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506-96-7 Usage

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.

Chemical Properties

Acetyl bromide is a colorless, fuming liquid that turns yellow on contact with air. It has a sharp, unpleasant odor. Soluble in benzene, ether and methyl chloride. Reacts violently with water or alcohol.

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

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.

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.

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

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.

storage

Acetyl bromide should be stored in a tightly sealed container, in a cool, dry, well-ventilated area, away from water and incompatible substances.

Shipping

UN1716 Acetyl bromide, Hazard class: 8; Labels: 8-Corrosive material

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.

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

Precautions

Acetyl bromide is combustible and emits irritating or toxic fumes (or gases) in a fire. 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.

Check Digit Verification of cas no

The CAS Registry Mumber 506-96-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 6 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 506-96:
(5*5)+(4*0)+(3*6)+(2*9)+(1*6)=67
67 % 10 = 7
So 506-96-7 is a valid CAS Registry Number.
InChI:InChI=1/C2H3BrO/c1-2(3)4/h1H3

506-96-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A12485)  Acetyl bromide, 98+%   

  • 506-96-7

  • 25g

  • 187.0CNY

  • Detail
  • Alfa Aesar

  • (A12485)  Acetyl bromide, 98+%   

  • 506-96-7

  • 100g

  • 265.0CNY

  • Detail
  • Alfa Aesar

  • (A12485)  Acetyl bromide, 98+%   

  • 506-96-7

  • 500g

  • 947.0CNY

  • Detail
  • Aldrich

  • (135968)  Acetylbromide  99%

  • 506-96-7

  • 135968-100G

  • 439.92CNY

  • Detail
  • Aldrich

  • (135968)  Acetylbromide  99%

  • 506-96-7

  • 135968-500G

  • 1,779.57CNY

  • Detail

506-96-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Acetyl bromide

1.2 Other means of identification

Product number -
Other names Acetyl Bromide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:506-96-7 SDS

506-96-7Synthetic route

acetyl iodide
507-02-8

acetyl iodide

1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

A

Acetyl bromide
506-96-7

Acetyl bromide

B

para-diiodobenzene
624-38-4

para-diiodobenzene

Conditions
ConditionsYield
for 50h; UV-irradiation;A 95%
B 74%
UV-irradiation;A n/a
B 74%
acetamide
60-35-5

acetamide

Acetyl bromide
506-96-7

Acetyl bromide

Conditions
ConditionsYield
With hydrogen bromide at 55 - 85℃; for 1.83333h; Temperature;94%
acetic acid
64-19-7

acetic acid

Acetyl bromide
506-96-7

Acetyl bromide

Conditions
ConditionsYield
With bromocyane; triphenylphosphine74%
With phosphorus tribromide
With acetic anhydride; phosphorus tribromide
CpRe(CO)2(COCH3)(CH3)

CpRe(CO)2(COCH3)(CH3)

Bromotrichloromethane
75-62-7

Bromotrichloromethane

carbon monoxide
201230-82-2

carbon monoxide

A

methyl bromide
74-83-9

methyl bromide

CpRe(CO)2(CH3)Br

CpRe(CO)2(CH3)Br

CpRe(CO)2(COCH3)Br

CpRe(CO)2(COCH3)Br

D

Acetyl bromide
506-96-7

Acetyl bromide

E

acetone
67-64-1

acetone

Conditions
ConditionsYield
In dichloromethane-d2 Irradiation (UV/VIS); 355-385 nm light;A n/a
B 43%
C 40%
D n/a
E n/a
bromobenzene
108-86-1

bromobenzene

acetyl iodide
507-02-8

acetyl iodide

A

iodobenzene
591-50-4

iodobenzene

B

Acetyl bromide
506-96-7

Acetyl bromide

C

dimethylglyoxal
431-03-8

dimethylglyoxal

Conditions
ConditionsYield
for 50h; UV-irradiation;A 9%
B 20%
C 16%
for 50h; UV-irradiation;A 9%
B 20%
C 16%
Ketene
463-51-4

Ketene

Acetyl bromide
506-96-7

Acetyl bromide

Conditions
ConditionsYield
With hydrogen bromide; pyrographite
cyanuric bromide
14921-00-7

cyanuric bromide

acetic acid
64-19-7

acetic acid

A

Acetyl bromide
506-96-7

Acetyl bromide

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
at 140 - 150℃;
Isopropenyl acetate
108-22-5

