| Identification | More | [Name]
Acetyl bromide | [CAS]
506-96-7 | [Synonyms]
ACETIC ACID BROMIDE
ACETYL BROMIDE
Acetylbrimide
CH3COBr
ethanoylbromide
Acetyl Bromide( Controlled Chemical)
AcetylBromideForSynthesis
Acetyl bromide, 98+%
ACETALBROMIDE
Bromideacetyl
1-Bromoacetaldehyde
1-Bromoethanal
1-Bromoethanone | [EINECS(EC#)]
208-061-7 | [Molecular Formula]
C2H3BrO | [MDL Number]
MFCD00000114 | [Molecular Weight]
122.95 | [MOL File]
506-96-7.mol |
| Chemical Properties | Back Directory | [Description]
Acetyl bromide is a colourless fuming liquid with pungent odour, is combustible, and
turns yellow on exposure to air. It is used as an acetylating agent in the synthesis of fine
chemicals, agrochemicals, and pharmaceuticals. It is also used as an intermediate for dyes.
Acetylation, a case of acylation, is an organic synthesis process whereby the acetyl group
is incorporated into a molecule by substitution for protecting –OH groups. | [Appearance]
Acetyl bromide is a colorless, fuming liquid that turns yellow on contact with air. It has a sharp, unpleasant odor. | [Melting point ]
-96 °C | [Boiling point ]
75-77 °C(lit.)
| [density ]
1.663 g/mL at 25 °C(lit.)
| [vapor density ]
4.3 (vs air)
| [vapor pressure ]
92.2 mm Hg ( 25 °C)
| [refractive index ]
n20/D 1.45(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Store at <= 20°C. | [solubility ]
Miscible with ether, chloroform, benzene and acetone. | [form ]
Fuming Liquid | [color ]
Clear colorless to dark yellow | [Odor]
Acrid and sharp. | [Water Solubility ]
REACTS | [Sensitive ]
Moisture Sensitive | [Merck ]
14,82 | [BRN ]
1697546 | [Dielectric constant]
16.5（Ambient） | [InChIKey]
FXXACINHVKSMDR-UHFFFAOYSA-N | [CAS DataBase Reference]
506-96-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Acetyl bromide(506-96-7) | [EPA Substance Registry System]
506-96-7(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
Acetyl bromide is a colorless fuming liquid, with a pungent odor, combustible and turns
yellow on exposure to air. It is used as an acetylating agent in the synthesis of fi ne chemicals,
agrochemicals, and pharmaceuticals. It is also used as an intermediate for dyes.
Acetylation, a case of acylation, is an organic synthesis process whereby the acetyl group
is incorporated into a molecule by substitution for protecting -OH groups. | [General Description]
A colorless fuming liquid with a pungent odor. Vapors irritate eyes and mucous membranes. Corrosive to metals and tissue. Density 13.9 lb/gal. | [Reactivity Profile]
ACETYL BROMIDE decomposes violently upon contact with water, steam, methanol or ethanol to form hydrogen bromide gas and acetic acid. Reacts vigorously with bases, both organic and inorganic. Incompatible with oxidizing agents and alcohols. Produces highly toxic fumes of bromine and carbonyl bromide when heated to decomposition [Sax, 9th ed., 1996, p. 34]. Vapor forms an explosive mixture with air [Kirk-Othmer, 3rd ed., Vol. 1, 1978, p. 162]. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. | [Health Hazard]
Exposures to acetyl bromide cause abdominal pain, sore throat, cough, burning sensation,
shortness of breath, and respiratory distress. Contact with the skin causes pain,
redness, blisters, dermatitis, and skin burn, severe deep burns, loss of vision, shock or
collapse. The occupational worker may show delayed symptoms and lung edema. The
vapor is corrosive to the eyes, the skin, and the respiratory tract. The irritation caused by
acetyl bromide may lead to chemical pneumonitis and pulmonary edema, and may cause
burns to the respiratory tract. The target organs include the eyes, skin, and the mucous
membranes. | [Health Hazard]
Inhalation produces primary irritation of the respiratory tract; symptoms of lung damage may be delayed. Contact with liquid produces primary irritation of eyes and severe skin damage; delayed blistering is not uncommon. INGESTION: Sore throat, abdominal pain, and vomiting. | [Potential Exposure]
Acetyl bromide is used as an acetylating agent in the organic synthesis of other chemicals, pesticides, perfume, pharmaceuticals, and it is also used as a dye intermediate. | [First aid]
If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 30 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Do not induce vomiting. Medical observation is recommended for 24 to 48 hours after breathing overexposure, as pulmonary edema may be delayed. | [Shipping]
UN1716 Acetyl bromide, Hazard class: 8; Labels: 8-Corrosive material | [Incompatibilities]
