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Sucrose structure

Sucrose

  • CAS:57-50-1
  • MW:342.3
  • MF:C12H22O11
White odorless crystalline or powdery solid. Denser than water.
 
1. Names and Identifiers
1.1 Name
Sucrose
1.2 Synonyms
amerfand; Amerfond; D(+)-Sucrose; EINECS 200-334-9; Erlotinib-d16 HCl; GNE 410; MFCD00006626; Micr; Microse; SACCHAROSE; SACCHARUM; suc; SUCROSE CONFECTIONERS; SUCROSE SOLUTION; SUCROSE STANDARD; SUGAR; sugar powder; Sugartab; Surose; SWE; α-D-Fructofuranosyl α-D-glucopyranoside; α-D-Glc-(1→2)-Β-D-Fru; α-D-Glucopyranoside, α-D-fructofuranosyl;
1.3 CAS No.
57-50-1
1.4 CID
5988
1.5 EINECS
200-334-9
1.6 Molecular Formula
C12H22O11
1.7 Inchi
InChI=1S/C12H22O11/c13-1-4-6(16)8(18)9(19)11(21-4)23-12(3-15)10(20)7(17)5(2-14)22-12/h4-11,13-20H,1-3H2/t4-,5-,6-,7-,8+,9-,10+,11-,12+/m1/s1
1.8 InChkey
CZMRCDWAGMRECN-UGDNZRGBSA-N
1.9 Canonical Smiles
C(C1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)O)CO)O)O)O)O
1.10 Isomers Smiles
C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)O)CO)O)O)O)O
2. Properties
2.1 Solubility
H2O: 500?mg/mL
2.2 AnalyticLaboratory Methods
SUGARS & SUGAR PRODUCTS BY POLARIMETRIC METHODS.
2.3 Appearance
white crystals or powder
2.4 Storage
Ambient temperatures.
2.5 Chemical Properties
White or almost white, crystalline powder, or lustrous, colourless or white or almost white crystals.
2.6 Color/Form
Powder
2.7 Decomposition
When heated to decomposition it emits acrid smoke and fumes.
2.8 Heat of Combustion
-1.35X10+6 cal/mol
2.9 Odor
Characteristic caramel
2.10 PH
Soln are neutral to litmus
2.11 Physical
SUCROSE; is a white odorless crystalline or powdery solid. Denser than water;.
2.12 pKa
12.7(at 25℃)
2.13 Water Solubility
1970 g/L (15 oC)
2.14 Spectral Properties
INDEX OF REFRACTION: 1.5376; SADTLER REFERENCE NUMBER: 8659 (IR, PRISM), 563 (IR, GRATING); SPECIFIC OPTICAL ROTATION: +66.37 @ 20 DEG C/D (WATER)
IR: 3335 (Coblentz Society Spectral Collection)
NMR: 6242 (Sadtler Research Laboratories Spectral Collection)
MASS: 4955 (National Bureau of Standards EPA-NIH Mass Spectra Data Base, NSRDS-NBS-63)
2.15 Stability
Stable. Combustible. Incompatible with strong oxidizing agents. Hydrolyzed by dilute acids and by invertase.
2.16 StorageTemp
Store at RT.
2.17 Surface Tension
71-75 mN/m @ 1-0.6 mol/l
3. Use and Manufacturing
3.1 Agricultural Uses
is obtained from sugar beet, sugar cane and sweetsorghum. Table sugar is the most common form ofsucrose. It comprises a glucose unit joined to a fructoseunit. Honey consists of sucrose and its hydrolysisproducts. Sucrose, glucose and fructose all exhibit opticalactivity. When sucrose is hydrolyzed, the rotationchanges from right to left. This is called inversion, and anequimolar mixture of glucose and fructose is called invertsugar. The enzyme invertase hydrolyzes sucrose toglucose and fructose. Sugar occurs universally throughout the plantkingdom in fruits, seeds, flowers and roots.
3.2 Definition
ChEBI: Sucrose is a disaccharide formed by glucose and fructose units joined by an acetal oxygen bridge from hemiacetal of glucose to the hemiketal of the fructose.
3.3 Description
Sucrose (CAS 57-50-1) is a common disaccharide that is widely used in various industries. It is a white, crystalline powder with a sweet taste. The basic structure of sucrose consists of glucose and fructose molecules linked together. Sucrose is highly soluble in water, forming a clear solution. It has a melting point of approximately 186 degrees Celsius and a boiling point of 186 degrees Celsius. Chemically, sucrose is a non-reducing sugar and does not undergo the Maillard reaction or caramelization.

