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Benzophenone

description Chemical Properties application Uses indicator Toxicity Production method
Benzophenone
Benzophenone structure
CAS No.
119-61-9
Chemical Name:
Benzophenone
Synonyms
BPN;UV500;BLS 531;YF-PI BP;LB MILLER;HRcure-BP;FEMA 2134;IHT-PI BP;OMNIRAD BP;Darocur BP
CBNumber:
CB5744679
Molecular Formula:
C13H10O
Formula Weight:
182.22
MOL File:
119-61-9.mol

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)
refractive index 
1.5893
FEMA 
2134 | BENZOPHENONE
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.
Water Solubility 
insoluble (<0.1 g/100 mL at 25 ºC)
Merck 
14,1098
JECFA Number
831
BRN 
1238185
Stability:
Stable. Incompatible with strong oxidizing agents, strong reducing agents. Combustible.
InChIKey
RWCCWEUUXYIKHB-UHFFFAOYSA-N
CAS DataBase Reference
119-61-9(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
BENZOPHENONE
EWG's Food Scores
3
FDA UNII
701M4TTV9O
Proposition 65 List
Benzophenone
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) 
GHS09
Signal word  Warning
Hazard statements  H303-H313-H400-H410
Precautionary statements  P273-P391-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

Benzophenone price More Price(59)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W213403 Benzophenone FCC,FG 119-61-9 1 SAMPLE-K $50 2021-12-16 Buy
Sigma-Aldrich B9300 Benzophenone ReagentPlus?, 99% 119-61-9 1 kg $58.7 2021-12-16 Buy
Sigma-Aldrich 8.01801 Benzophenone for synthesis 119-61-9 1 kg $60.31 2021-12-16 Buy
Sigma-Aldrich 427551 Benzophenone purified by sublimation, ≥99% 119-61-9 1g $36.6 2021-12-16 Buy
Sigma-Aldrich B9300 Benzophenone ReagentPlus?, 99% 119-61-9 500 g $37.7 2021-12-16 Buy

Benzophenone Chemical Properties,Uses,Production

description

Benzophenone appears as colorless prismatic crystals, with sweetness and aroma of roses, melting point is 47-49 ℃, the relative density is 1.1146, refractive index is 1.6077. It is soluble in alcohol, ether, chloroform and other organic solvents and monomers, insoluble in water. It is a free radical photoinitiator, are mainly used in free radical UV curing systems , such as coatings, inks, adhesives and so on, and also used as the intermediates of organic pigments, pharmaceuticals, perfume, and insecticide . In the pharmaceutical industry, it is mainly used for the production of bicyclic Piperidine Benztropine hydrobromide, diphenhydramine hydrochloride. This product is styrene polymerization inhibitor and perfume fixative agent, to impart a sweet flavor with spices, widely used in the perfume and soap flavor. Attentions should be paid to the products to prevent moisture, sun , heat in the storage and transportation process, the temperature should not exceed 45 ℃.
benzophenone structure
benzophenone structure

Chemical Properties

Shiny white prismatic crystals with a sweet taste, smell like a rose, melting point is 47-49 ℃, boiling point is 306 ℃, insoluble in water, soluble in alcohol, ether and chloroform.

application

Sunscreen cosmetics is the hot new products of cosmetics, almost all sunscreens contain benzophenone compound on the current market. Benzophenone compounds that protect the skin from harm, often is used to produce high product. In recent years, the cosmetics consumption of benzophenone grows continuesly. Recent studies suggest that fluorescence is also a harmful ultraviolet light source, so benzophenone expands the range of applications in the field of cosmetics, it has been extended to hair conditioners, lotions and lipsticks. In addition, the perfume fixative agent also can give spice sweet flavor, is used in many perfumes and soap flavor.
Banana Boat company has developed a UVA ultraviolet-absorbing technology called AvoTriplex, which is benzophenone-based, adding a stabilizer to prevent the benzophenone from breaking down in the sun. Enhancer is also added into the formula, and stabilizer may act synergistically, to optimize benzophenone sunscreen capacity.

Uses

  1. Benzophenone Mainly used for the preparation of vanilla, butter and other flavor,It can be used as a fixative agent. Its weak sweet bay leaves fragrant , can be widely used in low-grade flavors, such as roses, bay leaves, sweet curd, shy flower, lily of the valley, sunflower, orchid, hawthorn flowers, incense and Wei Oriental flavor and other flavors. It is also used as an antioxidant in soaps, and occasionally used for almonds, berries, fruit, butter, nuts, peaches, vanilla beans and other food flavors in trace amount.
  2. Uses for photosensitive resins, coatings and adhesives.
  3. Benzophenone is an intermediate of UV absorbers, organic pigments, pharmaceuticals, perfume, insecticide . It is used for the production of bicyclic Piperidine Benztropine hydrobromide, diphenhydramine hydrochloride in the pharmaceutical industry . The product itself is a styrene polymerization inhibitor and a perfume fixative. Giving sweet taste to flavors, it is used in many perfumes and soap flavors.
  4. It is commonly used in soap flavor, used in ultraviolet absorbers, pigments, pharmaceuticals and reagents production, and also is low temperature fast curing agent for fluorine rubber. It serves to manufacturers to package the product in clear glass or plastic.
  5. Benzophenone is widely employed as a photo initiator in UV-curing applications such as inks, imaging and clear coatings in the printing industry. It acts as a UV blocker to prevent photo-degradation of the packaging polymers or its contents.
  6. It is light initiator for UV products, pharmaceutical intermediates, fragrances, light stabilizers etc.
  7. It is light pigment, medicine, perfume, pesticides intermediates, it can also be used for UV-curable resins, inks and coatings initiator.

