Product Name

  • Name

    2-Bromo-4-methylphenol

  • EINECS 229-595-7
  • CAS No. 6627-55-0
  • Article Data101
  • CAS DataBase
  • Density 1.554 g/cm3
  • Solubility Slightly soluble in water.
  • Melting Point 213-214 °C
  • Formula C7H7BrO
  • Boiling Point 213.478 °C at 760 mmHg
  • Molecular Weight 187.036
  • Flash Point 82.909 °C
  • Transport Information
  • Appearance clear colourless to pale yellow liquid
  • Safety 26-36/37/39
  • Risk Codes 21/22-36/37/38
  • Molecular Structure Molecular Structure of 6627-55-0 (2-Bromo-4-methylphenol)
  • Hazard Symbols HarmfulXn
  • Synonyms p-Cresol,2-bromo- (6CI,7CI,8CI);2-Bromo-4-cresol;2-Bromo-4-methylphenol;2-Bromo-p-cresol;3-Bromo-4-hydroxytoluene;NSC 60115;
  • PSA 20.23000
  • LogP 2.46310

Synthetic route

p-cresol
106-44-5

p-cresol

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
With hydrogen bromide; acetic acid In dimethyl sulfoxide at 20℃; for 2h;100%
With Oxone; potassium bromide In methanol at 20℃; for 4h;99%
With N-Bromosuccinimide; sulfonic acid functionalized silica In diethyl ether; acetonitrile at 20℃; for 0.166667h;99%
2-bromo-4-methylanisole
22002-45-5

2-bromo-4-methylanisole

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
Stage #1: 2-bromo-4-methylanisole With boron tribromide In dichloromethane at -78 - 20℃; Inert atmosphere;
Stage #2: With water; sodium hydrogencarbonate In dichloromethane Inert atmosphere;
99%
With boron tribromide In dichloromethane at -78 - 20℃; for 2h;
1-(methoxymethoxy)-4-methylbenzene
25458-49-5

1-(methoxymethoxy)-4-methylbenzene

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
With tris(2,2'-bipyridyl)ruthenium dichloride; carbon tetrabromide In acetonitrile at 20℃; Irradiation;97%
p-cresol
106-44-5

p-cresol

A

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

B

3,5-dibromo-4-hydroxytoluene
2432-14-6

3,5-dibromo-4-hydroxytoluene

Conditions
ConditionsYield
With dihydrogen peroxide; bromine In dichloromethane at 0℃; for 8h;A 96%
B 0.9%
Stage #1: p-cresol With toluene-4-sulfonic acid In methanol for 0.166667h;
Stage #2: With N-Bromosuccinimide In methanol for 0.416667h;
A 92%
B n/a
With bromine In 1,2-dichloro-ethane at 20 - 25℃; for 7h;A n/a
B 90%
p-cresol
106-44-5

p-cresol

A

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

B

3-bromo-p-cresol
60710-39-6

3-bromo-p-cresol

Conditions
ConditionsYield
With bromine In various solvent(s) other reaction time;A n/a
B 90%
With trifluorormethanesulfonic acid; bromine In various solvent(s) for 0.166667h; Product distribution; Mechanism; other reaction time;A 40%
B 60%
With bromine In various solvent(s) for 0.166667h; other reaction time;A 40%
B 60%
meta-bromotoluene
591-17-3

meta-bromotoluene

A

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

B

4-Bromo-2-methylphenol
2362-12-1

4-Bromo-2-methylphenol

Conditions
ConditionsYield
With wild type cytochrome P450 CYP102A1 variants RLYF/A330P; oxygen; NADPH Reagent/catalyst; Enzymatic reaction;A 14%
B 82%
With water; lithium perchlorate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 48h; Irradiation; Inert atmosphere; Electrolysis; Overall yield = 50 percent; Overall yield = 37.4 mg; chemoselective reaction;
trimethyl(4-methylphenoxy)silane
17902-32-8

trimethyl(4-methylphenoxy)silane

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
With tris(2,2'-bipyridyl)ruthenium dichloride; carbon tetrabromide In acetonitrile at 20℃; Irradiation;69%
1-methylcyclohexan-4-one
589-92-4

1-methylcyclohexan-4-one

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
With diethyl dibromomalonate at 100℃; for 48h; Bromination; aromatization;51%
2-bromo-p-toluidine
583-68-6