Acetyl bromide Vapor may form explosive mixture with air. Instability increases as temperature rises, Contact with moisture, water, steam, alcohols cause a violent reaction releasing corrosive carbonyl bromide, hydrogen bromide, and bromine gases. Incompatible with organic solvents, ethers, oxidizers, and strong bases. Corrodes or attacks most metals and wood in the presence of moisture. Contact with combustibles may cause ignition | [Waste Disposal]
Dispose of contents and container to an approved waste disposal plant. All federal, state, and local environmental regulations must be observed. Slow addition to sodium bicarbonate solution in a glass or plastic container. Mix slowly in another container containing lots of water. It is inappropriate and possibly dangerous to the environment to dispose of chemical wasteby flushing them down the toilet or discarding them to the trash
| [Uses]
Acetyl Bromide is used as an acetylating agent in the synthesis of fine chemicals, agrochemicals and pharmaceuticals. It is also used as an intermediate for dyes. Further, it reacts with alcohols and amines to produce acetate esters and acetamides. In addition to this, it is involved in the synthetic process of the anti-HIV agent. | [Application]
Acetyl bromide can be used:
In the quantification of lignin in cell wall residues of Arabidopsis.
In the total synthesis of cinchona alkaloids named quinidine and quinine.
To prepare 9,10-diarylanthracenes and triarylmethanes by reacting with arenes and various aromatic aldehydes using ZnBr2/SiO2.
To prepare glycosyl bromides from free sugars or their peracetates. | [Preparation]
The preparation of acetyl bromide from acetic acid and bromine in the presence of red and yellow phosphorus.
Reaction: Acetic anhydride was brominated with bromine at 80°C, and then the bromine was added between 95°C and 125°C. About 2.5h. After the addition was completed, reflux was continued for 3h and left overnight. Refined by fractional distillation.
Acetyl bromide may also be prepared by reaction between phosphorus tribromide and acetic acid:
3CH3COOH + PBr3 → 3 CH3COBr + H3PO3 | [Chemical Reactivity]
Reactivity with Water: Reacts violently, forming corrosive and toxic fumes of hydrogen bromide; Reactivity with Common Materials: Attacks and corrodes wood and most metals in the presence of moisture. Flammable hydrogen gas may collect in enclosed spaces; Stability During Transport: Stable if protected from moisture; Neutralizing Agents for Acids and Caustics: Flood with water, rinse with dilute sodium bicarbonate or soda ash solution; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent. | [Purification Methods]
Boil acetyl bromide with PBr3/Ac2O for 1hour, then distil the latter off and redistil it. Store it dry. [Burton & Degering J Am Chem Soc 62 227 1940, Beilstein 2 IV 398.] LACHRYMATORY. |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R14:Reacts violently with water.
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S9:Keep container in a well-ventilated place .
S25:Avoid contact with eyes . | [RIDADR ]
UN 1716 8/PG 2
| [WGK Germany ]
3
| [RTECS ]
AO5955000
| [F ]
9-21 | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29159080 | [storage]
Acetyl bromide should be stored in a tightly sealed container, in a cool, dry, well-ventilated
area, away from water and incompatible substances. | [Precautions]
Acetyl bromide is combustible and emits irritating or toxic fumes (or gases) in a fi re. It
should have no contact with naked flames or water. During use, occupational workers
should use protective gloves, protective clothing, a face shield or eye protection in combination
with breathing protection and should not eat, drink, or smoke. Acetyl bromide
decomposes on heating and produces toxic and corrosive fumes, such as hydrogen bromide
and carbonyl bromide. It reacts violently with water, methanol, or ethanol to form hydrogen
bromide. Acetyl bromide attacks and damages many metals in the presence of water. | [Safety Profile]
Poison by ingestion, inhalation, skin contact, and intraperitoneal routes. See also HYDROBROMIC ACID and ACETIC ACID. Violent reaction on contact with water, steam, methanol, or ethanol produces toxic and reactive HBr. When heated to decomposition it emits highly corrosive and toxic fumes of carbonyl bromide and bromine. To fight fire, use dry chemical, CO2 | [Hazardous Substances Data]
506-96-7(Hazardous Substances Data) |
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