2-Nitrobenzyl bromide supplier

Name
2-Nitrobenzyl bromide
EINECS 223-558-9
CAS No. 3958-60-9
Article Data67
CAS DataBase
Density 1.652 g/cm³
Solubility insoluble in water
Melting Point 44-46 °C(lit.)
Formula C₇H₆BrNO₂
Boiling Point 275.2 °C at 760 mmHg
Molecular Weight 216.034
Flash Point 120.2 °C
Transport Information UN 3261 8/PG 2
Appearance white to light yellow crystal powder
Safety 26-36/37/39-45
Risk Codes 34
Molecular Structure
Hazard Symbols
Synonyms Toluene,a-bromo-o-nitro- (6CI,8CI);1-(Bromomethyl)-2-nitrobenzene;NSC 95415;o-(Bromomethyl)nitrobenzene;o-Nitrobenzyl bromide;a-Bromo-o-nitrotoluene;
PSA 45.82000
LogP 3.01290

Synthetic route

: 88-72-2
1-methyl-2-nitrobenzene

: 3958-60-9
2-nitrophenylmethyl bromide

Conditions

Conditions	Yield
With dihydrogen peroxide; bromine In dichloromethane; water for 4h; Reflux;	100%
Stage #1: 1-methyl-2-nitrobenzene With 2,2'-azobis(isobutyronitrile) In 1,2-dichloro-ethane for 0.333333h; Stage #2: With hydrogen bromide; dihydrogen peroxide In 1,2-dichloro-ethane at 72 - 75℃; for 2h; Solvent; Temperature;	98.5%
With sodium hypochlorite; 2,2'-azobis(isobutyronitrile); hydrogen bromide In chlorobenzene at 85℃; for 7h; Temperature; Solvent;	97%

: 612-25-9
2-Nitrobenzyl alcohol

: 3958-60-9
2-nitrophenylmethyl bromide

Conditions

Conditions	Yield
With 4-aminophenyl diphenylphosphinite; bromine In dichloromethane at 20℃; for 0.416667h;	97%
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	94%
With phosphorus tribromide In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;	76%

: 38177-30-9
1-(methoxymethyl)-2-nitrobenzene

: 3958-60-9
2-nitrophenylmethyl bromide

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid at 65℃; for 2h; Inert atmosphere;	95.1%

: 612-25-9
2-Nitrobenzyl alcohol

: 631-61-8
ammonium acetate

A: 77376-01-3
acetic acid 2-nitro-benzyl ester

B: 3958-60-9
2-nitrophenylmethyl bromide

Conditions

Conditions	Yield
With N-Bromosuccinimide; triphenylphosphine In acetonitrile at 20℃; for 12h; Cooling with ice;	A 78% B 15%

...Expand

: 56-23-5
tetrachloromethane

: 128-08-5
N-Bromosuccinimide

: 88-72-2
1-methyl-2-nitrobenzene

: 94-36-0
dibenzoyl peroxide

: 3958-60-9
2-nitrophenylmethyl bromide

...Expand

: 88-72-2
1-methyl-2-nitrobenzene

A: 65962-15-4
o-nitro-α,α-dibromomethylbenzene

B: 3958-60-9
2-nitrophenylmethyl bromide

Conditions

Conditions	Yield
With bromine In tetrachloromethane Heating; Irradiation;	A 41 % Chromat. B 52 % Chromat.

: 29872-21-7
2-nitrobenzyl iodide

: 20545-30-6
bis(triphenylphosphoranylidene)ammonium bromide

A: bis(triphenylphosphoranylidene)ammonium iodide

B: 3958-60-9
2-nitrophenylmethyl bromide

Conditions

Conditions	Yield
In acetonitrile at 25℃; Equilibrium constant;

...Expand

: 91997-40-9
2-nitrobenzyl selenocyanate

: 20545-30-6
bis(triphenylphosphoranylidene)ammonium bromide

A: (PPN)SeCN

B: 3958-60-9
2-nitrophenylmethyl bromide

Conditions

Conditions	Yield
In acetonitrile at 25℃; Rate constant; Equilibrium constant;

...Expand

: 85071-27-8
2-nitrobenzyl thiocyanate

: 20545-30-6
bis(triphenylphosphoranylidene)ammonium bromide

A: 21050-13-5
bis(triphenylphosphine)iminium chloride

B: 3958-60-9
2-nitrophenylmethyl bromide

Conditions

Conditions	Yield
In acetonitrile at 25℃; Rate constant; Equilibrium constant;

