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Home> Encyclopedia >Emulsifiers>Pharmaceutical Intermediates>Organic Intermediate
Tween 80 structure
Tween 80 structure

Tween 80

Iupac Name:2-[2-[3,4-bis(2-hydroxyethoxy)oxolan-2-yl]-2-(2-hydroxyethoxy)ethoxy]ethyl (E)-octadec-9-enoate
CAS No.: 9005-65-6
Molecular Weight:428.600006103516
Modify Date.: 2022-12-10 18:28
Introduction: Tween 80, commonly known as polysorbate 80, is a synthetic compound that is widely applied in a variety of fields, including foods, medicines, and cosmetics. In food production, it is commonly used as a defoamer for the fermenting process of some wines and as a emulsifier in ice-cream or “puddings” to keep the creamy texture without separating. Tween 80 is also extensively applied in pharmaceutical industry, where it can be found in some vaccines, vitamins and supplements. It is an effective excipient to stabilize aqueous formulations of medications for parenteral administration and to improve the consistency of gel capsules, thus to make pills disperse in the stomach. Besides, it commonly serve as a surfactant and solubilizer in the production of soaps and cosmetics, which is effective to help dissolve ingredients and make products look creamier and more attractive. In laboratory, it is occasionally used for a test to identify the phenotype of a strain or isolate, such as mycobacteria. View more+
1. Names and Identifiers
1.1 Name
Tween 80
1.2 Synonyms

2-Hydroxyethyl 2-deoxy-3,5-bis-O-(2-hydroxyethyl)-6-O-{2-[(9E)-9- octadecenoyloxy]ethyl}hexofuranoside armotanpmo-20 atlox1087 atlox8916tf Bz-dC Phosphoramidite Bz-dCPhosphoramidite CCA COLIFORMS CHROMOGENIC A. (ISO) 55MM CHROMOGENIC SELECTIVE E.COLI 55MM Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-O-[[bis(1-methylethyl)amino](2-cyanoethoxy)phosphino]-2'-deoxy- DMT-dC(bz) amidite EINECS 500-019-9 MFCD00082107 N-[1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2-oxopyrimidin-4-yl]benzamide N-Benzoyl-5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(diisopropylamino)phosphino]-2'-deoxycytidine polyoxyethylene 20 sorbitan monooleate polyoxyethylene sorbitan monooleate polyoxyethylene sorbitol monooleate polysceptroside SC-3-LY TRYPTONE SOY BROTH 120X15ML TRYPTONE SOY BROTH 20X15ML TWEEN(R) 80 Vetec(TM) reagent grade

1.3 CAS No.
9005-65-6
1.4 CID
5281955
1.5 EINECS(EC#)
500-019-9
1.6 Molecular Formula
C24H44O6 (isomer)
1.7 Inchi
InChI=1/C32H60O10/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-30(36)40-25-24-37-26-28(38-21-18-33)32-31(41-23-20-35)29(27-42-32)39-22-19-34/h9-10,28-29,31-35H,2-8,11-27H2,1H3
1.8 InChkey
HDTIFOGXOGLRCB-UHFFFAOYNA-N
1.9 Canonical Smiles
CCCCCCCCC=CCCCCCCCC(=O)OCCOCC(OCCO)C1OCC(OCCO)C1OCCO
1.10 Isomers Smiles
CCCCCCCC/C=C/CCCCCCCC(=O)OCCOCC(C1C(C(CO1)OCCO)OCCO)OCCO
2. Properties
2.1 Density
1.08?g/mL?at 20?°C
2.1 Melting point
-25 °C
2.1 Boiling point
>100°C
2.1 Refractive index
1.471-1.473
2.1 Flash Point
>230?°F
2.1 Precise Quality
604.41900
2.1 PSA
133.14000
2.1 logP
4.46260
2.1 Solubility
5-10 g/100 mL at 23 ºC
2.2 Viscosity
300-500 cSt at 25 deg C
2.3 Appearance
pale yellow oily liquid
2.4 Storage
Ambient temperatures.
2.5 Chemical Properties
Polysorbate 80 has a faint, characteristic odor and a warm, somewhat bitter taste. It is a mixture of oleate partial estersof sorbitol and sorbitol anhydrides condensed with approximately 20 mole of ethylene oxide (C2H4O) for each mole of sorbitol andits mono- and dianhydrides.
2.6 Color/Form
Amber
2.7 Decomposition
When heated to decomposition it emits acrid smoke and irritating fumes.
2.8 PH
pH of 5% aqueous solution between 6 and 8
2.9 Water Solubility
5-10 g/100 mL at 23 oC
2.10 Stability
Stable under normal temperatures and pressures.
2.11 StorageTemp
-20°C
3. Use and Manufacturing
3.1 Definition
ChEBI: A polymer composed of PEG-ylated sorbitan, where the total number of poly(ethylene glycol) units is 20 (w + x + y + z = 20) and a single terminal is capped by an oleoyl group.
3.2 General Description
Amber-colored viscous liquid. pH (5% aqueous solution) 5-7. Faint odor and bitter taste.
3.3 Usage
Lonzest(R) SMO-20 is used as an emulsifier for textiles, personal care and industrial applications.
4. Safety and Handling
4.1 Hazard Codes
Xi
4.1 Risk Statements
22-36/37/38-37/38-41
4.1 Safety Statements
24/25-36/37/39-36-26
4.1 Fire Hazard
Tween 80 is probably combustible.
4.2 RIDADR
200kgs
4.2 Safety Profile
Moderately toxic byintravenous route. Mildly toxic by ingestion.Experimental reproductive effects.Questionable carcinogen with experimentaltumorigenic data. Human mutation datareported. An eye irritant. When heated todecomposition it emits acrid smoke andirritating fumes. Tween 80 Preparation Products And Raw materials Raw materials
4.3 WGK Germany
1
4.3 RTECS
WG2934000
4.3 Safety
Moderately toxic by intravenous route. Mildly toxic by ingestion. Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. An eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
4.4 Specification

