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Merck
CN

C0759

Citric acid

99%, crystals

Synonym(s):

2-Hydroxy-1,2,3-propanetricarboxylic acid, 2-Hydroxypropan-1,2,3-tricarboxylic acid

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About This Item

Linear Formula:
HOC(COOH)(CH2COOH)2
CAS Number:
77-92-9
Molecular Weight:
192.12
NACRES:
NA.21
PubChem Substance ID:
329774820
eCl@ss:
39021801
UNSPSC Code:
12352100
EC Number:
201-069-1
MDL number:
MFCD00011669
Beilstein/REAXYS Number:
782061

Key Documents

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Product Name

Citric acid, 99%

InChI key

KRKNYBCHXYNGOX-UHFFFAOYSA-N

InChI

1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

SMILES string

OC(=O)CC(O)(CC(O)=O)C(O)=O

vapor pressure

≤ 0.1 hPa ( at 25 °C)

assay

99%

form

crystals

expl. lim.

8 %, 65 °F

concentration

≤100%

pH

ca.1,7-at 100 g/l-at 20 °C

pKa (25 °C)

(1) 3.13, (2) 4.76, (3) 6.40

pKa 

(1) 3.13, (2) 4.76, (3) 6.4

bp

200 °C/at 1.013 hPa (decomposition)

mp

153-159 °C (lit.)

solubility

water: soluble 383 g/L at 25 °C

density

1,67 g/cm3 at at 20 °C

functional group

carboxylic acid
hydroxyl

Quality Level

200

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Application

Citric acid can be used as a reactant to synthesize:
  • Trialkyl citrates via sulfuric acid-catalyzed esterification with aliphatic alcohols C2-C5.
  • Biodegradable thermoset polymer via catalyst-free polycondensation reaction.
It can also be used as a catalyst to synthesize amido alkyl naphthols by reacting 2-naphthols, aldehydes, and amides/ureas.

General description

Citric acid is a natural component widely usedin many industrial applications such as chelation, buffering, pH adjustment,and derivatization. It can also be used as a reagent in condensation, acidcatalysis, cycloaddition, deprotection, and decarboxylation reactions.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319,H335

Hazard Classifications

Eye Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000522671
0000522671
WXBF7730V
0000507950
0000507952

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Trisha Pasricha et al.
Endoscopy, 46(7), 614-618 (2014-05-23)
Capsule endoscopy is an attractive alternative to colorectal cancer screening by conventional colonoscopy, but is currently limited by compromised mucosal visibility because of the lack of safe, controlled colonic insufflation. We have therefore developed a novel system of untethered, wireless-controlled
Assay of Ornithine Decarboxylase and Spermidine/Spermine N1-acetyltransferase Activities.
Hyvonen MT, et al.
Bio-protocol, 4(22) (2014)
Factors affecting the successful cryopreservation of honey bee (Apis mellifera) spermatozoa.
Hopkins BK and Herr C.
Apidologie, 41(5), 548-556 (2010)
Wheat straw hemicellulose films as affected by citric acid.
Azeredo HMC, et al.
Food Hydrocolloids, 50 (2015)
Determination of citric acid in fats.
Ohlson R, et al.
Journal of the American Oil Chemists' Society, 45(6), 475-476 (1968)
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