2-bromo-p-toluidine

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
With sulfuric acid Diazotization.Eintragen der Diazoniumsalz-Loesung in ein Gemisch von wss. H2SO4 und Na2SO4 bei 130-135grad;
Diazotization.Einleiten von Wasserdampf in die Diazoniumsalzloesung;
(2-Brom-4-methylphenyl)-benzoat
65849-33-4

(2-Brom-4-methylphenyl)-benzoat

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
With potassium hydroxide
sodium 4-methylphenoxide
1121-70-6

sodium 4-methylphenoxide

A

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

B

3,5-dibromo-4-hydroxytoluene
2432-14-6

3,5-dibromo-4-hydroxytoluene

Conditions
ConditionsYield
With carbon disulfide; bromine
p-cresol
106-44-5

p-cresol

A

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

B

3,5-dibromo-4-hydroxytoluene
2432-14-6

3,5-dibromo-4-hydroxytoluene

C

3-bromo-p-cresol
60710-39-6

3-bromo-p-cresol

D

2,5-dibromo-p-cresol
344249-21-4

2,5-dibromo-p-cresol

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; bromine for 0.333333h;A 84 % Chromat.
B 3 % Chromat.
C 1 % Chromat.
D 1 % Chromat.
p-cresol
106-44-5

p-cresol

A

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

B

3,5-dibromo-4-hydroxytoluene
2432-14-6

3,5-dibromo-4-hydroxytoluene

C

3-bromo-p-cresol
60710-39-6

3-bromo-p-cresol

D

2,5-dibromo-p-cresol
344249-21-4

2,5-dibromo-p-cresol

E

2,3-dibromo-4-methylphenol

2,3-dibromo-4-methylphenol

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; bromine for 0.333333h; Product distribution; further reaction times;A 24 % Chromat.
B 10 % Chromat.
C 18 % Chromat.
D 16 % Chromat.
E 1 % Chromat.
p-cresol
106-44-5

p-cresol

A

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

B

3,5-dibromo-4-hydroxytoluene
2432-14-6

3,5-dibromo-4-hydroxytoluene

C

3-bromo-p-cresol
60710-39-6

3-bromo-p-cresol

D

2,3-dibromo-4-methylphenol

2,3-dibromo-4-methylphenol

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; bromine for 0.333333h; Further byproducts given;A 24 % Chromat.
B 10 % Chromat.
C 18 % Chromat.
D 2 % Chromat.
p-cresol
106-44-5

p-cresol

A

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

B

3-bromo-p-cresol
60710-39-6

3-bromo-p-cresol

C

2,5-dibromo-p-cresol
344249-21-4

2,5-dibromo-p-cresol

D

2,3-dibromo-4-methylphenol

2,3-dibromo-4-methylphenol

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; bromine for 0.333333h; Further byproducts given;A 8 % Chromat.
B 61 % Chromat.
C 15 % Chromat.
D 2 % Chromat.
3-bromo-p-cresol
60710-39-6

3-bromo-p-cresol

A

p-cresol
106-44-5

p-cresol

B

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
With trifluorormethanesulfonic acid Product distribution;
p-cresol
106-44-5

p-cresol

chloroform
67-66-3

chloroform

bromine
7726-95-6

bromine

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

p-cresol
106-44-5

p-cresol

bromine
7726-95-6

bromine

natrium carbonate

natrium carbonate

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

3.5-dibromo-1-nitro-2-methoxy-1-methyl-cyclohexen-(2)-one-(4)

3.5-dibromo-1-nitro-2-methoxy-1-methyl-cyclohexen-(2)-one-(4)

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; zinc
5-bromo-4-hydroxy-toluene-sulfonic acid-(3)

5-bromo-4-hydroxy-toluene-sulfonic acid-(3)

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
With overheated steam; sulfuric acid at 150℃; under 160 Torr;
hydrogenchloride
7647-01-0

