Butylated hydroxyanisole
- Product Name
- Butylated hydroxyanisole
- CAS No.
- 25013-16-5
- Chemical Name
- Butylated hydroxyanisole
- Synonyms
- BHA;BUTYLHYDROXYANISOLE;BOA;Butylhydroxyanisol;2-TERT-BUTYL-4-METHOXYPHENOL;TERT-BUTYL-4-HYDROXYANISOLE;E320;Butyl hydroxy anisd;tert-butyl-4-methoxyphenol;2(3)-t-Butyl-4-hydroxyanisole
- CBNumber
- CB2337887
- Molecular Formula
- C11H16O2
- Formula Weight
- 180.24354
- MOL File
- 25013-16-5.mol
Butylated hydroxyanisole Property
- Melting point:
- 58-60 °C(lit.)
- Boiling point:
- 264-270°C
- Density
- 0.9976 (rough estimate)
- vapor density
- 6.2 (vs air)
- refractive index
- 1.4910 (estimate)
- FEMA
- 2183 | BUTYLATED HYDROXYANISOLE
- Flash point:
- >230 °F
- storage temp.
- 2-8°C
- solubility
- Practically insoluble in water; soluble in methanol; freely soluble in ≥50% aqueous ethanol, propylene glycol, chloroform, ether, hexane, cottonseed oil, peanut oil, soybean oil, glyceryl monooleate, and lard, and in solutions of alkali hydroxides.
- form
- Crystalline Flakes or Crystals
- color
- White to pale yellow
- Odor
- mild rubbery
- Odor Type
- rubbery
- Water Solubility
- <0.1 g/100 mL at 18.5 ºC
- Merck
- 14,1547
- Stability:
- Stable, combustible. Incompatible with oxidizing agents, ferric salts. Degrades on long exposure to sunlight.
- InChIKey
- WYEIRNDSZQKIDQ-UHFFFAOYSA-N
- LogP
- 3.00
- IARC
- 2B (Vol. 40, Sup 7) 1987
- EPA Substance Registry System
- Butylated hydroxyanisole (25013-16-5)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-40-36/37/38-51/53
- Safety Statements
- 36/37-36/37/39-26-61-29
- RIDADR
- 2811
- WGK Germany
- 2
- RTECS
- SL1945000
- Autoignition Temperature
- 599 °F
- TSCA
- Yes
- HS Code
- 29093090
- Hazardous Substances Data
- 25013-16-5(Hazardous Substances Data)
- Toxicity
- LD50 in mice, rats (mg/kg): 2000, 2200 orally (Lehman)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H411Toxic to aquatic life with long lasting effects
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P273Avoid release to the environment.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P391Collect spillage. Hazardous to the aquatic environment
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- W218308
- Product name
- Butylated hydroxyanisole
- Purity
- 99%, FCC, FG
- Packaging
- 100g
- Price
- $71
- Updated
- 2024/03/01
- Product number
- W218308
- Product name
- Butylated hydroxyanisole
- Purity
- 99%, FCC, FG
- Packaging
- 1kg
- Price
- $99.5
- Updated
- 2024/03/01
- Product number
- W218308
- Product name
- Butylated hydroxyanisole
- Purity
- 99%, FCC, FG
- Packaging
- 5kg
- Price
- $377
- Updated
- 2024/03/01
- Product number
- 78943
- Product name
- Butylated hydroxyanisole
- Purity
- analytical standard
- Packaging
- 500mg
- Price
- $87.4
- Updated
- 2024/03/01
- Product number
- 49886
- Product name
- Butylated hydroxyanisole
- Purity
- certified reference material, TraceCERT
- Packaging
- 50mg
- Price
- $110
- Updated
- 2024/03/01
Butylated hydroxyanisole Chemical Properties,Usage,Production
Description
Butylated hydroxyanisole (BHA) is an antioxidant widely used in food. Because it is contained in pastry, it can induce sensitization in caterers.
Chemical Properties
white or light yellow waxy solid with an
Chemical Properties
Log Kow 5. 3. Values above 3.0 are likely to bioaccumulate in aquatic organisms
Chemical Properties
Butylated hydroxyanisole occurs as a white or almost white crystalline powder or a yellowish-white waxy solid with a faint, characteristic aromatic odor.