Yellow to amber liquid
usageEng:Lonzest(R) SMO-20 is used as an emulsifier for textiles, personal care and industrial applications.
Safety Statements:24/25-36/37/39-36-26
24/25:Avoid contact with skin and eyes
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
36:Wear suitable protective clothing
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
4.5 Toxicity
LD50 in mice, rats (ml/kg): 7.5, 6.3 i.p. (Varma)
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

7. Other Information
7.0 Chemical Properties
Tween 80 has a faint, characteristic odor and a warm, somewhat bitter taste. It is a mixture of oleate partial esters of sorbitol and sorbitol anhydrides condensed with approximately 20 mole of ethylene oxide (C2H4O) for each mole of sorbitol and its mono- and dianhydrides.
7.1 Characteristics
Tween 80, commercially known as Polysorbate-80, is a viscous, water-soluble Yellow to amber liquid derived from polyethoxylated sorbitan and oleic acid. Tween 80 is structurally similar to the (polyethylene) glycols and used both in injections (0.8-8.0%) and in oral suspension (0.375% w/v). A number of anticancer drugs can be formulated by Tween 80. Typical examples include etoposide and minor groove-binding cyclopropylpyrroloindole analogues like carzelesin.
7.2 Uses
Tween 80 is a general purpose mid-range HLB, ethoxylated, nonionic surfactant suggested for use in textile chemicals (emulsifier, lubricant), household products and cosmetic formulations (o/w emulsifier, viscosity modifier).
7.3 Uses
Tween 80 is used as an antistat for PVC and as an antifog for PP, PE, PVC, PS.
7.4 Uses
Tween 80 is used as an emulsifier (ice cream, whipped topping) and as a solubilizing and dispersing agent in pickles and special vitamin-mineral preparations.
7.5 Biochem/physiol Actions
Tween 80 is used as emulsifiers, dissolving agents and stabilizer for essential oils, topical application and medical infusions including intravenous, subcutaneous or intramuscular administration.
7.6 Chemical Properties
TWEEN 80 is a polyethylene sorbitol ester, with a calculated molecular weight of 1,310 daltons, assuming 20 ethylene oxide units, sorbitol, and 1 oleic acid as the primary fatty acid.
Tweens are a series of nonionic surfactants derived from sorbitan esters. They are soluble or dispersible in water but differ widely in organic and oil solubilities. TWEEN 80 has been widely used in biochemical applications including: solubilizing proteins, isolating nuclei from cells in culture,5 growing of tubercule bacilli,6 and emulsifying and dispersing substances in medicinal and food products. It has little or no activity as an anti-bacterial agent1 except it has been shown to have an adverse effect on the antibacterial effect of methyl paraben and related compounds. Polysorbates have been reported to be incompatible with alkalis, heavy metal salts, phenols, and tannic acid. They may reduce the activity of many preservatives.
7.7 Chemical Properties
Polysorbate 80 has a faint, characteristic odor and a warm, somewhat bitter taste. It is a mixture of oleate partial esters of sorbitol and sorbitol anhydrides condensed with approximately 20 mole of ethylene oxide (C2H4O) for each mole of sorbitol and its mono- and dianhydrides.
7.8 Characteristics
Tween-80, commercially known as Polysorbate-80, is a viscous, water-soluble Yellow to amber liquid derived from polyethoxylated sorbitan and oleic acid. Tween-80 is structurally similar to the (polyethylene) glycols and used both in injections (0.8-8.0%) and in oral suspension (0.375% w/v). A number of anticancer drugs can be formulated by Tween-80. Typical examples include etoposide and minor groove-binding cyclopropylpyrroloindole analogues like carzelesin.
7.9 Uses
Tween 80 is the trade name of a detergent that can be useful in identifying mycobacteria that possess a lipase that splits the compound into oleic acid and polyoxyethylated sorbitol.
