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Benzophenone

Benzophenone Structure
CAS No.
119-61-9
Chemical Name:
Benzophenone
Synonyms
BPN;DIPHENYL KETONE;Benzophenon;DIPHENYLMETHANONE;Methanone, diphenyl-;Phenyl ketone;dipheny ketone;IHT-PI BP;Benzophenone 0;BENZOPHENONE FLAKE
CBNumber:
CB5744679
Molecular Formula:
C13H10O
Molecular Weight:
182.22
MOL File:
119-61-9.mol
MSDS File:
SDS
Modify Date:
2024/7/12 15:32:57

Benzophenone Properties

Melting point 47-51 °C (lit.)
Boiling point 305 °C (lit.)
Density 1.11
vapor density 4.21 (vs air)
vapor pressure 1 mm Hg ( 108 °C)
FEMA 2134 | BENZOPHENONE
refractive index 1.5893
Flash point >230 °F
storage temp. Store below +30°C.
solubility ethanol: soluble100mg/mL, clear, colorless (80% ethanol)
form Crystalline Powder or Flakes
color White to off-white
Odor Characteristic.
Odor Type balsamic
Water Solubility insoluble (<0.1 g/100 mL at 25 ºC)
JECFA Number 831
Merck 14,1098
BRN 1238185
Dielectric constant 13.0(20℃)
Stability Stable. Incompatible with strong oxidizing agents, strong reducing agents. Combustible.
InChIKey RWCCWEUUXYIKHB-UHFFFAOYSA-N
LogP 3.18 at 25℃
CAS DataBase Reference 119-61-9(CAS DataBase Reference)
IARC 2B (Vol. 101) 2013
NIST Chemistry Reference Benzophenone(119-61-9)
EPA Substance Registry System Benzophenone (119-61-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Warning
Hazard statements  H373-H412
Precautionary statements  P260-P273-P314-P501
Hazard Codes  Xi,N,Xn,F
Risk Statements  36/37/38-52/53-50/53-67-65-62-51/53-48/20-11-40
Safety Statements  26-61-37/39-29-60-36-62-36/37-33-16-9
RIDADR  UN 3077 9/PG 3
WGK Germany  2
RTECS  DI9950000
10
TSCA  Yes
HazardClass  9
PackingGroup  III
HS Code  29143900
Toxicity LD50 orally in Rabbit: > 10000 mg/kg LD50 dermal Rabbit 3535 mg/kg
NFPA 704
1
1 0

Benzophenone price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W213403 Benzophenone FCC, FG 119-61-9 1SAMPLE-K ₹4990.33 2022-06-14 Buy
Sigma-Aldrich(India) B9300 Benzophenone ReagentPlus?, 99% 119-61-9 25G ₹1970.15 2022-06-14 Buy
Sigma-Aldrich(India) W213403 Benzophenone FCC, FG 119-61-9 1KG ₹7361 2022-06-14 Buy
Sigma-Aldrich(India) B9300 Benzophenone ReagentPlus?, 99% 119-61-9 500G ₹2413.98 2022-06-14 Buy
Sigma-Aldrich(India) B9300 Benzophenone ReagentPlus?, 99% 119-61-9 1KG ₹3215.03 2022-06-14 Buy
Product number Packaging Price Buy
W213403 1SAMPLE-K ₹4990.33 Buy
B9300 25G ₹1970.15 Buy
W213403 1KG ₹7361 Buy
B9300 500G ₹2413.98 Buy
B9300 1KG ₹3215.03 Buy

Benzophenone Chemical Properties,Uses,Production

Chemical Properties

Benzophenone is a combustible, white, crystalline solid with a rose-like odor. soluble in ethanol, ether, chloroform and other organic solvents and monomers, insoluble in water. It is a free radical photoinitiator, mainly used in free radical UV curing systems, such as coatings, inks, adhesives, etc. It can be prepared in several ways, for example, by Friedel–Crafts reaction of benzene and benzoyl chloride with aluminum chloride, or of benzene and carbon tetrachloride, and oxidation of diphenylmethane.

