyl-3-phenyl-
1199-77-5
Alpha methyl cinnamic acid
E-2-methyl-3-phenylpropenoic acid
(E)-2-methyl-3-phenylacrylicacid
alpha -Methylcinnamic acid
CS-W001011
NS00045304
AKOS025310598
1895-97-2
(2E)-2-methyl-3-phenylprop-2-enoic acid
ALPHA-METHYLCINNAMIC ACID
AKOS002272560
4LV
AI3-23408
EN300-1588666
InChI=1/C10H10O2/c1-8(10(11)12)7-9-5-3-2-4-6-9/h2-7H,1H3,(H,11,12)/b8-7+
?-METHYLCINNAMIC ACID
a-Methylcinnamic acid
A804404
ALPHA-METHYL CINNAMIC ACID
.alpha.-Methylcinnamic acid
US9271961, alpha-Mehtylcinnamic acid
Q27454814
(E)-2-methyl-3-phenylprop-2-enoic acid
CHEMBL3928021
2-methyl-3-phenylacrylic acid
?alpha-Methylcinnamic acid
E-alpha-methyl-3-phenylpropenoic acid

MDL Number

MFCD00002652

Customs Code

2916399090

FAQ

What are the physical and chemical properties of α-methylcinnamic acid (CAS: 1199-77-5)?

α-Methylcinnamic acid (CAS: 1199-77-5) is a white crystalline solid with a molecular weight of 146.16 g/mol. It is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. Chemically, it is reactive towards bases and can undergo esterification and amide formation. It has a melting point of about 110-112°C and a boiling point of around 260°C. It is an important intermediate in the synthesis of various pharmaceuticals and perfumery compounds.

How is α-methylcinnamic acid (CAS: 1199-77-5) typically synthesized?

α-Methylcinnamic acid is typically synthesized by the reduction of cinnamic acid with sodium borohydride or lithium aluminum hydride. Another method involves the amide hydrolysis of α-methylcinnamic anhydride. The yield is typically around 70-80%, and the reaction is performed under anhydrous conditions to avoid side reactions. This compound is also used as an intermediate in the synthesis of fragrances and pharmaceuticals.

What industries use α-methylcinnamic acid (CAS: 1199-77-5)?

α-Methylcinnamic acid (CAS: 1199-77-5) is widely used in the pharmaceutical industry for the synthesis of drugs, particularly those containing cinnamic acid derivatives. It is also used in the perfume industry as a precursor to fragrances. Additionally, it has applications in the polymer industry for the production of certain plastics and in the chemical industry for various intermediates and derivatization reactions.

What precautions should be taken when handling α-methylcinnamic acid (CAS: 1199-77-5)?

When handling α-methylcinnamic acid (CAS: 1199-77-5), it is important to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. It should be stored in a dry, cool place, away from heat and oxidizing agents. Spills should be handled using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and procedures.