...Expand

: 612-23-7
2-nitrobenzyl chloride

: 20545-30-6
bis(triphenylphosphoranylidene)ammonium bromide

A: 21050-13-5
bis(triphenylphosphine)iminium chloride

B: 3958-60-9
2-nitrophenylmethyl bromide

Conditions

Conditions	Yield
In acetonitrile at 25℃; Equilibrium constant;

...Expand

: 88-72-2
1-methyl-2-nitrobenzene

: 7726-95-6
bromine

: 3958-60-9
2-nitrophenylmethyl bromide

Conditions

Conditions	Yield
Stage #1: 1-methyl-2-nitrobenzene With 2,2'-azobis(isobutyronitrile) In water; 1,2-dichloro-ethane at 65℃; for 0.25h; Stage #2: bromine In water; 1,2-dichloro-ethane for 3.5h; Stage #3: With dihydrogen peroxide In water; 1,2-dichloro-ethane for 3h;

: 603-35-0
triphenylphosphine

: 3958-60-9
2-nitrophenylmethyl bromide

: 23308-83-0
(2-nitrobenzyl)triphenylphosphonium bromide

Conditions

Conditions	Yield
In acetonitrile for 4.5h; Reflux;	100%
In acetonitrile for 4.5h; Reflux;	100%
In toluene at 100℃; for 24h;	99%

: 3958-60-9
2-nitrophenylmethyl bromide

: 122-52-1
triethyl phosphite

: 4914-12-9
diethyl 2-nitrobenzylphosphonate

Conditions

Conditions	Yield
In toluene for 24h; Inert atmosphere; Reflux;	100%
at 110℃;	97%
In toluene at 120℃; for 24h; Inert atmosphere;	97%

: 3958-60-9
2-nitrophenylmethyl bromide

: 6253-28-7, 19878-26-3, 42074-03-3
exo-7-oxabicyclo[2.2.1]hept-4-ene-2,3-dicarboximide

: 2-(2-nitrobenzyl)-3α,4,7,7α-tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 1.5h; Substitution;	100%

: 3958-60-9
2-nitrophenylmethyl bromide

: 10387-40-3
potassium thioacetate

: 1-{[(2-nitrophenyl)methyl]sulfanyl}ethan-1-one

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; Inert atmosphere;	100%
In dimethyl sulfoxide at 20℃; for 24h;

: 942948-71-2
[4-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-3-methylphenoxy]acetic acid benzyl ester

: 3958-60-9
2-nitrophenylmethyl bromide

: 942948-72-3
{3-methyl-4-[6-(2-nitrobenzyloxy)-3-oxo-3H-xanthen-9-yl]phenoxy}acetic acid benzyl ester

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;	100%

: 2365-48-2
Methyl thioglycolate

: 3958-60-9
2-nitrophenylmethyl bromide

: 110035-67-1
(2-nitro-benzylsulfanyl)-acetic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetone for 4h; Heating / reflux;	100%
With sodium hydride In tetrahydrofuran at 20℃; for 2h;	99%

aqueous ethylamine: aqueous ethylamine

: 3958-60-9
2-nitrophenylmethyl bromide

: 186797-08-0
N-(2-nitrobenzyl)ethanamine

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water	100%

: 3958-60-9
2-nitrophenylmethyl bromide

: 884492-66-4
(S)-3-benzyl-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one

: 1289116-77-3
(S)-3-benzyl-1-(2-nitrobenzyl)-5-phenyl-1H-benzo[e][1,4]-diazepin-2(3H)-one

Conditions

Conditions	Yield
Stage #1: (S)-3-benzyl-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one With sodium hydride In N,N-dimethyl-formamide for 1.5h; Inert atmosphere; Stage #2: 2-nitrophenylmethyl bromide In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	100%