hydrogenchloride

2,6-dibromo-5-methoxy-4-methyl-4-nitro-cyclohex-2-enone
859818-05-6

2,6-dibromo-5-methoxy-4-methyl-4-nitro-cyclohex-2-enone

acetic acid
64-19-7

acetic acid

zinc

zinc

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

hydrogenchloride
7647-01-0

hydrogenchloride

5-ethoxy-2,6-dibromo-4-methyl-4-nitro-cyclohex-2-enone
859179-90-1

5-ethoxy-2,6-dibromo-4-methyl-4-nitro-cyclohex-2-enone

acetic acid
64-19-7

acetic acid

zinc

zinc

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

2,4,6-tribromo-4-methylcyclohexa-2,5-dienone
39953-10-1

2,4,6-tribromo-4-methylcyclohexa-2,5-dienone

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: trifluoromethanesulfonic acid / CH2Cl2 / 0 °C
2: 54percent HI / H2O / 3 h / Heating
3: 84 percent Chromat. / bromine, triflic acid / 0.33 h
View Scheme
Multi-step reaction with 3 steps
1: trifluoromethanesulfonic acid / CH2Cl2 / 0 °C
2: 54percent HI / H2O / 3 h / Heating
3: 24 percent Chromat. / bromine, triflic acid / 0.33 h
View Scheme
Multi-step reaction with 3 steps
1: trifluoromethanesulfonic acid / CH2Cl2 / 0 °C
2: 54percent HI / H2O / 3 h / Heating
3: 8 percent Chromat. / bromine, triflic acid / 0.33 h
View Scheme
3,5-dibromo-4-hydroxytoluene
2432-14-6

3,5-dibromo-4-hydroxytoluene

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 4.6 percent / bromine, potassium bromide, pyridine / H2O; diethyl ether / 0.17 h / -5 °C
2: trifluoromethanesulfonic acid / CH2Cl2 / 0 °C
3: 54percent HI / H2O / 3 h / Heating
4: 84 percent Chromat. / bromine, triflic acid / 0.33 h
View Scheme
Multi-step reaction with 4 steps
1: 4.6 percent / bromine, potassium bromide, pyridine / H2O; diethyl ether / 0.17 h / -5 °C
2: trifluoromethanesulfonic acid / CH2Cl2 / 0 °C
3: 54percent HI / H2O / 3 h / Heating
4: 24 percent Chromat. / bromine, triflic acid / 0.33 h
View Scheme
Multi-step reaction with 4 steps
1: 4.6 percent / bromine, potassium bromide, pyridine / H2O; diethyl ether / 0.17 h / -5 °C
2: trifluoromethanesulfonic acid / CH2Cl2 / 0 °C
3: 54percent HI / H2O / 3 h / Heating
4: 8 percent Chromat. / bromine, triflic acid / 0.33 h
View Scheme
2,3,6-tribromo-4-methyl-phenol
36776-51-9

2,3,6-tribromo-4-methyl-phenol

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 54percent HI / H2O / 3 h / Heating
2: 84 percent Chromat. / bromine, triflic acid / 0.33 h
View Scheme
Multi-step reaction with 2 steps
1: 54percent HI / H2O / 3 h / Heating
2: 24 percent Chromat. / bromine, triflic acid / 0.33 h
View Scheme
Multi-step reaction with 2 steps
1: 54percent HI / H2O / 3 h / Heating
2: 8 percent Chromat. / bromine, triflic acid / 0.33 h
View Scheme
p-cresyl benzoate
614-34-6

p-cresyl benzoate

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphorus (V)-bromide / 100 °C
2: ethanolic KOH
View Scheme
2-bromo-4-methyl-1-(2-propen-1-yloxy)benzene
2120-18-5

2-bromo-4-methyl-1-(2-propen-1-yloxy)benzene

A

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

B

2-bromo-4-methyl-1-propoxybenzene
99187-38-9

2-bromo-4-methyl-1-propoxybenzene

Conditions
ConditionsYield
With sodium tetrahydroborate; ruthenium(III) chloride monohydrate In N-Methylformamide; water at 0℃; for 1h;
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

benzyl bromide
100-39-0

benzyl bromide

1-(benzyloxy)-2-bromo-4-methylbenzene
2830-53-7

1-(benzyloxy)-2-bromo-4-methylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 20h; Heating;100%
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide91%
With potassium carbonate In acetone for 4h; Reflux;90%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

2-bromo-4-methyl-1-(2-nitrophenoxy)benzene
856382-90-6

2-bromo-4-methyl-1-(2-nitrophenoxy)benzene

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 95℃; for 24h; Inert atmosphere;100%
With potassium carbonate In dimethyl sulfoxide at 95℃; for 21h;95%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

allyl bromide
106-95-6

allyl bromide

2-bromo-4-methyl-1-(2-propen-1-yloxy)benzene
2120-18-5

2-bromo-4-methyl-1-(2-propen-1-yloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃;99%
With potassium carbonate In acetone
With potassium carbonate In acetone at 66℃; for 12h;
With potassium carbonate Inert atmosphere;
With potassium carbonate
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