Isopropenyl acetate

Acetyl bromide
506-96-7

Acetyl bromide

Conditions
ConditionsYield
With diethyl ether; hydrogen bromide at 10℃;
chloroform
67-66-3

chloroform

acetic acid-(2,4,6,N-tetrabromo-anilide)
98556-92-4

acetic acid-(2,4,6,N-tetrabromo-anilide)

Acetyl bromide
506-96-7

Acetyl bromide

acetic acid 1-bromo-2-oxo-2-phenyl-ethyl ester
53907-33-8

acetic acid 1-bromo-2-oxo-2-phenyl-ethyl ester

Acetyl bromide
506-96-7

Acetyl bromide

Conditions
ConditionsYield
at 20℃;
acetic acid-(1-bromo-1-phenoxy-ethyl ester)
855752-10-2

acetic acid-(1-bromo-1-phenoxy-ethyl ester)

A

Acetyl bromide
506-96-7

Acetyl bromide

B

Phenyl acetate
122-79-2

Phenyl acetate

Conditions
ConditionsYield
Erhitzen unter Normaldruck;
2-acetoxy-2-bromo-1,3-diphenyl-propane-1,3-dione
23128-61-2

2-acetoxy-2-bromo-1,3-diphenyl-propane-1,3-dione

A

Acetyl bromide
506-96-7

Acetyl bromide

B

1,3-diphenyl-propane-1,2,3-trione
643-75-4

1,3-diphenyl-propane-1,2,3-trione

meso-2,3-dibromosuccinic acid
608-36-6

meso-2,3-dibromosuccinic acid

acetic anhydride
108-24-7

acetic anhydride

A

bromomaleic anhydride
5926-51-2

bromomaleic anhydride

B

Acetyl bromide
506-96-7

Acetyl bromide

C

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
at 120 - 130℃;
acetic anhydride
108-24-7

acetic anhydride

Acetyl bromide
506-96-7

Acetyl bromide

Conditions
ConditionsYield
With hydrogen bromide
acetyl chloride
75-36-5

acetyl chloride

Acetyl bromide
506-96-7

Acetyl bromide

Conditions
ConditionsYield
With pyridine; tributyltin bromide at 40℃; Thermodynamic data; Equilibrium constant;
With hydrogen bromide at -80℃;
With hydrogen bromide
With aluminium trichloride; hydrogen bromide
Essigsaeure-(α-brombenzyl)ester
40796-37-0

Essigsaeure-(α-brombenzyl)ester

A

Acetyl bromide
506-96-7

Acetyl bromide

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
In chloroform-d1 at 20℃; Equilibrium constant;
acetyl iodide
507-02-8

acetyl iodide

Acetyl bromide
506-96-7

Acetyl bromide

Conditions
ConditionsYield
With pyridine; tributyltin bromide at 40℃; Thermodynamic data; Equilibrium constant;65 % Spectr.
β,β-dichlorovinyl acetate
36597-97-4

β,β-dichlorovinyl acetate

A

Acetyl bromide
506-96-7

Acetyl bromide

B

Bromodichloroacetaldehyde
34619-29-9

Bromodichloroacetaldehyde

Conditions
ConditionsYield
With bromine In tetrachloromethane Ambient temperature;
N-acetyloxy-4-chloro-pyridinium bromide

N-acetyloxy-4-chloro-pyridinium bromide

A

4-chloropyridine N-oxide
1121-76-2

4-chloropyridine N-oxide

B

Acetyl bromide
506-96-7

Acetyl bromide

Conditions
ConditionsYield
In dichloromethane at 24.9℃; Equilibrium constant;
hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

acetic anhydride
108-24-7

acetic anhydride

A

Acetyl bromide
506-96-7

Acetyl bromide

B

acetic acid
64-19-7

acetic acid

1-piperidin-1-yl-ethanone
618-42-8

1-piperidin-1-yl-ethanone

bromine
7726-95-6

bromine

A

3-Bromopyridine
626-55-1

3-Bromopyridine

B

3,5-dibromopyridine
625-92-3

3,5-dibromopyridine

C

Acetyl bromide
506-96-7

Acetyl bromide

D

brominated acetyl bromide

brominated acetyl bromide

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

acetyl chloride
75-36-5

acetyl chloride

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

Acetyl bromide
506-96-7

Acetyl bromide

bromine
7726-95-6

bromine

acetic acid
64-19-7

acetic acid

phosphorus

phosphorus

A

Acetyl bromide
506-96-7

Acetyl bromide

B

bromoacetic acid
79-08-3

bromoacetic acid

C

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

2-acetoxy-heptene-(1)

