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4-Bromobenzyl alcohol
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  • Name 4-Bromobenzyl alcohol
  • EINECS212-851-7
  • CAS No. 873-75-6
  • Density1.565 g/cm3
  • PSA20.23000
  • LogP1.94140
  • Solubility2.31g/L at 20℃
  • Melting Point75-77 °C
  • FormulaC7H7BrO
  • Boiling Point267.8 °C at 760 mmHg
  • Molecular Weight187.036
  • Flash Point115.7 °C
  • Transport InformationN/A
  • AppearanceWhite to slightly beige crystal
  • Safety24/25
  • Risk Codes36/37/38
  • Molecular Structure
    Molecular Structure of 873-75-6 (4-Bromobenzyl alcohol)
  • Hazard SymbolsIrritantXi
  • SynonymsIrritantXi
  • Article Data282

4-Bromobenzyl alcohol Synthetic route

1122-91-4

4-bromo-benzaldehyde

873-75-6

4-bromobenzenemethanol

Conditions
ConditionsYield
With hydrogen; Et4N In 1,2-dimethoxyethane at 100℃; under 38000 Torr; for 13h;100%
With tri-n-butyl-tin hydride In methanol; diethyl ether for 4h; Reduction; Heating;100%
With hydrogen; phosphotungstic acid 44-hydrate; [Fe(C5H4P(i-Pr)2)2Rh(C8H12)]BF4 In water; isopropyl alcohol at 20℃; under 5171.62 Torr; for 16h;100%
619-42-1

4-methoxycarbonylphenyl bromide

873-75-6

4-bromobenzenemethanol

Conditions
ConditionsYield
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene 1.) 10-20 deg C, 2.) room temperature, 10 min;100%
With diisobutylaluminium hydride In toluene at 0℃; for 0.5h; Inert atmosphere;98%
Stage #1: 4-methoxycarbonylphenyl bromide With diethylzinc; lithium chloride In tetrahydrofuran; hexane at 20℃; for 6h; Inert atmosphere;
Stage #2: With sodium hydroxide In tetrahydrofuran; hexane; water at 20℃; for 8h; Inert atmosphere; chemoselective reaction;		98%

C28H24BBr4O4(1-)*Na(1+)

873-75-6

4-bromobenzenemethanol

Conditions
ConditionsYield
With water100%
17100-68-4

2-((4-bromobenzyl)oxy)tetrahydro-2H-pyran

873-75-6

4-bromobenzenemethanol

Conditions
ConditionsYield
silica-supported prop-1-ylsulfonic acid In methanol99.8%
With sulfuric acid; silica gel In methanol at 20℃; for 0.5h;98%
With trichloroisocyanuric acid In methanol at 20℃; for 4h;95%
5798-75-4

Ethyl 4-bromobenzoate

873-75-6

4-bromobenzenemethanol

Conditions
ConditionsYield
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 15h; Glovebox; Autoclave;98%
With LiPh2InH2 In diethyl ether for 24h; Ambient temperature;95%
Stage #1: Ethyl 4-bromobenzoate With trimethylsilyl trifluoromethanesulfonate; triphenylphosphine; 1-Phenylbut-1-en-3-one In dichloromethane at -78 - 0℃; for 1h; Inert atmosphere;
Stage #2: With diisobutylaluminium hydride In hexane; dichloromethane at -78℃; Inert atmosphere;
Stage #3: With potassium carbonate In methanol; hexane; dichloromethane at 20℃; for 0.5h; Inert atmosphere;		93%
86605-93-8

(4-bromobenzyloxy)trimethylsilane

873-75-6

4-bromobenzenemethanol

Conditions
ConditionsYield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Green chemistry;98%
With rice husk ash supported on anatase-phase titania nanoparticles nanocomposite In methanol at 20℃; for 0.05h;97%
With poly (ethylene glycol)-sulfonated sodium montmorillonite nanocomposite In methanol at 20℃; for 0.0666667h;96%
21388-92-1

