3-(2-Methylphenyl)prop-2-enoic acid

HCID 98306

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Basic information

CAS: 2373-76-4
Standard SMILES: Cc1ccccc1C=CC(=O)O
InChIKey: RSWBWHPZXKLUEX-UHFFFAOYSA-N
Molecular formula: C10H10O2
Average molar mass: 162.18 g/mol
Monoisotopic mass: 162.06807956

Names & identifiers

Preferred name: 3-(2-Methylphenyl)prop-2-enoic acid
IUPAC: 3-(2-methylphenyl)prop-2-enoic acid
English name: 2-Methylcinnamic acid
Molecular formula: C10H10O2
Molecular weight: 162.19

Names & synonyms

3-(2-methylphenyl)prop-2-enoic acid2-Methylcinnamicacid(2E)-3-(2-methylphenyl)acrylic acidss-Toluylacrylsaure2-methyl cinnamic acidSCHEMBL785562-Methylcinnamic acid (NIST)SCHEMBL15105173-(o-tolyl)prop-2-enoic acidSCHEMBL29386378RSWBWHPZXKLUEX-UHFFFAOYSA-NAAA93957

Show more names

o-Methylcinnamic acid(E)-3-(o-Tolyl)acrylic acid5-Bromovaniline2-Methylciamic acidRARECHEM BK HC T303TIMTEC-BB SBB0039462-Methylcinnamicaci2-METHYLCINNAMIC ACIDSPECS AI-942/25034752METHYLCINNAMIC ACID,2-

AKOS025116637DB-046231F980649

Database identifiers

CAS: 2373-76-4
PubChem CID: 98306
DTXSID: DTXSID101314786

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 184

Physicochemical properties

Melting point: 174 · 174-176 °C(lit.)
Boiling point: 228.88 °C · 228.88°C (rough estimate)
Density: 1.0281 · 1.0281 (rough estimate)
refractive index: 1.5766 · 1.5766 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: almost transparency in Methanol
form: powder to crystal
pka: 4.5 · 4.5(at 25℃)
color: White to Almost white
BRN: 2500607 · 2500607
InChI: 1S/C10H10O2/c1-8-4-2-3-5-9(8)6-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-6+
InChIKey: RSWBWHPZXKLUEX-VOTSOKGWSA-N
SMILES: Cc1ccccc1\C=C\C(O)=O
LogP: 2.87 · 2.870 (est)
CAS DataBase Reference: 2373 · 2373-76-4(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 37 · 37/39-26-36-24/25
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29163990 · 29163990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29163990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 37/39-26-36-24/25
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications · 2 items

Uses2-Methylcinnamic acid may be used as starting reagent for the total synthesis of the cytotoxic alkaloid, 22-hydroxyacuminatine and for the preparation of (E)-2-methylcinnamic acid i-butylammonium salt.

General Description2-Methylcinnamic acid has been reported to exhibit strong anti-fungal activity against white-rot fungus Lenzites betulina and brown-rot fungus Laetiporus sulphureus. Hydrogenation of 2-methylcinnamic acid using Walphos ligands and their biferrocene analogs has been studied.