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5949-29-1

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Identification

Name
Citric acid monohydrate
CAS
5949-29-1
Synonyms
2-PROPANONE
ACETONE
ACETONE 300
ACETONE 5000
ACETONE: ALCOHOL DECOLORIZER SOLUTION
ACETONE, BUFFERED
ACETONE, BUFFERED, TS
ACETONE D
ACETONUM
AKOS BBS-00004268
DIMETHYL KETONE
EXTRAN AP 22
EXTRAN(R) AP 22
EXTRAN(R) AP22, ACID RINSE DETERGENT WITH CITRIC ACID
EXTRAN(R) AP22 DETERGENT
FEMA 3326
METHYL KETONE
PROPANONE
PYROACETIC ETHER
1,2,3-Propanetricarboxylic acid, 2-hydroxy-, monohydrate
EINECS(EC#)
200-662-2
Molecular Formula
C6H10O8
MDL Number
MFCD00008765
Molecular Weight
210.14
MOL File
5949-29-1.mol

Chemical Properties

Appearance
white crystals or powder
Melting point 
-94 °C(lit.)

mp 
-94 °C(lit.)

Boiling point 
56 °C760 mm Hg(lit.)

bp 
56 °C760 mm Hg(lit.)

density 
0.791 g/mL at 25 °C(lit.)

vapor density 
2 (vs air)

vapor pressure 
184 mm Hg ( 20 °C)

refractive index 
n20/D 1.359(lit.)

Fp 
1 °F

storage temp. 
Store at RT.
solubility 
Citric Acid Monohydrate is very soluble in water, freely soluble in ethanol and sparingly soluble in ether.
pka
3.138, 4.76, 6.401
form 
Solid
color 
White
Specific Gravity
0.810 (20/4℃)
PH
1.85 (50g/l, H2O, 25℃)
Stability:
Stable. Incompatible with oxidizing agents, bases, reducing agents, nitrates.
Water Solubility 
1630 g/L (20 ºC)
Sensitive 
Hygroscopic
Merck 
14,2326
BRN 
4018641
InChIKey
YASYEJJMZJALEJ-UHFFFAOYSA-N
CAS DataBase Reference
5949-29-1(CAS DataBase Reference)
NIST Chemistry Reference
Citric acid monohydrate(5949-29-1)
EPA Substance Registry System
1,2,3-Propanetricarboxylic acid, 2-hydroxy-, hydrate (1:1) (5949-29-1)

Safety Data

Hazard Codes 
F,Xi
Risk Statements 
R11:Highly Flammable.
R36:Irritating to the eyes.
R66:Repeated exposure may cause skin dryness or cracking.
R67:Vapors may cause drowsiness and dizziness.
R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
R37/38:Irritating to respiratory system and skin .
Safety Statements 
S9:Keep container in a well-ventilated place .
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing .
RIDADR 
UN 1090 3/PG 2

WGK Germany 
1

RTECS 
AL3150000

TSCA 
Yes
HS Code 
29181400
Toxicity
LD50 orally in Rabbit: 3000 mg/kg

Raw materials And Preparation Products

Material Safety Data Sheet(MSDS)