4-bromobenzyl acetate

873-75-6

4-bromobenzenemethanol

Conditions
ConditionsYield
With magnesium methanolate In methanol Ambient temperature;96%
With water at 20℃; for 0.416667h;96%
With potassium hydroxide
130534-91-7

1-bromo-4-[(methoxymethyloxy)methyl]benzene

873-75-6

4-bromobenzenemethanol

Conditions
ConditionsYield
With 1-methylimidazole hydrogen sulfate at 120℃; for 0.0166667h; Microwave irradiation; chemoselective reaction;96%
With bismuth(III) chloride; water In acetonitrile at 50℃; for 10h;88%
With niobium pentachloride In acetonitrile at 0 - 20℃; for 1h;81%
phosphotungstic acid In ethanol for 6h; Heating;73%
216443-67-3

4-bromo-1-[(ethoxymethoxy)methyl]benzene

873-75-6

4-bromobenzenemethanol

Conditions
ConditionsYield
With 1-methylimidazole hydrogen sulfate at 120℃; for 0.0166667h; Microwave irradiation; chemoselective reaction;95%
phosphotungstic acid In ethanol for 5.5h; Heating;82%
1140924-37-3

(E)-6-(4-bromobenzyloxy)hex-3-en-2-one

873-75-6

4-bromobenzenemethanol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 22℃; for 1h;94%

4-Bromobenzyl alcohol Specification

The Benzenemethanol,4-bromo- with CAS registry number of 873-75-6 is also known as 4-Bromobenzyl alcohol. The IUPAC name is (4-Bromophenyl)methanol. It belongs to product categories of Benzhydrols, Benzyl & Special Alcohols; Alcohol; Alcohols; Bromine Compounds; C7 to C8; Oxygen Compounds. Its EINECS registry number is 212-851-7. In addition, the formula is C7H7BrO and the molecular weight is 187.03. This chemical is a white to slightly beige crystal that may cause inflammation to the skin or other mucous membranes. What's more, it should be sealed in cool, dry place away from oxidants.

Physical properties about Benzenemethanol,4-bromo- are: (1)ACD/LogP: 1.81; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.81; (4)ACD/LogD (pH 7.4): 1.81; (5)ACD/BCF (pH 5.5): 13.89; (6)ACD/BCF (pH 7.4): 13.89; (7)ACD/KOC (pH 5.5): 228.89; (8)ACD/KOC (pH 7.4): 228.89; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.591; (13)Molar Refractivity: 40.39 cm3; (14)Molar Volume: 119.4 cm3; (15)Surface Tension: 46.1 dyne/cm; (16)Density: 1.565 g/cm3; (17)Flash Point: 115.7 °C; (18)Enthalpy of Vaporization: 53.43 kJ/mol; (19)Boiling Point: 267.8 °C at 760 mmHg; (20)Vapour Pressure: 0.00397 mmHg at 25 °C.

Preparation of Benzenemethanol,4-bromo-: it is prepared by reaction of 4-bromo-benzaldehyde. The reaction needs reagent Zr(BH4)2Cl2(dabco)2 and solvent propan-2-ol with other condition of heating for 2 hours. The yield is about 96 %.

Benzenemethanol,4-bromo- is prepared by reaction of 4-bromo-benzaldehyde.

Uses of Benzenemethanol,4-bromo-: it is used to produce 4-methyl-benzenesulfinic acid 4-bromo-benzyl ester by reaction with p-toluenesulfinic acid. The reaction occurs with reagent 1,1'-carbonyldiimidazole and solvent CH2Cl2 for 2 hours. The yield is about 69 %.

Benzenemethanol,4-bromo- is used to produce 4-methyl-benzenesulfinic acid 4-bromo-benzyl ester by reaction with p-toluenesulfinic acid.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC(=CC=C1CO)Br
2. InChI: InChI=1S/C7H7BrO/c8-7-3-1-6(5-9)2-4-7/h1-4,9H,5H2
3. InChIKey: VEDDBHYQWFOITD-UHFFFAOYSA-N

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