Applicable Fields
Food Industry: Sucrose is commonly used as a sweetener in the food industry. It provides sweetness and enhances the flavor of various food products. Sucrose is also used in baking to add volume and texture to baked goods.

Pharmaceutical Industry: Sucrose is used as an excipient in pharmaceutical formulations. It is often used as a filler or bulking agent in tablets and capsules. Sucrose can also be used as a stabilizer in liquid formulations.

Chemical Industry: Sucrose is used as a starting material for the production of various chemicals. It can be hydrolyzed to glucose and fructose, which can then be further processed to produce other chemicals such as ethanol and citric acid.

Mechanism of Action
In the food industry, sucrose acts as a sweetener by stimulating the taste buds on the tongue. It provides a pleasant sweet taste and enhances the flavor of food products. In the pharmaceutical industry, sucrose acts as an excipient by providing bulk and stability to solid and liquid formulations. In the chemical industry, sucrose serves as a starting material for the production of other chemicals through hydrolysis and further processing.

Storage Conditions
Store in a cool, dry place.
3.4 General Description
White odorless crystalline or powdery solid. Denser than water.
3.5 GHS Classification
Signal: Danger
GHS Hazard Statements
Aggregated GHS information provided by 304 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Reported as not meeting GHS hazard criteria by 290 of 304 companies. For more detailed information, please visit ECHA C&L website

Of the 4 notification(s) provided by 14 of 304 companies with hazard statement code(s):

H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
H311 (50%): Toxic in contact with skin [Danger Acute toxicity, dermal]
H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
H331 (50%): Toxic if inhaled [Danger Acute toxicity, inhalation]
H332 (50%): Harmful if inhaled [Warning Acute toxicity, inhalation]
H335 (14.29%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
H373 (28.57%): Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]
H400 (50%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P260, P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P312, P304+P340, P311, P312, P314, P321, P322, P330, P332+P313, P361, P362, P363, P391, P403+P233, P405, and P501
3.6 History
Sucrose is the white granulated compound referred to as sugar. Sucrose is a disaccharide made of glucose and fructose. The main sources of sucrose for the production of commercial sugar are sugarcane and sugar beets. Sugarcane is a tall perennial grass of the genus Saccharum native to Southeast Asia and the South Pacifi c. It has been consumed by chewing the stalk in areas where it grows for thousands of years. Sugarcane spread to India where it was processed to extract crude sugar as early as 2,500 years ago. Persian invaders discovered sugar after invading India and the plant and sugar production spread into the Middle East around 600 c.e. Europeans were introduced to sugar around 1100 c.e. when the first crusaders returned with knowledge of the sweet spice and the Arab Empire spread into Spain.The use of sugar beet to obtain sugar began when the German chemist Andreas Sigismund Marggraf (1709 1782) extracted sucrose from sugar beets using alcohol. The amount of sucrose obtained by Marggraf did not warrant commercial use of beets as a sucrose source. During the late 18th century, Franz Karl Archard (1753 1821), a student of Marggraf, selectively bred beets to increase the sucrose content to 5 6% and developed a commercial method to extract sucrose. Sucrose is predominantly associated with the food industry, but it does have industrial uses in other areas. Sucrose fatty acid esters are a mixture of mono, di, and tri esters of sucrose with fatty acids. Th ese are use in cosmetics, shampoos, resins, inks, paper processing, and pesticides. Sucrose benzoate is used as an emulsifi er and in nail polishes. Sucrose has also been used in making glues and treating leather.
3.7 Methods of Manufacturing
Obtained from sugar cane (Saccharum officinarum L, Gramineae) and sugar beet (Beta valgaris L, Chenopodiaceae). Sugar cane contains from 15-20% and sugar beet form 10-17% sucrose;. Structure: Avery et al, J Chem Soc 1927, 2308; Beevers, Cochrane, Proc Roy Soc 190a, 257 (1947).
3.8 Purification Methods
Crystallise D(+)-sucrose from water (solubility: 1g in 0.5mL H2O at 20o, 1g in 0.2mL in boiling H2O). It is soluble in EtOH (0.6%) and MeOH (1%). Sucrose diacetate hexaisobutyrate is purified by melting and, while molten, treated with NaHCO3 and charcoal, then filtered. [Beilstein 17/8 V 399.]
3.9 Usage
Sucrose (C12H22O11) is one of many forms of sugars (carbohydrates) that are importantorganic compounds for maintaining life.
4. Safety and Handling
4.1 Exposure Standards and Regulations
Substance added directly to human food affirmed as generally recognized as safe (GRAS).
4.2 Octanol/Water Partition Coefficient
log Kow = -3.70
4.3 DisposalMethods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
4.4 Fire Fighting Procedures
Water
4.5 Safety Profile
Mildly toxic by ingestion. An experimental teratogen. Mutation data reported. Vigorous reaction with nitric acid or sulfuric acid (forms carbon monoxide and carbon dioxide). When heated to decomposition it emits acrid smoke and irritating fumes.
4.6 Formulations/Preparations
USEPA/OPP Pesticide Code 000023; Trade Names: None.
Grade: Reagent, USP, technical, refined.
Also sold as syrup .. liquid sugar
4.7 Incompatibilities
Powdered sucrose may be contaminated with traces of heavymetals, which can lead to incompatibility with active ingredients,e.g. ascorbic acid. Sucrose may also be contaminated with sulfitefrom the refining process. With high sulfite content, color changescan occur in sugar-coated tablets; for certain colors used in sugarcoatingthe maximum limit for sulfite content, calculated as sulfur, is1 ppm. In the presence of dilute or concentrated acids, sucrose ishydrolyzed or inverted to dextrose and fructose (invert sugar).Sucrose may attack aluminum closures.
4.8 Reactivities and Incompatibilities
Oxidizers, sulfuric acid, nitric acid.
4.9 Report

