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HomeProduct name list4-Methylbenzophenone

4-Methylbenzophenone

  • CAS NO.:134-84-9
  • Empirical Formula: C14H12O
  • Molecular Weight: 196.24
  • MDL number: MFCD00008553
  • EINECS: 205-159-1
  • Update Date: 2024-11-04 13:44:46
4-Methylbenzophenone Structural

What is 4-Methylbenzophenone?

Chemical properties

white to beige crystalline powder or crystals

The Uses of 4-Methylbenzophenone

4-Methylbenzophenone is used as clear coatings for wood, plastic and metal, overprint varnish.

The Uses of 4-Methylbenzophenone

Benzophenone estrogenicity toxicity structure activity.

The Uses of 4-Methylbenzophenone

4-Methylbenzophenone may be used as a reference standard for the determination of the analyte in breakfast cereals, paperboard food packaging and packed milk by various chromatography techniques.

Synthesis Reference(s)

Journal of the American Chemical Society, 82, p. 1223, 1960 DOI: 10.1021/ja01490a047
Tetrahedron Letters, 40, p. 3109, 1999 DOI: 10.1016/S0040-4039(99)00476-1
Synthesis, p. 776, 1977 DOI: 10.1055/s-1977-24573

General Description

4-Methylbenzophenone is a photo-initiator for printing inks, mainly applied to the cardboard boxes used for packing. It is reported to be a non-genotoxic carcinogen. However, it can contaminate foodstuffs when it comes in contact with the package contents.

Flammability and Explosibility

Not classified

Safety Profile

Poison by intraperitoneal route. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Crystallise the ketone from MeOH, Et2O (m 58-59o) or pet ether. The cis-oxime has m 154o(153-156o) (from EtOH), and the trans-oxime has m 114-116o (from pet ether). [Beilstein 7 H 440, 7 III 2127, 7 IV 1403.]

Structure and conformation

4-Methylbenzophenone was one of the first organic compounds for which polymorphism was observed. It crystallizes in two modifications, the stable monoclinic α-form (mp 59°C) and a metastable trigonal β-form (mp 55 ℃). The metastable β-form is rather stable and almost indefinitely preserved if not subjected to severe mechanical load or brought into contact with the stable form. If it converts into a stable form, the crystal becomes milky white and non-transparent due to micro-cracking. There are no conditions under which the β-form is more stable than the α-form. 4-Methylbenzophenone crystallizes in a monoclinic stable form (mp 59 ℃) with a = 5.70 Å, b = 13.89 Å, c = 14.08 Å, p = 95.18° and space group P21/c, and a trigonal metastable form (mp 55°C) with a = 9.12 Å, c = 11.28 Å and space groups P31, or P32[1].

References

[1] H. Kutzke,  H. Klapper,  M. Al-Mansour. "Stable and metastable crystal phases of 4-methylbenzophenone." Journal of Molecular Structure 374 1 (1995): 129–135.

Properties of 4-Methylbenzophenone

Melting point: 56.5-57 °C (lit.)
Boiling point: 326 °C (lit.)
Density  0.9926
vapor pressure  0.059Pa at 25℃
refractive index  1.5920 (estimate)
Flash point: 143 °C
storage temp.  Sealed in dry,Room Temperature
solubility  Chloroform (Slightly), Methanol (Slightly)
form  Crystalline Powder or Crystals
color  White to beige
Odor faint odor
Water Solubility  Insoluble in water.
Merck  14,7317
BRN  1909310
CAS DataBase Reference 134-84-9(CAS DataBase Reference)
NIST Chemistry Reference Methanone, (4-methylphenyl)phenyl-(134-84-9)
EPA Substance Registry System 4-Methylbenzophenone (134-84-9)

Safety information for 4-Methylbenzophenone

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 4-Methylbenzophenone

InChIKey WXPWZZHELZEVPO-UHFFFAOYSA-N

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