prop-1-en-2-ylbenzene

• ChemBase ID: 125720
• Molecular Formular: C9H10
• Molecular Mass: 118.1757
• Monoisotopic Mass: 118.07825032
• SMILES: CC(=C)c1ccccc1
• Canonical SMILES: CC(=C)c1ccccc1
• InChI: InChI=1S/C9H10/c1-8(2)9-6-4-3-5-7-9/h3-7H,1H2,2H3
• InChIKey: XYLMUPLGERFSHI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-1-en-2-ylbenzene
• IUPAC Traditional name: α-methylstyrol
• Synonyms: α-Methylstyrene; 2-Phenyl-1-propene; 1-Methyl-1-phenylethylene; 2-Phenylpropene; (1-Methylethenyl)benzene; beta-Phenylpropene; 2-Phenylpropylene; beta-Phenylpropylene; alpha-Methylstyrol; 1-Phenyl-1-methylethylene; 2-Phenyl-2-propene; Alpha-Methylstyrene; α-Methylstyrene monomer; Isopropenylbenzene; α-Methylstyrene; alpha-Methylstyrene; α-甲基苯乙烯单体; 2-苯丙烯; 异丙烯基苯; α-甲基苯乙烯

Database IDs

• CAS Number: 98-83-9
• EC Number: 202-705-0
• MDL Number: MFCD00008859
• Beilstein Number: 969405
• PubChem SID: 24885891; 162220070; 24897221
• PubChem CID: 7407
• Chemspider ID: 7129
• KEGG ID: C14395
• Wikipedia Title: Alpha-Methylstyrene

CALCULATED PROPERTIES

• Molar Refractivity: 40.0263 cm^3
• Polarizability: 15.79431 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 3.0093424
• LogD (pH = 7.4): 3.0093424
• Log P: 3.0093424

PROPERTIES

Physical Property

• Solubility: Insoluble in water
• Apperance: Colorless liquid
• Melting Point: -23°C; -24 °C(lit.); -24°C
• Boiling Point: 164-168 °C(lit.); 165 - 169°C; 165-169 °C(lit.); 166-169°C
• Flash Point: 114.8 °F; 45 °C; 45°C(113°F); 46 °C
• Auto Ignition Point: 1065 °F
• Density: 0.909; 0.909 g/mL at 20 °C; 0.909 g/mL at 25 °C(lit.); 0.91 g/cm^3
• Refractive Index: 1.5380; n20/D 1.538(lit.); n20/D 1.539
• Vapor Pressure: 2.1 mmHg ( 20 °C)
• Vapor Density: 4.1 (vs air)

Safety Information

• RTECS: WL5075300
• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• UN Number: 2303; UN2303
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-36/37-51/53
• Safety Statements: 61; R
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07; GHS09
• GHS Signal Word: Warning
• NFPA704:
  

  0

  3

  0
• LD50: Oral rat: 4900 mg/kg
• Explode Limits: 6.1 %
• GHS Hazard statements: H226-H319-H335-H411; H226-H319-H335-H411-H401
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P273-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2303 3/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.5% (GC); 99%; 99%, stab. with 10-20 ppm 4-tert-butylcatechol
• Grade: analytical standard
• Contains: ~0.0025% 4-tert-butylcatechol as stabilizer; 15 ppm p-tert-butylcatechol as inhibitor
• Shelf Life: (limited shelf life, expiry date on the label)
• Linear Formula: C6H5C(CH3)=CH2

DETAILS

Sigma Aldrich - M80903

Packaging
1 L in glass bottle
5, 100 mL in glass bottle

REFERENCES

• For asymmetric ene-reaction with methyl glyoxylate, catalyzed by a chiral binaphthyl (see (R)-(+)-1,1'-Bi(2-naphthol), L08305) Ti(O-i-Pr)₄ complex to give methyl (2R)-3-hydroxy-4-phenyl-4-pentenoate, see: Org. Synth. Coll., 9, 596 (1998):
  
• In the presence of trichloroacetic acid, has been reported for the protection of 5-substituted tetrazoles as their N-cumyl derivatives. Deprotection was effected by catalytic transfer hydrogenolysis: J. Org. Chem., 64, 9301 (1999).