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

4.10 Safety

Mildly toxic by ingestion. An experimental teratogen. Mutation data reported. Vigorous reaction with nitric acid or sulfuric acid (forms carbon monoxide and carbon dioxide). When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: Xi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-37/39-26 
S24/25: Avoid contact with skin and eyes. 
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.

4.11 Specification

 D(+)-Sucrose , its cas register number is 57-50-1. It also can be called alpha-D-Glucopyranosyl beta-D-fructofuranoside ; beta-D-Fructofuranose-(2-1)-alpha-D-glucopyranoside ; Sucrose ; Saccharose ; and alpha-D-Glucopyranosyl beta-D-fructofuranoside . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: Should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. While, it's inhaled: Remove from exposure and move to fresh air immediately. Then you have the ingesting of the product: Wash mouth out with water. Notes to physician: Treat supportively and symptomatically.
In addition, D(+)-Sucrose (CAS NO.57-50-1) could be stable under normal temperatures and pressures. It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: Carbon monoxide, carbon dioxide.

4.12 Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
domestic animals - goat/sheep LDLo oral 40gm/kg (40000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Nutrition Abstracts and Reviews. Vol. 30, Pg. 503, 1960.
mouse LD50 intraperitoneal 14000mg/kg (14000mg/kg)   Pharmaceutical Chemistry Journal Vol. 15, Pg. 139, 1981.
rat LD50 oral 29700mg/kg (29700mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Toxicology and Applied Pharmacology. Vol. 7, Pg. 609, 1965.

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s) No symbol.
Signal word

No signal word.

Hazard statement(s)

none

Precautionary statement(s)
Prevention

none

Response

none

Storage

none

Disposal

none

2.3 Other hazards which do not result in classification

none

6. NMR Spectrum
13C NMR : in D2O  
13C NMR : Predict  
1H NMR : 400 MHz in D2O  
1H NMR : Predict  
Predict 1H proton NMR  
IR : KBr disc  
IR : nujol mull  
Mass spectrum (electron ionization)  
7. Synthesis Route
57-50-1Total: 53 Synthesis Route
 
57-48-7
57-48-7 285 Suppliers
 
57-50-1
57-50-1 349 Suppliers
 
50-00-0
50-00-0 58 Suppliers
 
57-50-1
57-50-1 349 Suppliers
8. Precursor and Product
precursor:
product:
9. Computed Properties
10.Other Information
Usage
Used for protein purification in sucrose density gradient studiesSucrose is widely utilized in medications to carry a more pleasant taste to indigestible chemicals. It is used in many medical dosage forms such as chewable tablets, syrups, tablets, or glues. Sucrose is mainly used in foods nowadays. The fatty acid esters of sucrose show useful application in transdermal therapeutic systems. Sucrose-gradient centrifugation also plays an important role in the selective isolation of nocardia spp. from soil.
Usage
Sucrose is widely utilized in medications to carry a more pleasant taste to indigestible chemicals. It is used in many medical dosage forms such as chewable tablets, syrups, tablets, or glues. Sucrose is mainly used in foods nowadays. The fatty acid esters of sucrose show useful application in transdermal therapeutic systems. Sucrose-gradient centrifugation also plays an important role in the selective isolation of nocardia spp. from soil.
Usage
Sucrose is used to prepare density gradients for cell/organelle separation. In addition, sucrose can be used as a supplement in plant, insect, and bacterial culture media. It can also be used in various enzymatic assays. Sucrose is used in molecular biology for the preparation of density gradients.
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12. Related Questions
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13. Realated Product Infomation
 
 
 
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