: 1314917-55-9
1-hydroxy-3,6,7-tris(methoxymethoxy)-9H-xanthen-9-one

: 3958-60-9
2-nitrophenylmethyl bromide

: 1314917-88-8
C26H25NO11

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 6h;	100%

: 94-75-7
2,4-Dichlorophenoxyacetic acid

: 3958-60-9
2-nitrophenylmethyl bromide

: 1430102-89-8
2,4-D 2-nitrobenzyl ester

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 73℃;	100%

: 3958-60-9
2-nitrophenylmethyl bromide

: 7035-04-3
4-(benzofuran-2-yl)pyridine

: N-(2-nitrobenzyl)-4-(benzofuran-2-yl)pyridinium bromide

Conditions

Conditions	Yield
In acetonitrile Reflux;	100%

: 1003-29-8
2-pyrrole aldehyde

: 3958-60-9
2-nitrophenylmethyl bromide

: 22162-51-2
1-(2-Nitrobenzyl)-2-pyrrolecarboxaldehyde

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide for 4h;	100%
With potassium carbonate In tetrahydrofuran for 5h; Solvent; Reagent/catalyst; Reflux;	92%
With sodium hydride In N,N-dimethyl-formamide; mineral oil
With sodium hydride In 2-pyrrole aldehyde; N,N-dimethyl-formamide; mineral oil

: 3958-60-9
2-nitrophenylmethyl bromide

: 6-Chloro-1-(4-methoxy-benzyl)-1H-pyrimidine-2,4-dione

: 6-Chloro-1-(4-methoxy-benzyl)-3-(2-nitro-benzyl)-1H-pyrimidine-2,4-dione

Conditions

Conditions	Yield
With lithium hydride In N,N-dimethyl-formamide Ambient temperature;	99%

: 3324-15-0
5,5-dimethylthiazolidine-2,4-dione

: 3958-60-9
2-nitrophenylmethyl bromide

: 907994-41-6
5,5-dimethyl-3-(2-nitrobenzyl)thiazolidine-2,4-dione

Conditions

Conditions	Yield
With ammonium chloride In N-methyl-acetamide	99%
In N,N-dimethyl-formamide at 60℃; for 0.5h;	99%

: 1354453-80-7
Ac-T(4-SH-Phe)PN-NH2

: 3958-60-9
2-nitrophenylmethyl bromide

: 1354454-08-2
Ac-T(4-S-(2-nitrobenzyl)-Phe)PN-NH2

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 1h; pH=8; aq. phosphate buffer;	99%

: 85-18-7
8-chlorotheophylline

: 3958-60-9
2-nitrophenylmethyl bromide

: 346597-07-7
8-chloro-1,3-dimethyl-7-(2-nitrobenzyl)-3,7-dihydropurine-2,6-dione

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	99%

: 524-38-9
N-hydroxyphthalimide

: 3958-60-9
2-nitrophenylmethyl bromide

: 30777-83-4
2-(2-nitrobenzyloxy)isoindoline-1,3-dione

Conditions

Conditions	Yield
With sodium acetate In N,N-dimethyl-formamide at 80℃; for 14h; Inert atmosphere;	99%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25 - 70℃; for 2h; Inert atmosphere;	93%

: 215598-85-9
(R)-2-acetylamino-N-benzyl-3-mercaptopropionamide

: 3958-60-9
2-nitrophenylmethyl bromide

: C19H21N3O4S

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 2h; Inert atmosphere;	99%

: C38H35F2N10O9PS*C6H15N

: 3958-60-9
2-nitrophenylmethyl bromide

: C45H40F2N11O11PS

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 23h;	99%

: 15761-38-3
L-N-Boc-Ala

: 3958-60-9
2-nitrophenylmethyl bromide

: 144619-16-9
N-Boc-L-alanine (o-nitro)benzyl ester

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene at 80℃; for 1h;	98%

: 824-79-3
sodium 4-methylbenzenesulfinate

: 3958-60-9
2-nitrophenylmethyl bromide

: 61081-33-2
1-nitro-2-(tosylmethyl)benzene

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 0.166667h; Heating;	98%
With polysorbate-80 In water; acetone; benzene for 4h; Heating;	62%
In water; N,N-dimethyl-formamide for 0.025h; Ambient temperature; Irradiation;	58%

: 110-85-0
piperazine

: 3958-60-9
2-nitrophenylmethyl bromide

: 133795-21-8
1,4-bis(o-nitrobenzyl)-1,4-diazacyclohexane

Conditions

Conditions	Yield
With potassium hydroxide In toluene at 60℃; for 5h;	98%

: 3958-60-9
2-nitrophenylmethyl bromide

: 111-33-1
1,3-bis(methylamino)propane

: 256487-82-8
N,N'-bis(2-nitrobenzyl)-N,N'-dimethyl-1,3-diaminopropane

Conditions

Conditions	Yield
With potassium hydroxide In toluene at 60℃; for 24h; Alkylation;	98%