(4S) 3,4-dibenzyl[1,2,3]oxathiazolidine-2,2-dioxide
511286-63-8

(4S) 3,4-dibenzyl[1,2,3]oxathiazolidine-2,2-dioxide

benzyl [(S)-1-benzyl-2-(2-bromo-4-methylphenoxy)ethyl]amine

benzyl [(S)-1-benzyl-2-(2-bromo-4-methylphenoxy)ethyl]amine

Conditions
ConditionsYield
Stage #1: 2-bromo-p-cresol; (4S) 3,4-dibenzyl[1,2,3]oxathiazolidine-2,2-dioxide With sodium hydride In N,N-dimethyl-formamide at 20℃; for 22h;
Stage #2: With hydrogenchloride In N,N-dimethyl-formamide at 20℃; for 3h; Further stages.;
99%
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

tert-butyl (2-bromo-4-methylphenoxy)acetate
1240286-85-4

tert-butyl (2-bromo-4-methylphenoxy)acetate

Conditions
ConditionsYield
Stage #1: 2-bromo-p-cresol With potassium carbonate In acetone for 0.166667h;
Stage #2: bromoacetic acid tert-butyl ester In acetone at 65℃; for 18h;
99%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 12h;
Stage #1: 2-bromo-p-cresol With potassium carbonate In acetone for 0.166667h;
Stage #2: bromoacetic acid tert-butyl ester In acetone at 65℃; for 18h;
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

isobutene
115-11-7

isobutene

1-tert-butoxy-2-bromo-4-methylbenzene
960309-86-8

1-tert-butoxy-2-bromo-4-methylbenzene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane at -78℃; for 4h;99%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

propargyl bromide
106-96-7

propargyl bromide

2-bromo-4-methyl-1-(prop-2-yn-1-yloxy)benzene
1020991-05-2

2-bromo-4-methyl-1-(prop-2-yn-1-yloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In toluene; acetonitrile at 60℃; for 16h;99%
With potassium carbonate In acetone at 80℃; for 5h;74%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
With potassium carbonate; sodium iodide In acetone for 6h; Reflux;
With potassium carbonate In acetone for 24h; Reflux; Inert atmosphere;
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

(S)-tert-butyl 4-benzyl 1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide
1105712-07-9

(S)-tert-butyl 4-benzyl 1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide

C21H26BrNO3
1441005-72-6

C21H26BrNO3

Conditions
ConditionsYield
Stage #1: 2-bromo-p-cresol; (S)-tert-butyl 4-benzyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide With sodium hydride In N,N-dimethyl-formamide
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide
99%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

2-mesitylmagnesium bromide
2633-66-1

2-mesitylmagnesium bromide

2',4',5,6'-tetramethyl-[1,1'-biphenyl]-2-ol
1448442-52-1

2',4',5,6'-tetramethyl-[1,1'-biphenyl]-2-ol

Conditions
ConditionsYield
Stage #1: 2-bromo-p-cresol With sodium hydride In tetrahydrofuran at 0 - 22℃; for 0.166667h; Kumada Cross-Coupling; Reflux;
Stage #2: 2-mesitylmagnesium bromide With palladium(II) acetylacetonate for 12h; Reflux;
99%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
144432-80-4

2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

5-methyl[1,1':4',1''-terphenyl]-2-ol
1310321-62-0

5-methyl[1,1':4',1''-terphenyl]-2-ol

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; sodium carbonate In water at 20 - 150℃; for 0.166667h; Suzuki Coupling; Sealed tube; Microwave irradiation;99%
methyl propargyl alcohol
764-01-2

methyl propargyl alcohol

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

2-bromo-1-(but-2-yn-1-yloxy)-4-methylbenzene

2-bromo-1-(but-2-yn-1-yloxy)-4-methylbenzene

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 0.5h; Mitsunobu Displacement; Inert atmosphere;99%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