Chemical Properties
BHA and BHT (butylated hydroxytoluene) are monohydric phenolic antioxidants that, prior to their introduction and acceptance in the food industry, were used to protect petroleum against oxidative degumming. Chemically, BHA is a mixture of two isomers, 3-tertiary-butyl-4-hydroxyanisole (90%) and 2-tertiary-butyl-4-hydroxyanisole (10%). Both BHA and BHT assert a good carry-through effect, although BHA is slightly better than BHT in this respect. BHT is, however, more effective in suppressing oxidation of animal fats than vegetable oils. Among its multiple applications, BHA is particularly useful in protecting the flavors and color of essential oils and is considered the most effective of all food-approved antioxidants for this application. BHA is particularly effective in controlling the oxidation of short-chain fatty acids, such as those found in coconut and palm kernel oils that are used typically in cereal and confectionary products.
Occurrence
BHA is not known to occur as a natural product.
Uses
BHA (butylated hydroxy anisole) is a preservative with anti-oxidant capabilities, not to be confused with beta hydroxy acids (BHAs).
Uses
Butylated Hydroxyanisole (BHA) is an antioxidant that imparts stability to fats and oils and should be added before oxidation has started. It is a mixture of 3-tert-butyl-4-hydroxyanisole and 2-tertbutyl-4-hydroxyanisole. In direct addition, the fat or oil is heated to 60–70°C and the BHA is added slowly under vigorous agitation. The maximum concentration is 0.02% based on the weight of the fat or oil. It may protect the fat-soluble vitamins A, D, and E. It is used singly or in combination with other antioxidants. It is used in cereals, edible fat, vegetable oil, confectionary products, and rice.
Uses
Butylated Hydroxyanisole is an antioxidant consisting of a mixture of two isomers of tert-butyl-4-hydroxyanisole. Butylated Hydroxyanisole is used in food preservation as it antioxidant properties pre vent food from becoming rancid. Butylated Hydroxyanisoleas is also used in animal feed, petroleum products, and cosmetics.
Uses
Antioxidant and preservative, especially in foods, cosmetics, pharmaceuticals; also rubber and petroleum products.
Definition
A mixture of 2- and 3-tert-4-methoxyphenol.
Production Methods
Prepared by the reaction of p-methoxyphenol with isobutene.
Aroma threshold values
Detection: 3 ppm
General Description
White, beige or slightly yellow waxy solid with an aromatic odor and a slightly bitter burning taste.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Butylated hydroxyanisole degrades with prolonged exposure to sunlight. Exhibits antioxidant properties and synergism with acids, BHT, propyl gallate, hydroquinone, methionine, lecithin and thiodipropionic acid. Butylated hydroxyanisole exhibits antioxidant properties as a scavenger of free radicals. Butylated hydroxyanisole is incompatible with oxidizing agents and ferric salts.
Hazard
Toxic by ingestion. Use in foods restricted; consult FDA regulations.
Fire Hazard
Butylated hydroxyanisole is combustible.
Pharmaceutical Applications
Butylated hydroxyanisole is an antioxidant with some
antimicrobial properties. It is used in a wide range of cosmetics,
foods, and pharmaceuticals. When used in foods, it is used to delay
or prevent oxidative rancidity of fats and oils and to prevent loss of
activity of oil-soluble vitamins.
Butylated hydroxyanisole is frequently used in combination with
other antioxidants, particularly butylated hydroxytoluene and alkyl
gallates, and with sequestrants or synergists such as citric acid.
FDA regulations direct that the total content of antioxidant in
vegetable oils and direct food additives shall not exceed 0.02% w/w
(200 ppm) of fat or oil content or essential (volatile) oil content of
food.
USDA regulations require that the total content of antioxidant
shall not exceed 0.01% w/w (100 ppm) of any one antioxidant or
0.02% w/w combined total of any antioxidant combination in
animal fats.
Japanese regulations allow up to 1 g/kg in animal fats.
Contact allergens
BHA is an antioxidant widely used in cosmetics and food. Contained in pastry, it can induce sensitization in caterers.