2-acetoxy-heptene-(1)

Acetyl bromide
506-96-7

Acetyl bromide

Conditions
ConditionsYield
With diethyl ether; hydrogen bromide at 0℃;
With chloroform; bromine at -5℃;
2-acetoxy-hexene-(1)

2-acetoxy-hexene-(1)

Acetyl bromide
506-96-7

Acetyl bromide

Conditions
ConditionsYield
With diethyl ether; hydrogen bromide at 30 - 32℃;
silver salt of/the/ pyruvic acid

silver salt of/the/ pyruvic acid

Acetyl bromide
506-96-7

Acetyl bromide

Conditions
ConditionsYield
With tetrachloromethane; bromine
(Z)-ethyl 3-acetoxybut-2-enoate
26805-39-0

(Z)-ethyl 3-acetoxybut-2-enoate

bromine
7726-95-6

bromine

A

Acetyl bromide
506-96-7

Acetyl bromide

B

α-bromo-acetoacetic acid ester

α-bromo-acetoacetic acid ester

C

γ-bromo-acetoacetic acid ester

γ-bromo-acetoacetic acid ester

Conditions
ConditionsYield
at -15℃;
2-acetoxy-heptene-(1)

2-acetoxy-heptene-(1)

A

Acetyl bromide
506-96-7

Acetyl bromide

B

1-bromoheptan-2-one
16339-93-8

1-bromoheptan-2-one

Conditions
ConditionsYield
With chloroform; bromine at -5℃;
chloroform
67-66-3

chloroform

hept-1-en-2-yl acetate
1541-02-2

hept-1-en-2-yl acetate

bromine
7726-95-6

bromine

A

Acetyl bromide
506-96-7

Acetyl bromide

B

1-bromoheptan-2-one
16339-93-8

1-bromoheptan-2-one

Conditions
ConditionsYield
<0;
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

Acetyl bromide
506-96-7

Acetyl bromide

2-acetoxyethoxymethyl bromide
81777-40-4

2-acetoxyethoxymethyl bromide

Conditions
ConditionsYield
at 0 - 20℃;100%
for 2h;93%
at 0℃;88%
Acetyl bromide
506-96-7

Acetyl bromide

1-tert-butyldimethylsilyloxy-2-phenylethane
78926-09-7

1-tert-butyldimethylsilyloxy-2-phenylethane

acetic acid phenethyl ester
103-45-7

acetic acid phenethyl ester

Conditions
ConditionsYield
With tin(II) bromide In dichloromethane for 0.3h; Ambient temperature;100%
Acetyl bromide
506-96-7

Acetyl bromide

α-benzyl-α-(cinnamoylamino)acetonitrile
87783-68-4

α-benzyl-α-(cinnamoylamino)acetonitrile

2-(2-phenylvinyl)-4-benzyl-5-acetamidooxazole
87783-76-4

2-(2-phenylvinyl)-4-benzyl-5-acetamidooxazole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In chloroform 0 deg C, 1 h, -> RT, 5 h;100%
n-Octylamine
111-86-4

n-Octylamine

Acetyl bromide
506-96-7

Acetyl bromide

N-octylacetamide
7462-62-6

N-octylacetamide

Conditions
ConditionsYield
With potassium carbonate In methanol; dichloromethane at 25℃; for 1h;100%
Acetyl bromide
506-96-7

Acetyl bromide

benzylamine
100-46-9

benzylamine

N-(phenylmethyl)acetamide
588-46-5

N-(phenylmethyl)acetamide

Conditions
ConditionsYield
With potassium carbonate In methanol; dichloromethane at 25℃; for 1h;100%
Acetyl bromide
506-96-7

Acetyl bromide

1-triphenylmethoxy-3-phenylpropane
299203-18-2

1-triphenylmethoxy-3-phenylpropane

3-phenylpropyl acetate
122-72-5

3-phenylpropyl acetate

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 20℃; for 1h;100%
Acetyl bromide
506-96-7

