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Basic Information

Molecular Structure:
CAS No.:	65-45-2
Name:	Salicylamide
Article Data:	146

Formula:	C₇H₇NO₂
Molecular Weight:	137.138
Synonyms:	Salamide;Saliamid;Saliamin;Salicim;Salicylic acid amide;Salipur;Salizell;Salrin;Salymid;Samid;Serramida;Urtosal;o-Hydroxybenzamide;Benzamide,2-hydroxy-;Salicylamide(8CI);2-Carbamoylphenol;2-Carboxamidophenol;2-Hydroxybenzamide;Afko-Sal;Algamon;Algiamida;Allevin;Amid-Sal;Amidosal;Anamid;Benesal;Cetamide;Cidal;Dropsprin;Liquiprin;Morsarinas;Novecyl;Oramid;Panithal;Raspberin;Salamid;
EINECS:	200-609-3
Density:	1.286 g/cm³
Melting Point:	140-144 °C(lit.)
Boiling Point:	318.3 °C at 760 mmHg
Flash Point:	146.3 °C
Solubility:	<0.1 g/100 mL at 20 °C in water
Appearance:	white or light pink crystals or powder
Hazard Symbols:	Xn
Risk Codes:	22-36/37/38-20/21/22
Safety:	26-36
Transport Information:	UN 3249
PSA:	63.32000
LogP:	1.19140

Synthetic route

: 56429-60-8
2-ethyl-4-oxo-1,3-benzoxazinium perchlorate

: 95-54-5
1,2-diamino-benzene

A: 138118-62-4
2-Ethyl-1H-benzoimidazole; compound with perchloric acid

B: 65-45-2
salicylamide

Conditions

Conditions	Yield
at 100℃; for 0.0833333h;	A 100% B n/a

...Expand

: 17999-25-6
methyl thiosalicylate

: 65-45-2
salicylamide

Conditions

Conditions	Yield
With ammonia In dichloromethane at 20℃; for 6h;	100%

: 2-(cyclohex-2-enyloxy)-benzamide

: 65-45-2
salicylamide

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether at 20℃; for 0.0166667h;	98%

: 54789-70-7
2-methyl-4-oxo-4H-benzo[e][1,3]oxazinium perchlorate

: 95-54-5
1,2-diamino-benzene

A: 1792-35-4
2-(methyl)benzimidazolium perchlorate

B: 65-45-2
salicylamide

Conditions

Conditions	Yield
at 100℃; for 0.0833333h; Product distribution; Mechanism; other 1,3-heterocyclic cations, other 1,4-binucleophiles;	A 97% B 96%
at 100℃; for 0.0833333h;	A 97% B 96%

...Expand

: 119-36-8
methyl salicylate

: 65-45-2
salicylamide

Conditions

Conditions	Yield
With ammonia In methanol at 50℃; for 16h; Sealed tube;	94%
With sodium metabisulfite; ammonium hydroxide at 40℃; for 8h; Reagent/catalyst; Temperature;	93.5%
With ammonia In aq. buffer at 45 - 50℃; under 760.051 Torr; for 1h; Reagent/catalyst; Temperature;	86.2%

: 611-20-1
salicylonitrile

: 65-45-2
salicylamide

Conditions

Conditions	Yield
With water at 150℃; under 5171.62 - 6205.94 Torr; for 0.5h; Inert atmosphere; Microwave irradiation;	93%
With Acetaldehyde oxime; [(eta.(5)-pentamethylcyclopentadienyl)Rh(H2O)3](OTf)2 In water at 50℃; for 6h; Schlenk technique;	86%
With N-ethyl-N-hydroxy-ethanamine; water; copper diacetate In ethanol at 35℃; for 3h;	85%

: N-(2,4-dimethoxybenzyl)-2-hydroxybenzamide

: 65-45-2
salicylamide

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 2h; Heating;	92%

: 90-02-8
salicylaldehyde

: 65-45-2
salicylamide

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In acetonitrile for 0.0652778h; Microwave irradiation;	92%
With hydroxylamine hydrochloride; methanesulfonyl chloride In neat (no solvent) at 70℃; for 3.5h;	91%
With triacetonitrile 4′-(4-chlorophenyl)-2,2′:6′,2″-terpyridine ruthenium(II) nitrate; hydroxylamine hydrochloride; sodium acetate In water at 100℃; for 12h; Inert atmosphere;	75%

: 74405-16-6
2,2-dimethyl-4-(2-oxo-1H-pyrid-1-yl)oxy-2H-1,3-benzoxazine

A: 13161-30-3
2-hydroxy-pyridine N-oxide

B: 65-45-2
salicylamide

Conditions

Conditions	Yield
With hydrogenchloride for 3h; Product distribution; Ambient temperature;	A 90% B n/a

