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2-Aminobenzylalcohol
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Name

2-Aminobenzylalcohol

 EINECS 226-293-7
CAS No. 5344-90-1 Density 1.166 g/cm3
PSA 46.25000 LogP 1.34230
Solubility Very soluble in water. Melting Point 81-83 °C(lit.)
Formula C7H9NO Boiling Point 275 °C at 760 mmHg
Molecular Weight 123.155 Flash Point 126.3 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 26-36-37/39 Risk Codes 36/37/38-20/21/22
Molecular Structure Molecular Structure of 5344-90-1 (2-Aminobenzylalcohol) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

Benzylalcohol, o-amino- (6CI,7CI,8CI);(2-Aminophenyl)methanol;(o-Aminophenyl)methanol;2-(Hydroxymethyl)aniline;2-Aminobenzenemethanol;2-Aminobenzylalcohol;NSC 1173;[2-(Hydroxymethyl)phenyl]amine;o-(Hydroxymethyl)aniline;o-Aminobenzyl alcohol;o-Aminobenzylic alcohol;

Article Data 168

2-Aminobenzylalcohol Synthetic route

612-25-9

2-Nitrobenzyl alcohol

5344-90-1

2-Aminobenzyl alcohol

Conditions
ConditionsYield
With hydrogen; palladium In methanol at 25℃; under 2327.2 Torr; for 4.5h;100%
With hydrogen; triethylamine In ethanol; water at 110℃; under 30003 Torr; for 24h; Autoclave;99%
With sodium tetrahydroborate In water at 20℃; for 0.416667h; Green chemistry;99%
118-92-3

anthranilic acid

5344-90-1

2-Aminobenzyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;100%
Stage #1: anthranilic acid With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 2h;
Stage #2: With water; sodium hydroxide In tetrahydrofuran		100%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 3.5h;94%
552-89-6

2-nitro-benzaldehyde

5344-90-1

2-Aminobenzyl alcohol

Conditions
ConditionsYield
With sodium tetrahydroborate In water at 50℃; Green chemistry;100%
With sodium tetrahydroborate; copper In water at 80℃; for 0.0833333h; Green chemistry;97%
With sodium tetrahydroborate In tetrahydrofuran; water at 26℃; for 0.0833333h;96%
83326-80-1

N-acetyl-O-acetyl-2-aminobenzyl alcohol

5344-90-1

2-Aminobenzyl alcohol

Conditions
ConditionsYield
With methanol; potassium permanganate; trimethylsulphonium iodide at 25℃; under 760.051 Torr; chemoselective reaction;96%
89-52-1

o-acetylamino-benzoic acid

A

5344-90-1

2-Aminobenzyl alcohol

B

20939-77-9

2-acetamidobenzyl alcohol

Conditions
ConditionsYield
With hydrogenchloride; ytterbium In methanol for 0.166667h; Ambient temperature;A 92%
B 3%
With hydrogenchloride; samarium In methanol for 0.166667h; Ambient temperature;A 87%
B 8%
With potassium hydroxide; samarium diiodide In tetrahydrofuran; water for 0.0455556h; Ambient temperature;A 55%
B 4%
263392-95-6

2-aminobenzyl methoxymethyl ether

5344-90-1

2-Aminobenzyl alcohol

Conditions
ConditionsYield
Stage #1: 2-aminobenzyl methoxymethyl ether With bromocatecholborane In dichloromethane at -78℃; demethoxymethylation;
Stage #2: With acetic acid In dichloromethane at -78 - 20℃; Ring cleavage;		92%

2-(picolinamido)benzyl acetate

5344-90-1

2-Aminobenzyl alcohol

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; methanol; water at 50℃; for 24h;85%
With ethanol; sodium hydroxide at 70℃;85%
1885-29-6

anthranilic acid nitrile

5344-90-1

2-Aminobenzyl alcohol

Conditions
ConditionsYield
With formaldehyd; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In water; toluene at 90℃;83%
52727-57-8

5-bromo-2-aminobenzoic acid methyl ester

A

5344-90-1

2-Aminobenzyl alcohol

B

20712-12-3

(2-amino-5-bromophenyl)methanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at -78 - 25℃;A n/a
B 81%
With lithium aluminium tetrahydride In tetrahydrofuran at 25℃; for 5h;A n/a
B 81%
134-20-3

2-carbomethoxyaniline

5344-90-1

2-Aminobenzyl alcohol

Conditions
ConditionsYield
With sodium tetrahydroborate; zinc(II) chloride In tetrahydrofuran for 2h; Heating;79%
With lithium aluminium tetrahydride In diethyl ether

2-Aminobenzylalcohol Specification

The Benzenemethanol,2-amino-, with the CAS register number 5344-90-1, has other names as (2-aminophenyl)methanol; 2-aminobenzyl alcohol; 2-amino-benzenemethanol; 2-hydroxymethylaniline; o-aminophenylcarbinol; o-aminobenzyl alcohol; rarechem aq bd 0001; 2-amino-benzenemethano.

The physical characteristics could be summarized as: (1)ACD/LogP: -0.25; (2)ACD/LogD (pH 5.5): -0.26; (3)ACD/LogD (pH 7.4): -0.25; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 17.16; (7)ACD/KOC (pH 7.4): 17.47; (8)#H bond acceptors: 2; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 12.47; (12)Index of Refraction: 1.617; (13)Molar Refractivity: 36.94 cm3; (14)Molar Volume: 105.5 cm3; (15)Polarizability: 14.64 ×10-24 cm3; (16)Surface Tension: 54.4 dyne/cm; (17)Density: 1.166 g/cm3; (18)Flash Point: 126.3 °C; (19)Enthalpy of Vaporization: 54.23 kJ/mol; (20)Boiling Point: 275 °C at 760 mmHg; (21)Vapour Pressure: 0.00253 mmHg at 25°C.

This is a kind of white to light yellow crystal powder. As for its usage, it is widely applied in many ways, such as dyeing and pharmaceutics. Besides, its product categories are including Benzhydrols, Benzyl & Special Alcohols.

Being a kind of harmful chemical, it may cause damage to health and it will be very harmful by inhalation, in contact with skin or if swallowed. Besides, it is irritant to eyes, respiratory system and skin, for it may cause inflammation to the skin or other mucous membranes. So while dealing with this chemical, you should take these instructions. Wear suitable protective clothing and suitable gloves and eye/face protection, and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. You could also go to WGK Germany  3 to obtain more safety information.
When store it, you should keep it in the storage temp. 2-8°C. Besides, it should be kept in the dry, cool and ventilating storeroom, away from the oxidizing agent and food additives.

In addition, you could refer to the following data information to get the molecular structure:
SMILES:OCc1ccccc1N
InChI:InChI=1/C7H9NO/c8-7-4-2-1-3-6(7)5-9/h1-4,9H,5,8H2
InChIKey:VYFOAVADNIHPTR-UHFFFAOYAA

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03019,

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