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1122-91-4

Basic Information
CAS No.: 1122-91-4
Name: 4-Bromobenzaldehyde
Article Data: 635
Molecular Structure:
Molecular Structure of 1122-91-4 (4-Bromobenzaldehyde)
Formula: C7H5BrO
Molecular Weight: 185.02
Synonyms: Benzaldehyde,p-bromo- (6CI,8CI);1-Bromo-4-formylbenzene;4-Formylbromobenzene;4-Formylphenyl bromide;NSC 21638;p-Bromobenzaldehyde;
EINECS: 214-365-0
Density: 1.577 g/cm3
Melting Point: 55-58 °C
Boiling Point: 244 °C at 760 mmHg
Flash Point: 108.9 °C
Solubility: insoluble in water
Appearance: white crystalline solid
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 22-36/37/38-43
Safety: 26-36/37-36/37/39-22
PSA: 17.07000
LogP: 2.26160
Synthetic route
873-75-6

4-bromobenzenemethanol

1122-91-4

4-bromo-benzaldehyde

Conditions
ConditionsYield
With dinitrogen tetraoxide; ferric nitrate for 0.08h; Ambient temperature; further oxidizing agent, further conditions and solvents;100%
With butyltriphenylphosphonium chlorochromate In acetonitrile for 0.333333h; Heating;100%
With 1H-imidazole; sodium periodate; manganese(III)-porphyrin complex immobilized on polystyrene In water; acetonitrile at 20℃; for 0.75h;100%
55605-27-1

(4-bromophenyl)methylenediacetate

1122-91-4

4-bromo-benzaldehyde

Conditions
ConditionsYield
With [NO(1+)*18-crown-6*H(NO3)2(1-)]; silica gel In dichloromethane at 20℃; for 0.0833333h;100%
With caro's acid; silica gel In dichloromethane for 1.4h; Heating;98%
With potassium tert-butylate; 3-Dimethylaminophenol In tetrahydrofuran for 0.0833333h;97%
83521-65-7

2-(4-bromophenyl)-1,3-dithiolane

1122-91-4

4-bromo-benzaldehyde

Conditions
ConditionsYield
With pyridine hydrogenfluoride; Selectfluor In dichloromethane at 20℃;100%
With bromine; dimethyl sulfoxide In chloroform at 20℃; for 0.0666667h;97%
With silica gel; ferric nitrate In hexane at 50℃; for 0.25h;94%

(E)-1-(4-bromobenzylidene)semicarbazide

1122-91-4

4-bromo-benzaldehyde

Conditions
ConditionsYield
With caro's acid; silica gel In dichloromethane for 0.0833333h; Heating;100%
2039-82-9

1-bromo-4-ethenyl-benzene

1122-91-4

4-bromo-benzaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide In water at 75℃; for 6h;100%
With eosin Y; oxygen In dimethyl sulfoxide at 20℃; for 10h; Irradiation; Green chemistry;95%
With oxygen at 110℃; for 12h; Green chemistry;92%
100-52-7

benzaldehyde

A

1122-91-4

4-bromo-benzaldehyde

B

6630-33-7

ortho-bromobenzaldehyde

Conditions
ConditionsYield
With sulfuric acid; C18H16Br4N2O3V; dihydrogen peroxide; potassium bromide In methanol; water at 20℃; for 2.33333h; Catalytic behavior;A 100%
B n/a
873-75-6

4-bromobenzenemethanol

98-95-3

nitrobenzene

A

1122-91-4

4-bromo-benzaldehyde

B

5877-51-0

N-(4-bromobenzylidene)aniline

Conditions
ConditionsYield
With α,α,α-trifluorotoluene; titanium(IV) oxide In dodecane under 750.075 Torr; for 3h; Darkness; Inert atmosphere; Irradiation;A n/a
B 100%
5798-75-4

Ethyl 4-bromobenzoate

1122-91-4

4-bromo-benzaldehyde

Conditions
ConditionsYield
Stage #1: Ethyl 4-bromobenzoate With morpholine; diisobutylaluminium hydride In tetrahydrofuran; hexane at 0℃; for 3.16667h; Inert atmosphere;
Stage #2: With diisobutylaluminium hydride In tetrahydrofuran; hexane at 0℃; for 0.166667h; Inert atmosphere;
99%
With H2SiEt2; C15H27Br2CoN3; potassium tert-butylate In toluene at 50℃; for 12h; Inert atmosphere; Glovebox; Sealed tube;51%
With naphthalene In tetrahydrofuran; hexane at 0℃; for 3h;83 % Chromat.
873-75-6