: 89-95-2
2-methyl-benzyl alcohol

: 65-45-2
salicylamide

Conditions

Conditions	Yield
With aluminum oxide; hydroxylamine hydrochloride; methanesulfonyl chloride; water at 100℃; for 1h;	90%
With hydroxylamine hydrochloride; zinc(II) oxide at 140℃; for 2h; Beckmann rearrangement;	80%
With hydroxylamine hydrochloride; titanium(IV) oxide at 140℃; for 3h; Beckmann rearrangement;	80%
Stage #1: 2-methyl-benzyl alcohol With aluminum oxide; methanesulfonic acid at 100℃; Beckmann rearrangement; Stage #2: With hydroxylamine hydrochloride at 140℃; for 2.5h;	80 % Spectr.

Raw Materials

6039-48-1

89-73-6

141-43-5

95-54-5

Downstream Products

59-49-4

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Chemistry

IUPAC Name: 2-Hydroxybenzamide
Molecular Formula: C₇H₇NO₂
Molecular Weight: 137.14 g/mol
SMILES: O=C(c1ccccc1O)N Copy
InChI: InChI=1/C7H7NO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10)
EINECS: 200-609-3
Classification Code: Analgesic; Analgesics; Analgesics, Non-Narcotic; Anti-Inflammatory Agents; Anti-Inflammatory Agents, Non-Steroidal; Antirheumatic Agents; Drug / Therapeutic Agent; Peripheral Nervous System Agents; Reproductive Effect; Sensory System Agents; Skin / Eye Irritant
Index of Refraction: 1.612
Molar Refractivity: 37.06 cm³
Molar Volume: 106.5 cm³
Surface Tension: 60.1 dyne/cm
Density: 1.286 g/cm³
Flash Point: 146.3 °C
Enthalpy of Vaporization: 58.21 kJ/mol
Boiling Point: 318.3 °C at 760 mmHg
Melting Point: 140-144 °C(lit.)
solubility: methanol: 0.1 g/mL, clear
Water Solubility: <0.1 g/100 mL at 20 °C
Stability: Stable. Light sensitive. Incompatible with strong bases, strong oxidizing agents.
Vapour Pressure of Salicylamide (CAS NO.65-45-2): 0.000195 mmHg at 25 °C

Uses

Salicylamide (CAS NO.65-45-2) is used in combination with both aspirin and caffeine in the over-the-counter pain remedy known as BC Powder.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	intraperitoneal	1gm/kg (1000mg/kg)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951.
cat	LDLo	oral	150mg/kg (150mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 572, 1955.
dog	LDLo	intraperitoneal	1gm/kg (1000mg/kg)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951.
guinea pig	LD50	oral	1730mg/kg (1730mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: TREMOR BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 47, Pg. 479, 1958.
guinea pig	LDLo	intraperitoneal	1gm/kg (1000mg/kg)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951.
mouse	LD50	intraperitoneal	180mg/kg (180mg/kg)		Bollettino Chimico Farmaceutico. Vol. 111, Pg. 293, 1972.
mouse	LD50	intravenous	313mg/kg (313mg/kg)	BEHAVIORAL: GENERAL ANESTHETIC	Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951.
mouse	LD50	oral	300mg/kg (300mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 572, 1955.
mouse	LD50	subcutaneous	300mg/kg (300mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 25, 1958.
rabbit	LD50	oral	3200mg/kg (3200mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 572, 1955.
rabbit	LDLo	intraperitoneal	1gm/kg (1000mg/kg)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951.
rat	LD50	intraperitoneal	600mg/kg (600mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 108, Pg. 450, 1953.
rat	LD50	oral	980mg/kg (980mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 47, Pg. 479, 1958.

Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 22-36/37/38-20/21/22
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
RIDADR: 3249
WGK Germany: 3
RTECS: VN6475000
HazardClass: 6.1(b)
PackingGroup of Salicylamide (CAS NO.65-45-2): III

Specification

Salicylamide (CAS NO.65-45-2), its Synonyms are 2-Hydroxybenzamide ; Benzamide, 2-hydroxy- ; 2-Carbamoylphenol ; 2-Carboxamidophenol ; Acket ; Afko-Sal ; Algamon ; Algiamida ; Allevin ; Amid kyseliny salicylove ; o-Hydroxybenzamide . It is odorless white or slightly pink crystals and bitter taste, leaves a sensation of warmth on the tongue.