4-Bromo-2,6-dimethylphenol

HCID 16919

Notes Reactions

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Basic information

CAS: 2374-05-2
Standard SMILES: Cc1cc(Br)cc(C)c1O
InChIKey: ZLVFYUORUHNMBO-UHFFFAOYSA-N
Molecular formula: C8H9BrO
Average molar mass: 201.06 g/mol
Monoisotopic mass: 199.98367701

Names & identifiers

Preferred name: 4-Bromo-2,6-dimethylphenol
IUPAC: 4-bromo-2,6-dimethylphenol
English name: 4-Bromo-2,6-dimethylphenol
Molecular formula: C8H9BrO
Molecular weight: 201.06

Names & synonyms

4-Bromo-2,6-dimethylphenol2374-05-24-Bromo-2,6-xylenolPhenol, 4-bromo-2,6-dimethyl-2,6-XYLENOL, 4-BROMO-PE2VSV8GBMNSC-63922DTXSID9062354RefChem:519160DTXCID0036928219-153-12,6-dimethyl-4-bromophenol

Show more names

AKOS BBB/3734-bromo-6-xylenolBROMO(4-)2,6-XYLENOL4-Bromo-2,6-xylenol 97%4-Bromo-2,6-dimethylphenol 99%

MFCD00002314BROMODIMETHYLPHENOL58170-30-24-bromo-2,6-dimethyl-phenolNSC639222, 4-bromo-NCIOpen2_0027444-bromo-2,6 dimethylphenol

Database identifiers

CAS: 2374-05-2、58170-30-2
PubChem CID: 16919
DTXSID: DTXSID9062354
UNII: PE2VSV8GBM
EC Number: 219-153-1
Nikkaji: J107.277C

Properties

Computed structural properties

XLogP: 2
Topological polar surface area: 20.2 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 10
Formal charge: 0
Complexity: 104

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Phenols

DrugsPharmaceuticals

Physical DescriptionRed or light brown crystalline powder with a phenolic odor; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 74 · 74-78 °C (lit.)
Boiling point: 195.33 °C · 195.33°C (rough estimate)
Density: 1.3646 · 1.3646 (rough estimate)
refractive index: 1.565 · 1.5650 (estimate)
storage temp.: Inert atmosphere,Room Temperature
form: powder to crystal
pka: 10.1 · 10.10±0.23(Predicted)
color: White to Light yellow to Light orange
Water Solubility: Slightly soluble in water.
BRN: 1862399 · 1862399
InChI: InChI=1S/C8H9BrO/c1-5-3-7(9)4-6(2)8(5)10/h3-4,10H,1-2H3
InChIKey: ZLVFYUORUHNMBO-UHFFFAOYSA-N
SMILES: C1(O)=C(C)C=C(Br)C=C1C
CAS DataBase Reference: 2374 · 2374-05-2(CAS DataBase Reference)
FDA UNII: 2 VSV8GBM · PE2VSV8GBM
NIST Chemistry Reference: 4 · Phenol, 4-bromo-2,6-dimethyl-(2374-05-2)
EPA Substance Registry System: 4 · Phenol, 4-bromo-2,6-dimethyl- (2374-05-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
RIDADR: 2811 · UN 2811 6.1/PG 3
WGK Germany: 3 · 3
RTECS: 6780000 · ZE6780000
TSCA: TSCA listed
HazardClass: IRRITANT
HS Code: 29081990 · 29081990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (12.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryIntraperitoneal LD50 (mouse) = 650 mg/kg; [RTECS] A skin and strong eye irritant; Harmful by ingestion and skin absorption; [Alfa Aesar MSDS] See Xylenol.

Hazard Classes and CategoriesAcute Tox. 4 (12.8%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: ZE6780000
ridadr: UN 2811 6.1/PG 3
hs_code: 29081990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

UsesUse (kg; approx.) in Germany (2009): >100

General Manufacturing InformationPhenol, 4-bromo-2,6-dimethyl-: INACTIVE

Applications · 2 items

UsesIt is used as a preservatives for coatings, slurries and to control microbial fouling in paper mills , oil field and leather process and water treatment process against microbial attack.

General DescriptionIodine initiated polymerization of 4-bromo-2,6-xylenol in tetrahydrofuran solution has been investigated. 4-Bromo-2,6-xylenol on bromination in chloroform or carbobn tetrachloride yields 3,4-dibromo-2,6-xylenol and 3,4,5-tribromo-2,6-xylenol.

Preparation methods

Preparation4-Bromo-2,6-dimethylphenol is prepared by bromination of 2,6-dimethylphenol in glacial acetic acid at 15 ℃ and used as a microbicide in disinfectants.