Hazard Information

Chemical Properties
Citric acid monohydrate occurs as colorless or translucent crystals, or as a white crystalline, efflorescent powder. It is odorless and has a strong acidic taste. The crystal structure is orthorhombic. monohydrate crystals lose water of crystallization in dry air or when heated to about 40 to 50 °C. Citric acid monohydrate softens at 75 °C and melts at approximately 100 °C.
Citric acid monohydrate
Citric acid monohydrate is a natural preservative and is used to add an acidic, or sour, taste to foods and soft drinks.
Citric acid monohydrate acts as a preservative and antioxidant. It is also used as an acidulant, flavoring agent and antistaling agent in fruit drinks, candy, cookies, biscuits, canned fruits, jams, and jellies. It differs from other forms of citric acid by having a moisture percentage ranging from 7.5-9.0.
Uses
Citric Acid Monohydrate is used as an Acidulate, Food additive, Pharmaceutical application and as a synergist in antioxidant mixtures.
Citric Acid Monohydrate is a tricarboxylic acid found in citrus fruits. Citric acid is used as an excipient in pharmaceutical preparations due to its antioxidant properties. It maintains stability of active ingredients and is used as a preservative. It is also used as an acidulant to control pH and acts as an anticoagulant by chelating calcium in blood.
Production Methods
Citric acid occurs naturally in a number of plant species and may be extracted from lemon juice, which contains 5–8% citric acid, or pineapple waste. Anhydrous citric acid may also be produced industrially by mycological fermentation of crude sugar solutions such as molasses, using strains of Aspergillus niger . Citric acid is purified by recrystallization; the anhydrous form is obtained from a hot concentrated aqueous solution and the monohydrate from a cold concentrated aqueous solution.
Pharmaceutical Applications
Citric acid (as either the monohydrate or anhydrous material) is widely used in pharmaceutical formulations and food products, primarily to adjust the pH of solutions. It has also been used experimentally to adjust the pH of tablet matrices in enteric-coated formulations for colon-specific drug delivery. Citric acid monohydrate is used in the preparation of effervescent granules, while anhydrous citric acid is widely used in the preparation of effervescent tablets. Citric acid has also been shown to improve the stability of spray-dried insulin powder in inhalation formulations.
In food products, citric acid is used as a flavor enhancer for its tart, acidic taste. Citric acid monohydrate is used as a sequestering agent and antioxidant synergist. It is also a component of anticoagulant citrate solutions. Therapeutically, preparations containing citric acid have been used to dissolve renal calculi.
Biotechnological Applications
Citric acid monohydrate was used in the preparation of citric acid solution employed in the acetone method of 68Ga pre-purification and radiolabeling technique.
It may be used:
As release-modifying agent to improve the release of diltiazem hydrochloride from melt extruded Eudragit RS PO tablets.
To prepare citrate buffer for use in the preparation of platelets for intravital microscopy.
To prepare Tris-citrate buffer employed for the electrophoresis of bacterial enzymes.
Safety
Citric acid is found naturally in the body, mainly in the bones, and is commonly consumed as part of a normal diet. Orally ingested citric acid is absorbed and is generally regarded as a nontoxic material when used as an excipient. However, excessive or frequent consumption of citric acid has been associated with erosion of the teeth.
Citric acid and citrates also enhance intestinal aluminum absorption in renal patients, which may lead to increased, harmful serum aluminum levels. It has therefore been suggested that patients with renal failure taking aluminum compounds to control phosphate absorption should not be prescribed citric acid or citrate-containing products.
storage
Citric acid monohydrate loses water of crystallization in dry air or when heated to about 408℃. It is slightly deliquescent in moist air. Dilute aqueous solutions of citric acid may ferment on standing.
Purification Methods
Crystallise it from hot H2O solution (w/w solubility is 54% at 10o, 71% at 50o and 84% at 100o. The monohydrate (softens at ~75o and melts at ~100o) dehydrates in air or when heated gently above 40o . The triethylester ( M 276.3, b 127o/1mm, 294o/atm, d 4 1.137, n D 1.4420.) is a bitter tasting oil. [Beilstein 3 H 556 and 568, 3 IV 1272.]
Incompatibilities
Citric acid is incompatible with potassium tartrate, alkali and alkaline earth carbonates and bicarbonates, acetates, and sulfides. Incompatibilities also include oxidizing agents, bases, reducing agents, and nitrates. It is potentially explosive in combination with metal nitrates. On storage, sucrose may crystallize from syrups in the presence of citric acid.
Regulatory Status
GRAS listed. The anhydrous form is accepted for use as a food additive in Europe. Included in the FDA Inactive Ingredients Database (inhalations; IM, IV, and other injections; ophthalmic preparations; oral capsules, solutions, suspensions and tablets; topical and vaginal preparations). Included in nonparenteral and parenteral medicines licensed in Japan and the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

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