Occurrence

Benzophenone has been found in various fruits, including Vitis vinifera L., black tea, cherimoya (Annona cherimola), mountain papaya (Carica pubescens), and soursop (Annona muricata L.).

Uses

Benzophenone is used as a synthetic intermediate for manufacture of pharmaceuticals and agricultural chemicals. It is also used as a photoinitiator in UV-curable printing inks, as a fragrance in perfumes, as a flavor enhancer in foods. Benzophenone can be added as a UV-absorbing agent to plastics, lacquers, and coatings at concentrations of 2–8%.

Production Methods

Benzophenone is commercially synthesized by the atmospheric oxidation of diphenylmethane using a catalyst of copper naphthenate. Alternatively, it can be produced by a Friedel–Crafts acylation of benzene using either benzoyl chloride or phosgene in the presence of aluminum chloride .

Definition

ChEBI: Benzophenone is the simplest member of the class of benzophenones, being formaldehyde in which both hydrogens are replaced by phenyl groups. It has a role as a photosensitizing agent and a plant metabolite.

General Description

Benzophenone(119-61-9) appears as white solid with a flowery odor. May float or sink in water. It is a widely used building block in organic chemistry, being the parent diarylketone.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Ketones, such as Benzophenone, are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4. Benzophenone can react with oxidizing materials.

Health Hazard

Ingestion causes gastrointestinal disturbances. Contact causes eye irritation and, if prolonged, irritation of skin.

Fire Hazard

Flash point data for Benzophenone are not available, but Benzophenone is probably combustible.

Contact allergens

Unsubstituted benzophenone is largely used in chemical applications. It acts as a marker for photoallergy to ketoprofen.

Safety Profile

Moderately toxic by ingestion andintraperitoneal routes. Combustible when heated.Incompatible with oxidizers. When heated todecomposition it emits acrid and irritating fumes.

Potential Exposure

Benzophenone is used in UV curing of inks and coatings; as an intermediate; as an odor fixative in fragrances, flavoring, soaps; in the manufacture of pharmaceuticals and insecticides; in organic syntheses.

Carcinogenicity

Lifetime dermal carcinogenicity studies in mice and rabbits did not show any tumor excess in the treated animals. Female Swiss mice and New Zealand White rabbits of both sexes were treated dermally with 0, 5, 25, or 50% of benzophenone (0.02 mL) twice a week for 120 or 180 weeks. Weekly examination of the rabbits did not reveal any reduction in survival or appearance of tumors. Mice treated with benzophenone did not show any excess in the number of tumor-bearing animals or in total number of tumors compared to untreated control animals. Although three skin tumors were observed in the benzophenone- treated mice (one case of squamous cell carcinoma and two cases of squamous cell papilloma), there were also three tumors (one carcinoma and toe papillomas) observed in the control animals.

Metabolism

Benzophenone's main metabolic pathway in the rabbit is by reduction to benzhydrol, which is excreted conjugated with glucuronic acid(Williams, 1959).

Solubility in organics

Insoluble in water and glycerin, slightly soluble in Propylene glycol, 6% soluble in alcohol, soluble inmost perfume oils.

Shipping

UN1224 Ketones, liquid, n.o.s., Hazard Class: 3; Labels: 3—Flammable liquid, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9—Miscellaneous hazardous material, Technical Name Required.

Purification Methods

Crystallise it from MeOH, EtOH, cyclohexane, *benzene or pet ether, then dry in a current of warm air and store it over BaO or P2O5. It is also purified by zone melting and by sublimation [Itoh J Phys Chem 89 3949 1985, Naguib et al. J Am Chem Soc 108 128 1986, Gorman & Rodgers J Am Chem Soc 108 5074 1986, Ohamoto & Teranishi J Am Chem Soc 108 6378 1986, Naguib et al. J Phys Chem 91 3033 1987]. [Beilstein 7 III 2048, 7 IV 1357.]

Incompatibilities

Oxidizing materials, such as dichromates and permanganates.

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