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Antioxidant BHT(CAS No. 128-37-0)

Antioxidant BHT C15H24O (cas 128-37-0) Molecular Structure

128-37-0 Structure

Identification and Related Records

【Name】
Antioxidant BHT
【CAS Registry number】
128-37-0
【Synonyms】
p-Cresol,2,6-di-tert-butyl- (7CI,8CI)
Tenamene 3
Tenox BHT
Tonarol
Topanol
Topanol BHT
Topanol O
Topanol O-FG
Topanol OC
Topanol OL
Ultranox 226
Vanlube PC
Vanlube PCX
Vanox PC
Vianol
Vulkanox KB
Yoshinox BHT
o-Di-tert-butyl-p-methylphenol
Chemicals & Rubber Antioxidant 264 (2,6-diterbutyl-4-methylphenol)
Antioxidant BHT2
Antioxidant BHT
Butylated hydroxytoluene (BHT)
2,6-Di-tart-buty-p-cresol
2, 6-Di-Tert-Butyl-4-Methylphenol
2,6-Bis(1,1-dimethylethyl)-4-methylphenol
2,6-Bis(tert-butyl)-4-methylphenol
2,6-Di(tert-butyl)hydroxytoluene
2,6-Di-tert-butyl-4-cresol
2,6-Di-tert-butyl-4-hydroxytoluene
2,6-Di-tert-butyl-4-methyl-1-hydroxybenzene
2,6-Di-tert-butyl-4-methylhydroxybenzene
2,6-Di-tert-butyl-4-methylphenol
Swanox BHT
T 501
T 501 (phenol)
2,6-Di-tert-butyl-p-cresol
2,6-Di-tert-butyl-p-cresol
2,6-Di-tert-butyl-p-cresole
2,6-Di-tert-butyl-p-methylphenol
2,6-Di-tert-butylcresol
2,6-Di-tert-butylmethylphenol
2,6-tert-Butyl-4-methylphenol
3,5-Di-tert-butyl-4-hydroxytoluene
3,5-Di-tert-butyl-p-hydroxytoluene
4-Hydroxy-3,5-di-tert-butyltoluene
4-Methyl-2,6-bis(1,1-dimethylethyl)phenol
4-Methyl-2,6-di-tert-butylphenol
AO29
AO 4
AO 4K
AOX 4
AOX 4K
Advastab 401
Agidol
Agidol 1
Agidol 1A
Alkofen BP
Antage BHT
Antioxidant 246
Antioxidant 264
Antioxidant 29
Antioxidant 30
Antioxidant 4
Antioxidant 4K
Antioxidant DBPC
AntioxidantKB
Antioxidant MPJ
Antioxidant T 501
Antox QT
B-NOX BHT-P
BAT
BHT
BHT264
BHT Swanox
BHT-C
Buks
CAO 1
CAO 3
CatalinCAO 3
Chemanox 11
DBPC
Dalpac
Deenax
Di-tert-Butyl-4-methylphenol
Di-tert-butyl-p-cresol
Di-tert-butylcresol
Dibunol
Dibutylatedhydroxytoluene
Dibutylcresol
Dibutylhydroxytoluene
E 321
Grindox BHT
Impruvol
Ionol
Ionol 1
Ionol 330
Ionol BHT
Ionol CP
Ionol K
Ionole
K-NOX-BHT
Kerabit
Lowinox BHT
Lubrizol 817
NSC 6347
Naugard BHT
Nipanox
Nocrac 200
Nocrac 2000
Nonox TBC
P 21
P 21 (phenol)
Parabar 441
Permanax BHT
Popol
Ralox BHT
Selosol H 633
Stavox
Sumilizer BHT
Sumilizer BHT-R
Sustane BHT
【EINECS(EC#)】
204-881-4
【Molecular Formula】
C15H24O (Products with the same molecular formula)
【Molecular Weight】
220.3505
【Inchi】
InChI=1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3
【InChIKey】
NLZUEZXRPGMBCV-UHFFFAOYSA-N
【Canonical SMILES】
CC1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C
【MOL File】
128-37-0.mol

Chemical and Physical Properties

【Appearance】
White crystals or crystalline powder
【Density】
1.048
【Melting Point】
69-71℃
【Boiling Point】
265℃
【Vapour】
0.00624mmHg at 25°C
【Refractive Index】
1.4859
【Flash Point】
127℃
【Water】
Insoluble
【Solubilities】
Insoluble.
【Color/Form】
White crystalline solid
Pale yellowish crystalline powder
White to pale-yellow, crystalline solid.
【Stability】
Stable, but light-sensitive. Incompatible with acid chlorides, acid anhydrides, brass, copper, copper alloys, steel, bases, oxidizing agents. Combustible.
【HS Code】
29071900
【Storage temp】
0-6°C
【Spectral properties】
Index of Refraction: 1.4859 @ 75 DEG C/D.
Max absorption(Isopropanol): 227 NM (LOG E= 3.75); 277 NM (LOG E= 3.34); 283 NM (LOG E= 3.34)
Intense mass spectral peaks: 205 m/z (100%), 220 m/z (27%), 57 m/z (27%), 206 m/z (15%)
IR: 2107 (Coblentz Society Spectral Collection)
NMR: 1563 (Atlas of Mass Spectral Data, John Wiley & Sons, New York)
【Computed Properties】
Molecular Weight:220.35046 [g/mol]
Molecular Formula:C15H24O
XLogP3-AA:5.3
H-Bond Donor:1
H-Bond Acceptor:1
Rotatable Bond Count:2
Tautomer Count:2
Exact Mass:220.182715
MonoIsotopic Mass:220.182715
Topological Polar Surface Area:20.2
Heavy Atom Count:16
Formal Charge:0
Complexity:207
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Donor Count:1
Feature 3D Hydrophobe Count:2
Feature 3D Ring Count:1
Effective Rotor Count:2
Conformer Sampling RMSD:0.6
CID Conformer Count:2