Acetyl bromide

7-methyl-6-octen-2-ynoic acid ethyl ester
54345-41-4

7-methyl-6-octen-2-ynoic acid ethyl ester

methyllithium
917-54-4

methyllithium

2-acetyl-3,7-dimethylocta-2,6-dienoic acid ethyl ester

2-acetyl-3,7-dimethylocta-2,6-dienoic acid ethyl ester

Conditions
ConditionsYield
Stage #1: methyllithium With copper(l) iodide In tetrahydrofuran; diethyl ether at 0℃; for 0.666667h;
Stage #2: 7-methyl-6-octen-2-ynoic acid ethyl ester In tetrahydrofuran; diethyl ether at -78℃;
Stage #3: Acetyl bromide In tetrahydrofuran; diethyl ether at -78℃; for 4h;
100%
Acetyl bromide
506-96-7

Acetyl bromide

4,4'-dichlorobenzophenone
90-97-1

4,4'-dichlorobenzophenone

1-[bromo(4-chlorophenyl)methyl]-4-chlorobenzene
6306-46-3

1-[bromo(4-chlorophenyl)methyl]-4-chlorobenzene

Conditions
ConditionsYield
In benzene for 3h; Heating / reflux;100%
Conditions
ConditionsYield
In benzene slow addition of 10% excess of CH3COBr to stirred Co-acetate-solution;; filtration after 30 minutes, washing with benzene, drying in N2-stream at 200°C;;100%
In benzene slow addition of 10% excess of CH3COBr to stirred Co-acetate-solution;; filtration after 30 minutes, washing with benzene, drying in N2-stream at 200°C;;100%
In acetic anhydride byproducts: (CH3CO)2O;
In acetic anhydride
In acetic anhydride
10-deacetylbaccatin III
32981-86-5

10-deacetylbaccatin III

Acetyl bromide
506-96-7

Acetyl bromide

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

7-trichloroacetylbaccatin III
204124-97-0

7-trichloroacetylbaccatin III

Conditions
ConditionsYield
Stage #1: 10-deacetylbaccatin III; trifluoroacetyl chloride With pyridine In chloroform at 35℃; for 4h;
Stage #2: Acetyl bromide In chloroform at 20℃; for 5h;
100%
Stage #1: 10-deacetylbaccatin III; trifluoroacetyl chloride With pyridine In chloroform at 35℃; for 4h;
Stage #2: Acetyl bromide In chloroform at 20℃; for 5h;
100%
(S)-3-methyl-4-butanolide
64190-48-3

(S)-3-methyl-4-butanolide

Acetyl bromide
506-96-7

Acetyl bromide

(-)-(S)-4-brom-3-methylbutansaeure-ethylester
65527-97-1

(-)-(S)-4-brom-3-methylbutansaeure-ethylester

Conditions
ConditionsYield
In ethanol at 0 - 20℃; for 2h;100%
In ethanol at 0 - 20℃;100%
In ethanol at 0 - 20℃; for 2h;100%
Acetyl bromide
506-96-7

Acetyl bromide

3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-cyclopropylmethyl-5-isopropyl-6-methoxy-pyridin-4-carbonyl]-5-methyl-benzonitrile
1205515-17-8

3-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-cyclopropylmethyl-5-isopropyl-6-methoxy-pyridin-4-carbonyl]-5-methyl-benzonitrile

acetic acid 4-(3-cyano-5-methyl-benzoyl)-3-cyclopropylmethyl-5-isopropyl-6-oxo-1,6-dihydro-pyridin-2-ylmethyl ester
1205513-12-7

acetic acid 4-(3-cyano-5-methyl-benzoyl)-3-cyclopropylmethyl-5-isopropyl-6-oxo-1,6-dihydro-pyridin-2-ylmethyl ester

Conditions
ConditionsYield
for 2h; Reflux;100%
cis-dichlorobis(triphenylphosphine)platinum(II)
10199-34-5, 14056-88-3, 15604-36-1

cis-dichlorobis(triphenylphosphine)platinum(II)

Acetyl bromide
506-96-7

Acetyl bromide

B

acetyl chloride
75-36-5

acetyl chloride

Conditions
ConditionsYield
In dichloromethane at 20 - 25℃; for 0.5h; Glovebox;A 100%
B n/a
(triphenylphosphine)gold(I) chloride
14243-64-2

(triphenylphosphine)gold(I) chloride

Acetyl bromide
506-96-7

Acetyl bromide

A

bromo(triphenylphosphine)gold(I)
79384-10-4, 14243-65-3

bromo(triphenylphosphine)gold(I)