2-bromo-4-methyl-6-iodophenol
180639-95-6

2-bromo-4-methyl-6-iodophenol

Conditions
ConditionsYield
With iodine; silver sulfate In ethanol at 20℃;98%
With ammonia; iodine; potassium iodide In methanol; water at 60℃;96%
With N-iodomorpholine-hydrogen iodide; potassium carbonate In water at 20℃; for 3h; Inert atmosphere;94.9%
With ammonium hydroxide; iodine; potassium iodide
With iodine; silver sulfate In ethanol at 20℃;
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

methyl iodide
74-88-4

methyl iodide

2-bromo-4-methylanisole
22002-45-5

2-bromo-4-methylanisole

Conditions
ConditionsYield
With potassium carbonate In acetone at 50℃; for 12h; Methylation;98%
With potassium carbonate In N,N-dimethyl-formamide for 18h;94%
With potassium carbonate84%
With potassium carbonate In N,N-dimethyl-formamide for 24h; Reflux;
2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester
459817-82-4

2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

C14H20BrNO3
1441005-46-4

C14H20BrNO3

Conditions
ConditionsYield
Stage #1: 2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester; 2-bromo-p-cresol With sodium hydride In N,N-dimethyl-formamide
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide
98%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

(4R)-1,2,3-oxathiazolidine-3-carboxylic acid, 4-phenyl 1,1-dimethylethyl ester-2,2-dioxide
1209467-60-6

(4R)-1,2,3-oxathiazolidine-3-carboxylic acid, 4-phenyl 1,1-dimethylethyl ester-2,2-dioxide

C20H24BrNO3
1441005-63-5

C20H24BrNO3

Conditions
ConditionsYield
Stage #1: 2-bromo-p-cresol; (4R)-1,2,3-oxathiazolidine-3-carboxylic acid, 4-phenyl 1,1-dimethylethyl ester-2,2-dioxide With sodium hydride In N,N-dimethyl-formamide
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide
98%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

sodium methylate
124-41-4

sodium methylate

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
With Methyl formate; copper(l) chloride In methanol at 110℃; for 2h; Autoclave;98%
In methanol at 200℃; under 120012 Torr; for 0.0333333h; Temperature; Pressure; Time; Autoclave;13.38 g
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

2-(2-bromo-4-methylphenoxy)-4,6-dichloro-1,3,5-triazine

2-(2-bromo-4-methylphenoxy)-4,6-dichloro-1,3,5-triazine

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide at 0 - 20℃; for 38h;98%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

2-bromo-1-(methoxymethoxy)-4-methylbenzene
104750-60-9

2-bromo-1-(methoxymethoxy)-4-methylbenzene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 5h; Ambient temperature;97%
With potassium carbonate In acetone at 20℃;93%
With potassium carbonate In acetone at 40℃; for 1h;90%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

2-deuterio-4-methylphenol
115943-93-6

2-deuterio-4-methylphenol

Conditions
ConditionsYield
Stage #1: 2-bromo-p-cresol With n-butyllithium In diethyl ether; hexane at -78 - 20℃; for 3h; Inert atmosphere;
Stage #2: With water-d2 In diethyl ether; hexane at 20℃; for 4h;
97%
Stage #1: 2-bromo-p-cresol With n-butyllithium In diethyl ether; hexane at 0 - 20℃; for 1.08333h; Inert atmosphere;
Stage #2: With water-d2 In diethyl ether; hexane at 0℃; for 1h; Inert atmosphere;
72%
Stage #1: 2-bromo-p-cresol With n-butyllithium In tetrahydrofuran; toluene at 10℃; for 4h; Inert atmosphere;
Stage #2: With water-d2 In tetrahydrofuran; toluene Inert atmosphere;
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

(S)-4-Methyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester
439948-91-1

(S)-4-Methyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester

C15H22BrNO3
1441005-57-7

C15H22BrNO3

Conditions
ConditionsYield
Stage #1: 2-bromo-p-cresol; (S)-4-Methyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester With sodium hydride In N,N-dimethyl-formamide
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide
97%
benzo[b]thiophene-2-boronic acid
98437-23-1

benzo[b]thiophene-2-boronic acid

2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

2-(benzo[b]thiophen-2-yl)-4-methylphenol

2-(benzo[b]thiophen-2-yl)-4-methylphenol

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere;97%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

4-bromo-6-methyl-2H-pyran-2-one
132559-91-2

4-bromo-6-methyl-2H-pyran-2-one

4-(2-bromo-4-methylphenoxy)-6-methyl-2-pyrone
1259312-84-9

4-(2-bromo-4-methylphenoxy)-6-methyl-2-pyrone

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 16h;96.1%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