4-bromobenzenemethanol

1774-35-2

di(p-tolyl) sulfoxide

A

620-94-0

di-(p-tolyl)sulfane

B

1122-91-4

4-bromo-benzaldehyde

Conditions
ConditionsYield
With per-rhenic acid In toluene for 17h; Reflux;A 99%
B 98%

C16H17BrO2

1122-91-4

4-bromo-benzaldehyde

Conditions
ConditionsYield
With silica-OSO3H; silica gel In toluene at 60 - 70℃; for 1h;98%
With tetrachlorosilane; silica gel In toluene at 60 - 70℃; for 1h;92%
With potassium sulfate; potassium hydrogensulfate; potassium peroxomonosulfate; aluminium trichloride In acetonitrile Heating;
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The IUPAC name of 4-Bromobenzaldehyde is 4-bromobenzaldehyde. With the CAS registry number 1122-91-4, it is also named as Benzaldehyde, p-bromo-. The product's categories are Fine Chemical & Intermediates; Aromatic Aldehydes & Derivatives (substituted); Benzaldehyde; Benzaldehyde (Building Blocks for Liquid Crystals); Bifunctional Compounds (Building Blocks for Liquid Crystals); Building Blocks for Liquid Crystals; Functional Materials; Aldehydes; C7; Carbonyl Compounds. Besides, it is white crystalline solid, which should be stored in sealed container in a cool, dry place. And you should ensure that the workplaces have good ventilated or exhaust devices. In addition, its molecular formula is C7H5BrO and molecular weight is 185.02.

The other characteristics of this product can be summarized as: (1)EINECS: 214-365-0; (2)ACD/LogP: 2.57; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.57; (5)ACD/LogD (pH 7.4): 2.57; (6)ACD/BCF (pH 5.5): 53.02; (7)ACD/BCF (pH 7.4): 53.02; (8)ACD/KOC (pH 5.5): 597.02; (9)ACD/KOC (pH 7.4): 597.02; (10)#H bond acceptors: 1; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 1; (13)Index of Refraction: 1.61; (14)Molar Refractivity: 40.69 cm3; (15)Molar Volume: 117.2 cm3; (16)Surface Tension: 44.4 dyne/cm; (17)Density: 1.577 g/cm3; (18)Flash Point: 108.9 °C; (19)Melting Point: 55-58 °C; (20)Enthalpy of Vaporization: 48.11 kJ/mol; (21)Boiling Point: 244 °C at 760 mmHg; (22)Vapour Pressure: 0.0311 mmHg at 25 °C.

Preparation of 4-Bromobenzaldehyde: please add Bromine to Parabromotoluene at the temperature of 105-110 °C. And then the temperature should be rose to 150 °C. Afterwards, please add Calcium carbonate and water to stir. After heating and reflux for 15 min, it would be hydrolyzed. And you can obtain this chemical after steam distillation.

Uses of 4-Bromobenzaldehyde: this chemical is used as intermediate of pharmaceutical and dyes. It is also used in organic synthesis. Furthermore, it can be used to produce 4-Bromo-benzoic acid.



This reaction needs 30percent Hydrogen peroxide, 5 molpercent Benzeneseleninic acid and Tetrahydrofuran by heating for 7 hours. The yield is 97 %.

When you are using this chemical, please be cautious about it as the following: it is harmful if swallowed. Please do not breathe dust. It is also irritating to eyes, respiratory system and skin. Moreovewr, it may cause sensitization by skin contact. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=Cc1ccc(Br)cc1
(2)InChI: InChI=1/C7H5BrO/c8-7-3-1-6(5-9)2-4-7/h1-5H
(3)InChIKey: ZRYZBQLXDKPBDU-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C7H5BrO/c8-7-3-1-6(5-9)2-4-7/h1-5H
(5)Std. InChIKey: ZRYZBQLXDKPBDU-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 389mg/kg (389mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979.
mouse LD50 oral 1230mg/kg (1230mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979.