B

acetyl chloride
75-36-5

acetyl chloride

Conditions
ConditionsYield
In benzene-d6 at 25℃; for 0.25h; Glovebox;A 100%
B n/a
Acetyl bromide
506-96-7

Acetyl bromide

chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I)

chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I)

(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)gold(I)bromide

(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)gold(I)bromide

Conditions
ConditionsYield
In dichloromethane at 25℃; for 1h; Glovebox;100%
chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II)
32993-05-8

chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II)

Acetyl bromide
506-96-7

Acetyl bromide

A

[(η5-cyclopentadienyl)Ru(PPh3)2Br]
32993-06-9

[(η5-cyclopentadienyl)Ru(PPh3)2Br]

B

acetyl chloride
75-36-5

acetyl chloride

Conditions
ConditionsYield
In benzene-d6 at 20℃; for 9h; Glovebox;A 100%
B 100%
Conditions
ConditionsYield
Stage #1: Acetyl bromide With methanol In acetic acid at 25℃; for 0.25h; Inert atmosphere; Darkness;
Stage #2: D-Xylose With acetic acid In acetic acid at 25℃; for 15h; Inert atmosphere;
100%
2-chlorotetrahydrofuran
13369-70-5

2-chlorotetrahydrofuran

N-phenylmaleimide
83-25-0

N-phenylmaleimide

Acetyl bromide
506-96-7

Acetyl bromide

1-phenyl-2-(tetrahydrofuran-2-yl)ethan-1-one
59137-68-7

1-phenyl-2-(tetrahydrofuran-2-yl)ethan-1-one

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; (2'-dicyclopentylphosphanyl-biphenyl-2-yl)-dimethyl-amine; palladium(II) trifluoroacetate; (1,5-cyclooctadiene)copper(I) hexafluoroacetylacetonate In N,N-dimethyl acetamide at 80℃; for 14h; Temperature; Reagent/catalyst; Solvent;99.1%
Acetyl bromide
506-96-7

Acetyl bromide

benzoic acid 4-trityloxy-butyl ester

benzoic acid 4-trityloxy-butyl ester

4-acetoxybutyl benzoate
106842-94-8

4-acetoxybutyl benzoate

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 20℃; for 1h;99%
Acetyl bromide
506-96-7

Acetyl bromide

2-isopropyl-4-nitro-pyridine-1-oxide
113548-79-1

2-isopropyl-4-nitro-pyridine-1-oxide

4-bromo-2-isopropyl-pyridine-1-oxide
1242968-49-5

4-bromo-2-isopropyl-pyridine-1-oxide

Conditions
ConditionsYield
With acetic acid for 1.5h; Reflux;99%
Acetyl bromide
506-96-7

Acetyl bromide

4-bromo-3-chlorophenol
13631-21-5

4-bromo-3-chlorophenol

4-bromo-3-chlorophenyl acetate

4-bromo-3-chlorophenyl acetate

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;99%
alpha-D-glucopyranose
492-62-6

alpha-D-glucopyranose

Acetyl bromide
506-96-7

Acetyl bromide

acetic anhydride
108-24-7

acetic anhydride

acetic acid
64-19-7

acetic acid

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Conditions
ConditionsYield
With perchloric acid In methanol at 20℃; for 2h;99%
Acetyl bromide
506-96-7

Acetyl bromide

C20H34N2O3

C20H34N2O3

ethyl (3R,4R,5S)-4-N-acetylamino-5-N,N-diallylamino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

ethyl (3R,4R,5S)-4-N-acetylamino-5-N,N-diallylamino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

Conditions
ConditionsYield
With pyridine In pyridine; dichloromethane at -10 - 0℃;98.3%
Acetyl bromide
506-96-7

Acetyl bromide

thallium thiophenoxide
57340-80-4

thallium thiophenoxide

A

S-phenyl thioacetate
934-87-2

S-phenyl thioacetate

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In diethyl ether for 1h;A 98%
B 1%
Acetyl bromide
506-96-7

Acetyl bromide

1-(benzyloxy)-2-methoxybenzene
835-79-0

1-(benzyloxy)-2-methoxybenzene

2-methoxyphenyl acetate
613-70-7

2-methoxyphenyl acetate

Conditions
ConditionsYield
With lithium bromide In dichloromethane at 30 - 35℃; for 6h; Inert atmosphere; regioselective reaction;98%
Acetyl bromide
506-96-7