(2s)-(+)-glycidyl 3-nitrobenzenesulfonate
115314-14-2

(2s)-(+)-glycidyl 3-nitrobenzenesulfonate

(2S)-2-[(2-bromo-4-methylphenoxy)methyl]oxirane
1351163-91-1

(2S)-2-[(2-bromo-4-methylphenoxy)methyl]oxirane

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;96%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

o-nitrobenzonitrile
612-24-8

o-nitrobenzonitrile

5-methyl-2-(2-nitrophenyl)-1,3-benzothiazole

5-methyl-2-(2-nitrophenyl)-1,3-benzothiazole

Conditions
ConditionsYield
With p-nitrobenzenesulfonic acid; cis-dichlorobis(triphenylphosphine)molybdenum; 1-ethyl-3-methylimidazolium tetrafluoroborate; bis-[(trifluoroacetoxy)iodo]benzene; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl-formamide at 90℃; for 10h; Reagent/catalyst; Inert atmosphere;95.4%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

2-bromoethanol
540-51-2

2-bromoethanol

2-(2-bromo-4-methylphenoxy)ethan-1-ol

2-(2-bromo-4-methylphenoxy)ethan-1-ol

Conditions
ConditionsYield
Stage #1: 2-bromo-p-cresol With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1h; Inert atmosphere;
Stage #2: 2-bromoethanol In N,N-dimethyl-formamide at 120℃; Inert atmosphere;
95%
Stage #1: 2-bromo-p-cresol With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1h;
Stage #2: 2-bromoethanol In N,N-dimethyl-formamide at 60 - 120℃; for 12h;
89%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

diethylazodicarboxylate
1972-28-7

diethylazodicarboxylate

1-(3-bromo-1-methyl-4-oxocyclohexa-2,5-dien-1-yl)hydrazine-1,2-dicarboxylic acid diethyl ester

1-(3-bromo-1-methyl-4-oxocyclohexa-2,5-dien-1-yl)hydrazine-1,2-dicarboxylic acid diethyl ester

Conditions
ConditionsYield
With silver(l) oxide In water for 0.5h; Cooling with ice;95%
With silver(l) oxide In water at 0℃; for 0.5h; Sealed tube;95%

2-Bromo-4-methylphenol Chemical Properties

The Molecular formula of  2-Bromo-4-methylphenol(6627-55-0): C7H7BrO
The Molecular Weight of  2-Bromo-4-methylphenol(6627-55-0): 187.03
The Molecular Structure of  2-Bromo-4-methylphenol(6627-55-0):
EINECS: 229-595-7
Melting point: 213-214 °C 
Boiling Point: 213.5 °C at 760 mmHg 
Flash Point: 82.9 °C 
Index of Refraction: 1.59 
Molar Refractivity: 40.64 cm
Molar Volume: 120.3 cm3 
Polarizability: 16.11 10-24cm3 
Surface Tension: 44.3 dyne/cm 
Density: 1.554 g/cm3 
Enthalpy of Vaporization: 46.81 kJ/mol 
Vapour Pressure: 0.112 mmHg at 25°C 
IUPAC Name: 2-bromo-4-methylphenol
Synonyms: 3-BROMO-4-HYDROXY-BENZYLIC ALCOHOL3-Bromo-4-hydroxytoluene;2-bromo-p-creso;2-BROMO-P-CRESOL;p-Cresol, 2-bromo-;2-Bromo-p-methylphenol; ;AKOS BBB/368;2-BROMO-4-METHYLPHENOL;

2-Bromo-4-methylphenol Uses

2-Bromo-4-methylphenol(6627-55-0) is used for organic synthesis intermediates.

2-Bromo-4-methylphenol Toxicity Data With Reference

The TOXICITY  information  of  2-Bromo-4-methylphenol(6627-55-0):
1.mouse LD50 intraperitoneal 195mg/kg (195mg/kg)   Journal of Medicinal Chemistry. Vol. 18, Pg. 868, 1975.

2-Bromo-4-methylphenol Safety Profile

The Hazard Codes of 2-Bromo-4-methylphenol(6627-55-0):  Xi,Xn
Hazard Note: Irritant
The Risk Statements information of 2-Bromo-4-methylphenol(6627-55-0):
21/22:  Harmful in contact with skin and if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of 2-Bromo-4-methylphenol(6627-55-0):
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
24/25:  Avoid contact with skin and eyes 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
37/39:  Wear suitable gloves and eye/face protection 
WGK Germany: 3
RTECS: GO6868200
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