indicator

Benzophenone is widely used in the synthesis experiment as an indicator, it can be used as a indicator while handling toluene, benzene, THF, acetonitrile ect.; if there is a beautiful blue after added, it can be distillated and used, it is the best to kept in sodium, but the reason of generating blue is still a puzzle.
Here is the reason from a foreign book about reactions mechanism : 'a radical anion generated by the one called carbonyl radical, benzophenone acts as the indicator is that benzophenone oxygen atoms in sodium capture electrons to generate dark blue carbonyl radical; the radicals perspective on the electrical aspect is stable, mainly used to indicate 'anaerobic conditions',Widely used.
After the addition of benzophenone, more blue of the solution, indicating less oxygen in the solution, indirectly instructing the little water. However, whether the solution turns blue, is related to the added amount of benzophenone and processing solvent, THF (300ml) contains lots of water, and needs more than about 6 hours to reflux, and of course, it is related to the amount of processing solvent, the more the longer, toluene , benzene and other samples containing less aqueous need less reflux time, it is best to add the common desiccants to pretreat, such as: potassium carbonate, sodium sulfate, sodium hydroxide, etc., so that the processing time will be shortened.

Toxicity

GRAS(FEMA)。
LD502897mg/kg(Mice, orally)。

Production method

There are different methods. 1. Condensation of benzyl chloride and benzene , and then by nitric acid oxidation. 2. The condensation of benzene and carbon tetrachloride, and then by hydrolysis. In the laboratory, the production is based on aluminum chloride as a catalyst, prepared by reacting benzene with benzoyl chloride.3.Condensation of benzene and benzoyl chloride in the presence of aluminum chloride, and then crystallized from ethanol.

Chemical Properties

Orange Crystals

Chemical Properties

Benzophenone is a combustible, white, crystalline solid with a rose-like odor

Chemical Properties

Benzophenone is a colorless, crystalline solid (mp 48.1 °C) with a rosy, slightly geranium-like odor. 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 subsequent hydrolysis of the resulting ??,??-dichlorodiphenylmethane. Benzophenone can also be prepared by oxidation of diphenylmethane. It is used in flower compositions and as a fixative.

Chemical Properties

Benzophenone has a delicate, persistent, rose-like odor.

Occurrence

Reported found in Vitis vinifera L., black tea, cherimoya (Annona cherimola), mountain papaya (Carica pubescens) and soursop (Annona muricata L.)

Uses

It is used in the manufacturing of antihistamines, hypnotics, insecticides.

Uses

Reported to bind monsaccharides in the presence of polysaccharides

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 .

Preparation

By Friedel–Craft condensation of benzene with benzoyl chloride in the presence of aluminum chloride.

Synthesis Reference(s)

Tetrahedron Letters, 36, p. 2285, 1995 DOI: 10.1016/0040-4039(95)00191-E
Chemical and Pharmaceutical Bulletin, 34, p. 3595, 1986 DOI: 10.1248/cpb.34.3595

General Description

White solid with a flowery odor. May float or sink in water.

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.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: Will attack some plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

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).

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.

Benzophenone Preparation Products And Raw materials

Raw materials

Preparation Products


Benzophenone Suppliers

Global( 670)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Chongqing Hesheng Longgang Technology Co. Ltd.
+86-18108377873 +86-18623085923
jieli@hslg-tech.com China 4 58
Shanghai Bojing Chemical Co.,Ltd.
+86-21-37122233
+86-21-37127788 Candy@bj-chem.com CHINA 497 55
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679
86-0551-65418697 info@tnjchem.com China 3000 55
Chongqing Chemdad Co., Ltd
+86-13650506873
sales@chemdad.com CHINA 37282 58
Hebei Ruiyao Biotechnology Co. Ltd
15532235888 15632182983
031188180881 admin@ruiyaobio.com CHINA 846 58
Jiangxi Lotchem Co.,Ltd.
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+86-791-85061535 lancetu@jxlotchem.com CHINA 329 58
Hebei Qige Biological Technology Co. Ltd
8618733132031
qige01@hbqige.com CHINA 1322 58
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Capot Chemical Co.,Ltd.
+86(0)13336195806 +86-571-85586718
+86-571-85864795 sales@capotchem.com China 20012 60
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
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View Lastest Price from Benzophenone manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-01-26 Benzophenone
119-61-9
US $13.00 / Kg/Bag 500g/Bag 99% 3tons Hong Kong Tiansheng New Material Trading Co., Ltd
2022-01-26 Benzophenone
119-61-9
US $1.26 / KG 1KG 99 20tons Hong Kong Tiansheng New Material Trading Co., Ltd
2022-01-21 Benzophenone
119-61-9
US $0.00 / Kg/Drum 1KG 99.9% 100000kg per month Wuhan Mulei New Material Technology Co. Ltd

Benzophenone Spectrum


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