Safety and Handling

【Hazard Codes】
Xn:Harmful
【Risk Statements】
R22;R36/37/38
【Safety Statements 】
S26;S36;S37/39
【HazardClass】
9
【Safety】
Hazard Codes :HarmfulXn
Risk Statements:
R22:Harmful if swallowed
R36/37/38:Irritating to eyes, respiratory system and skin
R36/38:Irritating to eyes and skin
Safety Statements:
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing
S37/39:Wear suitable gloves and eye/face protection
RIDADR 3077
WGK Germany: 1
RTECS: GO7875000
F: 8-10-23
HazardClass: 9
PackingGroup: III
HS Code: 29071900

【PackingGroup 】
III
【Skin, Eye, and Respiratory Irritations】
SRP: BHT dust is irritating if in contact with the eyes, nose or throat.
【Transport】
3077
【Fire Fighting Procedures】
Carbon dioxide, dry chemial.
【Fire Potential】
Fire Hazard: slight, when exposed to heat or flame. Moderately dangerous can react with oxidizing materials.
【Formulations/Preparations】
The antioxidant formulations most commonly used in edible products contain various combinations of bha, bht, &/or propyl gallate together with citric acid in a suitable solvent.
Grades: technical; feed; "food chemical codex"
Inol CP shell
Embanox 2 rhone-poulenc
Hydagen DEO henkel
【Exposure Standards and Regulations】
Butylated hydroxytoluene used as a chemical preservative in animal drugs, feeds, and related products is generally recognized as safe when the total content of antioxidants is not over 0.002 percent of fat or oil content, including essential (volatile) oil content of food, provided the substance is used in accordance with good manufacturing or feeding practice.
【Reactivities and Incompatibilities】
Oxidizers.
【Other Preventative Measures】
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
The worker should immediately wash the skin when it becomes contaminated.
Work clothing that becomes wet or significantly contaminated should be removed and replaced.
Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises.
【Protective Equipment and Clothing】
Wear appropriate personal protective clothing to prevent skin contact.
Wear appropriate eye protection to prevent eye contact.
【Specification】
BHT , its cas register number is 128-37-0. It also can be called 2,6-Di-tert-butyl-4-methylphenol ; 2,6-Bis(1,1-dimethylethyl)-4-methylphenol ; 2,6-Di-tert-butyl-p-cresol ;Butylated hydroxytoluene ; Butylated hydroxytoluene ; DBPC .It is a white crystalline solid and insoluble in water.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing
Alkylation of p-cresol with high-purity isobutylene
Prepared from p-cresol & isobutylene.

U.S. Imports
(1972) 7.28X10+6 GRAMS (PRINCPL CUSTMS DISTS)
(1975) 6.0X10+7 GRAMS (PRINCPL CUSTMS DISTS)
(1983) 2.46X10+8 g /Tech and Food grade/

U.S. Production
(1972) 1.15X10+10 GRAMS
(1975) 7.76X10+9 GRAMS
(1984) 3.21X10+9 9 g /Tech grade/
(1991) 2.9X10+7 LB

Consumption Patterns
30% as an antioxidant in rubber; 30% as an antioxidant in plastics; 20% as an antioxidant in petroleum; 15% as an antioxidant in food & animal feed; 5% in misc applications (1973).
Plastic antioxidant, 48%; Rubber antioxidant, 38%; Petroleum additive, 9%; Other (including food and feed antioxidant), 5% (1984).
CHEMICAL PROFILE: Butylated hydroxytoluene (BHT). Plastics antioxidant, 50%; synthetic rubber antioxidant, 30%; petroleum (lubes, greases and waxes) additive, 12%; food and feed antioxidant, 4%; miscellaneous, including exports, 4%.
CHEMICAL PROFILE: Butylated hydroxytoluene (BHT). Demand: 1986: 18 million lb; 1987: 19 million lb; 1991 /projected/: 20 million lb (Figures represent US consumption).
【Usage】
Antioxidant.

Biomedical Effects and Toxicity

【Pharmacological Action】
Naturally occurring or synthetic substances that inhibit or retard the oxidation of a substance to which it is added. They counteract the harmful and damaging effects of oxidation in animal tissues.
【Biomedical Effects and Toxicity】
Poultry absorbed by tissue at relatively low levels.
Intermediate rates of absorption, metabolism & elimination from body tissues.
Entero-hepatic circulation is thought to account for the delayed excretion in rats.
The ester glucuronide of 3,5-di-t-butyl-4-hydroxybenzoic acid & S-(3,5-DI-T-BUTYL-4-HYDROXYBENZYL)-N-ACETYLCYSTEINE in urine of treated rats. Also biliary responsible for enterohepatic circulation. Unconjugated 3,5-DI-T-BUTYL-4-HYDROXYBENZOIC Acid is major fecal metab in rats.
Tissue distribution & excretion of radioactivity determined after single intragastric admin of C BHT to male & female mice. Route of excretion was via kidneys with 80-90% of admin dose excreted in urine in 120 hr. Fecal excretion during same time less than 1%.
after oral admin of c bht total radioactivity & radioactivity bound to macromolecules in liver reached max in 6 hr & 6-12 hr, respectively. [NAKAGAWA Y ET AL; CHEM PHARM BULL (TOKYO) 27 (2): 442 (1979)] PubMed Abstract

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