Safety Profile
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Moderately toxic by ingestion and intraperitoneal routes. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid and irritating fumes
Safety
Butylated hydroxyanisole is absorbed from the gastrointestinal tract
and is metabolized and excreted in the urine with less than 1%
unchanged within 24 hours of ingestion. Although there have
been some isolated reports of adverse skin reactions to butylated
hydroxyanisole, it is generally regarded as nonirritant and
nonsensitizing at the levels employed as an antioxidant.
Concern over the use of butylated hydroxyanisole has occurred
following long-term animal feeding studies. Although previous
studies in rats and mice fed butylated hydroxyanisole at several
hundred times the US-permitted level in the human diet showed no
adverse effects, a study in which rats, hamsters, and mice were fed
butylated hydroxyanisole at 1–2% of the diet produced benign and
malignant tumors of the forestomach, but in no other sites.
However, humans do not have any region of the stomach
comparable to the rodent forestomach and studies in animals that
also do not have a comparable organ (dogs, monkeys, and guinea
pigs) showed no adverse effects. Thus, the weight of evidence does
not support any relevance to the human diet where butylated
hydroxyanisole is ingested at much lower levels. The WHO
acceptable daily intake of butylated hydroxyanisole has been set at
500 μg/kg body-weight.
LD50 (mouse, oral): 1.1–2.0 g/kg
LD50 (rabbit, oral): 2.1 g/kg
LD50 (rat, IP): 0.88 g/kg
LD50 (rat, oral): 2.0 g/kg
Synthesis
Several methods are used for the commercial production of BHA. Methylation of hydroquinone yields an intermediate that gives a mixture of 3-BHA and 2-BHA upon treatment with tert-butyl alcohol and phosphoric acid. Butylation of hydroquinone and subsequent methylation with dimethyl sulfate and sodium hydroxide can also be used to produce a mixture of the two BHA isomers. In addition BHA can be synthesized by the tert-butylation of 4-methoxyphenol over silica or alumina at 150°C.
Carcinogenicity
Butylated hydroxyanisole (BHA) is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.
Environmental Fate
The metabolites of BHA can bind to cellular macromolecules, such as proteins and DNA, and cause toxicity.
storage
Exposure to light causes discoloration and loss of activity. Butylated hydroxyanisole should be stored in a well-closed container, protected from light, in a cool, dry place.
Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1—Poisonous materials, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9— Miscellaneous hazardous material, Technical Name Required
Toxicity evaluation
BHA is a white or slightly yellow, waxy solid with a characteristic
odor. It is insoluble in water, but soluble in fats, oils,
and solvents like petroleum ether, chloroform, and alcohol.
Its octanol/water partition coefficient is 3.50; vapor pressure is
2.48×10-3 mm Hg at 25°C; and Henry’s law constant is
1.17×10-6 atm-m3 mol-1.
BHA is released into the environment through waste
streams. It has low soil mobility and volatilizes slowly from
water. It may bioconcentrate in aquatic organisms, adsorb to
sediment, and be subject to direct photolysis.
Incompatibilities
Butylated hydroxyanisole is phenolic and undergoes reactions characteristic of phenols. It is incompatible with oxidizing agents and ferric salts. Trace quantities of metals and exposure to light cause discoloration and loss of activity.
Waste Disposal
Suggested: Dispose of contents and container to an approved waste disposal plant. All federal, state, and local environmental regulations must be observed.
Regulatory Status
GRAS listed. Accepted as a food additive in Europe. Included in the FDA Inactive Ingredients Database (IM and IV injections, nasal sprays, oral capsules and tablets, and sublingual, rectal, topical, and vaginal preparations). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Nonmedicinal Ingredients.
Butylated hydroxyanisole Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Butylated hydroxyanisole manufacturers
- Product
- Butylated hydroxyanisole 25013-16-5
- Price
- US $70.00/kg
- Min. Order
- 1kg
- Purity
- 99
- Supply Ability
- 5000
- Release date
- 2024-06-05
- Product
- Butylated Hydroxyanisole BHA 25013-16-5
- Price
- US $120.00-65.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-04-28
- Product
- Butylated hydroxyanisole 25013-16-5
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 1000kg/month
- Release date
- 2021-12-16