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65-45-2

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Identification

Name
Salicylamide
CAS
65-45-2
Synonyms
2-HYDROXYBENZAMIDE
LABOTEST-BB LT02090583
O-HYDROXYBENZAMIDE
Salamide
SALICYLAMIDE
2-Carbamoylphenol
2-hydroxy-benzamid
2-hydroxy-benzoicaciamide
Acket
Afko-Sal
Algamon
Algiamida
Allevin
Amid kyseliny salicylove
amidkyselinysalicylove
Amidosal
Amid-Sal
Anamid
Andasol
Benesal
EINECS(EC#)
200-609-3
Molecular Formula
C7H7NO2
MDL Number
MFCD00007978
Molecular Weight
137.14
MOL File
65-45-2.mol

Chemical Properties

Appearance
white or light pink crystals or powder
Melting point 
140-144 °C(lit.)

mp 
140-144 °C(lit.)

Boiling point 
270°C
bp 
270°C
density 
1,175 g/cm3
refractive index 
1.5323 (estimate)
Fp 
181°C/14mm
storage temp. 
Inert atmosphere,Room Temperature
solubility 
methanol: 0.1 g/mL, clear

pka
pKa 8.13(H2O t = 37) (Uncertain)
form 
Crystalline Powder
color 
White
Stability:
Stable. Light sensitive. Incompatible with strong bases, strong oxidizing agents.
PH Range
5 (0.2% aq soln)
Odor
Odorless
Water Solubility 
<0.1 g/100 mL at 20 ºC
Decomposition 
270°C
Merck 
14,8328
BRN 
742439
InChIKey
SKZKKFZAGNVIMN-UHFFFAOYSA-N
Uses
salicylamide is an analgesic, fungicide, and anti-inflammatory ingredient used to soothe the skin. Salicylamide is an aromatic amide.
CAS DataBase Reference
65-45-2(CAS DataBase Reference)
NIST Chemistry Reference
Benzamide, 2-hydroxy-(65-45-2)
EPA Substance Registry System
65-45-2(EPA Substance)

Safety Data

Hazard Codes 
Xn
Risk Statements 
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 
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

TSCA 
Yes
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29242990
Hazardous Substances Data
65-45-2(Hazardous Substances Data)
Toxicity
LD50 orally in mice: 1.4 g/kg (Hart)

Raw materials And Preparation Products

Hazard Information

General Description
Odorless white or slightly pink crystals. Bitter taste, leaves a sensation of warmth on the tongue. pH (saturated aqueous solution at 82°F) about 5. Sublimation begins at the melting point.
Reactivity Profile
2-HYDROXYBENZAMIDE(65-45-2) is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). This chemical may be sensitive to prolonged exposure to light.
Air & Water Reactions
2-HYDROXYBENZAMIDE darkens on exposure to air. . Insoluble in water.
Fire Hazard
Flash point data for this chemical are not available; however, 2-HYDROXYBENZAMIDE is probably combustible.
Description
Salicylamide is less acidic (pKa 8.2) than other salicylic acid derivatives. Although poorly soluble in water, stable solutions can be formed at pH 9 through ionization of the phenolic group. It is absorbed from the GI tract on oral administration and is rapidly metabolized to inactive metabolites by intestinal mucosa, but not by hydrolysis. Activity appears to reside in the intact molecule. Salicylamide is approximately 40 to 55% plasma protein bound, and it competes with other salicylates and acetaminophen for glucuronide conjugation, decreasing the extent of conjugation of these other drugs.
Chemical Properties
white or light pink crystals or powder
Definition
ChEBI: The simplest member of the class of salicylamides derived from salicylic acid.
Clinical Use
Whereas salicylamide is reported to be as effective as aspirin as an analgetic/antipyretic and is effective in relieving pain associated with arthritic conditions, it does not appear to possess useful anti-inflammatory activity. Thus, indications for the treatment of arthritic disease states are unwarranted, and its use is restricted to the relief of minor aches and pain at a dosage of 325 to 650 mg three or four times per day. Its effects in humans are not reliable, however, and its use is not widely recommended.
Purification Methods
Crystallise the amide from water or repeatedly from CHCl3 [Nishiya et al. J Am Chem Soc 108 3880 1986]. [Beilstein 10 IV 169.] The anilide [87-17-2] M 213.2, m 135o crystallises from H2O. [Beilstein 12 H 500, 12 I 268, 12 II 256, 12 944.]

Material Safety Data Sheet(MSDS)

msds information
Salicylamide(65-45-2).msds

Spectrum Detail

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