Tween 80 is used as an additive for cell culture media. It has numerous effects, e.g. increasing the transformation frequency of Brevibacterium lactofermentum or enhancing the secretion of acid and alkaline phosphatase by Neurospora crassa.
7.10 Biochem/physiol Actions
Polysorbates is used as emulsifiers, dissolving agents and stabilizer for essential oils, topical application and medical infusions including intravenous, subcutaneous or intramuscular administration.
7.11 Merck
14,7582
7.12 References
https://en.wikipedia.org/wiki/Polysorbate_80
http://thegoodhuman.com/what-is-polysorbate-80/
http://www.crodahealthcare.com/home.aspx?s=149&r=344&p=2259
https://pubchem.ncbi.nlm.nih.gov/compound/443315#section=Top
7.13 Chemical Properties
Yellow to amber liquid
7.14 Uses
Lonzest(R) SMO-20 is used as an emulsifier for textiles, personal care and industrial applications.
7.15 Uses
Lonzest(R) SMO-5 is a general purpose mid-range HLB, ethoxylated, nonionic surfactant suggested for use in textile chemicals (emulsifier, lubricant), household products and cosmetic formulations (o/w emulsifier, viscosity modifier).
7.16 Uses
Glycolube(R) AFA-1 is used as an antistat for PVC and as an antifog for PP, PE, PVC, PS.
7.17 Uses
Vinylube(R) 38 is an external lubricant for PVC bottle, film, and sheet components with excellent processing abilities and final clarity. It is also used as an antistatic agent. Product Data Sheet
7.18 Uses
Glycosperse(R) O-20 KFG is used as an emulsifier (ice cream, whipped topping) and as a solubilizing and dispersing agent in pickles and special vitamin-mineral preparations. Product Data Sheet
7.19 Uses
A non ionic detergent for cell lysis
7.20 Definition
ChEBI: A polymer composed of PEG-ylated sorbitan, where the total number of poly(ethylene glycol) units is 20 (w + x + y + z = 20) and a single terminal is capped by an oleoyl group.
7.21 Uses
As emulsifiers and dispersing agents in medicinal products; as defoamers and emulsifiers in foods. Pharmaceutic aid (surfactant).
7.22 Brand name
Sorlate (Abbott); Tween 80 (ICI Americas).
7.23 General Description
Amber-colored viscous liquid. pH (5% aqueous solution) 5-7. Faint odor and bitter taste.
7.24 Air & Water Reactions
Water soluble.
7.25 Reactivity Profile
Tween 80 is incompatible with strong alkalis and oxidizers.
7.26 Fire Hazard
Tween 80 is probably combustible.
7.27 Safety Profile
Moderately toxic by intravenous route. Mildly toxic by ingestion. Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. An eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
7.28 Usage
Used for solubilizing membrane proteins during isolation and purification.Polysorbate 80 is used as a surfactant in soaps, cosmetics, body washes, hair shampoos, hair loss treatments, lotions, creams, bath oils and in mouthwash in the health care industry. It serves as an emulsifier in foods such as ice cream and in the preparation of antiarrhythmic amiodarone. Further, it acts as a solubilizing agent and excipient in the pharmaceutical industry.
8. Computational chemical data
  • Molecular Weight: 428.600006103516g/mol
  • Molecular Formula: C24H44O6
  • Compound Is Canonicalized: True
  • XLogP3-AA: 4.8
  • Exact Mass: 604.41864811
  • Monoisotopic Mass: 604.41864811
  • Complexity: 632
  • Rotatable Bond Count: 31
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 10
  • Topological Polar Surface Area: 133
  • Heavy Atom Count: 42
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 4
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADcfB8PAAAAAAAAAAAAAAAAAAAASAAAAAAAAAAAAAAAAAAAAAAGgAACAAACBSggAICCAAABgCIACDSCAAAAAAgAAAICAEAAAgBEBIAAQACAAAFgAALAAPI6KyAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==
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