Acetyl bromide

benzyl cinnamyl ether
101306-31-4

benzyl cinnamyl ether

A

Benzyl acetate
140-11-4

Benzyl acetate

B

Cinnamyl bromide
4392-24-9

Cinnamyl bromide

Conditions
ConditionsYield
With lithium bromide In dichloromethane at 30 - 35℃; for 6h; Inert atmosphere;A 98%
B n/a
Acetyl bromide
506-96-7

Acetyl bromide

2‐methyl‐4‐nitro‐5‐fluoropyridine 1‐oxide
113209-88-4

2‐methyl‐4‐nitro‐5‐fluoropyridine 1‐oxide

2‐methyl‐4‐bromo‐5‐fluoropyridine 1‐oxide

2‐methyl‐4‐bromo‐5‐fluoropyridine 1‐oxide

Conditions
ConditionsYield
98%
Acetyl bromide
506-96-7

Acetyl bromide

5-Hydroxy-2-methoxybenzylalkohol
87633-45-2

5-Hydroxy-2-methoxybenzylalkohol

(3-Brommethyl-4-methoxyphenyl)acetat
81860-94-8

(3-Brommethyl-4-methoxyphenyl)acetat

Conditions
ConditionsYield
In water at 0 - 5℃; for 48h;97%
Acetyl bromide
506-96-7

Acetyl bromide

Thallous Phenyl Selenide
72017-00-6

Thallous Phenyl Selenide

A

acetyl phenyl selenide
38447-66-4

acetyl phenyl selenide

B

diphenyl diselenide
1666-13-3

diphenyl diselenide

Conditions
ConditionsYield
In diethyl ether for 1h;A 97%
B 1%
Acetyl bromide
506-96-7

Acetyl bromide

Trimethyl-(4-phenyl-cyclohexyloxy)-silane

Trimethyl-(4-phenyl-cyclohexyloxy)-silane

trans-4-phenylcyclohexyl acetate
5445-95-4, 68285-52-9, 55122-66-2

trans-4-phenylcyclohexyl acetate

Conditions
ConditionsYield
With tin(II) bromide In dichloromethane for 0.333333h; Ambient temperature;97%

506-96-7Relevant articles and documents

Rate coefficients for the reactions CH3 + Br2 (224-358 K), CH3CO + Br2 (228 and 298 K), and Cl + Br 2 (228 and 298 K)

Khamaganov,Crowley

, p. 575 - 585 (2010)

Rate coefficients for the reactions of CH3 + Br2 (k2), CH3CO + Br2 (k3), and Cl + Br2 (k5) were measured using the laser-pulsed photolysis method combined with detection of the product Br atoms using resonance fluorescence. For the reactions involving organic radicals, the rate coefficients were observed to increase with decreasing temperature and within the temperature range explored, were adequately described by Arrhenius-like expressions: k2 (224-358 K) = 1.83×10-11 exp(252/T) and k3 (228-298 K) = 2.92×10-11 exp(361/T) cm 3 molecule-1 s1. The total, temperature-independent uncertainty for each reaction (including possible systematic errors in Br2 concentration measurement) was estimated as ~7% for k2 and 10% for k3. Accurate data on k5 was obtained at 298 K, with a value of 1.88×10-10 cm3 molecule-1 s-1 obtained (with an associated error of 6%). A limited data set at 228 K suggests that k5 is, within experimental uncertainty, independent of temperature.

-

Krisher,Wilson

, p. 882,885, 886 (1959)

-

METHOD FOR PRODUCING a-HALO-TETRAACYL-GLUCOSE

-

, (2016/01/29)

There is provided an efficient and excellent preparation method of an α-halo-tetraacyl-glucose which is suitable for industrial preparation, which comprises reacting D-glucose or lower alkyl D-glucoside with a reactive derivative of a carboxylic acid and a metal halide to prepare the α-halo-tetraacyl-glucose represented by the formula (III): wherein R represents an optionally substituted lower alkyl group or an optionally substituted aryl group, and X represents a halogen atom, in one step, and the resulting α-halo-tetraacyl-glucose (III) can be converted into a compound of the formula (I) or a salt thereof by subjecting to a conventional method.

Photochemical reactions of acyl iodides with haloarenes

Vlasova,Belousova,Vlasov,Vakul'Skaya,Khutsishvili,Voronkov

scheme or table, p. 164 - 166 (2011/12/15)

-

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