: 121-33-5
vanillin

: 3958-60-9
2-nitrophenylmethyl bromide

: 331463-81-1
3-methoxy-4-(o-nitrobenzyloxy)benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetone Heating;	98%
With potassium carbonate; sodium iodide In acetonitrile Heating;	83%

: 14199-15-6
Methyl 4-hydroxyphenylacetate

: 3958-60-9
2-nitrophenylmethyl bromide

: 907948-89-4
methyl {4-[(2-nitrobenzyl)oxy]phenyl}acetate

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 20℃;	98%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 3958-60-9
2-nitrophenylmethyl bromide

: 30095-98-8
methyl (2-nitrophenyl)acetate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; C52H46O2P2Pd2; triphenylphosphine at 60℃; for 2h; Conversion of starting material;	98%

...Expand

2-Nitrobenzyl bromide Chemical Properties

Product Name: 2-Nitrobenzyl bromide (CAS NO.3958-60-9)

Molecular formula:C₇H₆BrNO₂
Molar mass: 216.03 g/mol
State : white to light yellow crystal powde
Flash Point: 120.2 °C
Melting point: 44-46 °C(lit.)
Boiling Point: 275.2 °C at 760 mmHg
Vapour Pressure: 0.00868 mmHg at 25°C
Density: 1.652 g/cm³Index of Refraction: 1.611
Molar Refractivity: 45.44 cm³
Molar Volume: 130.7 cm³
XLogP3-AA: 2.7
H-Bond Donor: 0
H-Bond Acceptor: 2
Structure Descriptors of 2-Nitrobenzyl bromide (CAS NO.3958-60-9):
IUPAC Name: 1-(bromomethyl)-2-nitrobenzene
Canonical SMILES: C1=CC=C(C(=C1)CBr)[N+](=O)[O-]
InChI: InChI=1S/C7H6BrNO2/c8-5-6-3-1-2-4-7(6)9(10)11/h1-4H,5H2
InChIKey: HXBMIQJOSHZCFX-UHFFFAOYSA-N
Product Categories: Aromatic Halides (substituted); Biochemistry; Nucleosides, Nucleotides & Related Reagents; Protecting Agents for Hydroxyl and Amino Groups; Protecting Agents, Phosphorylating Agents & Condensing Agents

2-Nitrobenzyl bromide Uses

2-Nitrobenzyl bromide (CAS NO.3958-60-9) has been used as intermediates of Organic synthesis . It has been used in the production expectorant agent:hydrochloride of Bromine amine ,too .

2-Nitrobenzyl bromide Production

By adding The carbon tetrachloride, o-nitro-toluene and azobisisobutyronitrile in aqueous solution into reaction tank, stirring heated, dropping bromine in carbon tetrachloride solution, then keep dropping back to finish and continue to return for 5-6h, at last ,bromide o-nitro benzyl bromide is generated.

2-Nitrobenzyl bromide Safety Profile

Decomposes exothermically at 100°C. It has caused plant scale explosions. When heated to decomposition it emits toxic fumes of NOx and Br−. See also 4-NITROBENZYL BROMIDE and NITRO COMPOUNDS of AROMATIC HYDROCARBONS.
Safety Information of 2-Nitrobenzyl bromide (CAS NO.3958-60-9):
Hazard Codes: C
Risk Statements:
34: Causes burns
Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
F: 4.8-19-21
HazardClass: 8
PackingGroup: II
HS Code: 29049085

2-Nitrobenzyl bromide Specification

2-Nitrobenzyl bromide , its CAS NO. is 3958-60-9, the synonyms are alpha-Bromo-2-nitrotoluene ; o-Nitrobenzyl bromide ; 1-(Bromomethyl)-2-nitro-benzene .

Product Name

2-Nitrobenzyl bromide

Synthetic route

2-Nitrobenzyl bromide Chemical Properties

2-Nitrobenzyl bromide Uses

2-Nitrobenzyl bromide Production

2-Nitrobenzyl bromide Safety Profile

2-Nitrobenzyl bromide Specification

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