CAS 91-04-3 2,6-Dimethylol-p-cresol (HCID 7039)

Names & identifiers

Preferred name: 2,6-Dimethylol-p-cresol
IUPAC: 2,6-bis(hydroxymethyl)-4-methylphenol
English name: 2,6-Bis(hydroxymethyl)-p-cresol
Molecular formula: C9H12O3
Molecular weight: 168.19

Names & synonyms

2,6-Bis(hydroxymethyl)-p-cresol91-04-32,6-Bis(hydroxymethyl)-4-methylphenol2,6-Dimethylol-p-cresol2-Hydroxy-5-methyl-1,3-benzenedimethanol1,3-BENZENEDIMETHANOL, 2-HYDROXY-5-METHYL-2,6-Dimethylol-4-methylphenol2,6-Di(hydroxymethyl)-p-cresolNSC 15838alpha1,alpha,2-TrihydroxymesityleneEINECS 202-036-4BRN 1240237

Show more names

(2-Hydroxy-5-Methyl-1,3-phenylene)diMethanol2,6-BIS(HYDROXYMETHYL)-4-CRESOL3,5-bis(hydroxymethyl)-p-cresolAKOS BC-1882AKOS BBS-00000256RARECHEM AL BD 0246

Q99HT08S5NDML-PC.alpha.1,.alpha.3-Mesitylenediol, 2-hydroxy-NSC-1583826DMPCalpha(sup 1),alpha(sup 3),2-Trihydroxymesitylenealpha1,alpha3-Mesitylenediol, 2-hydroxy-DTXSID2059017

Database identifiers

CAS: 91-04-3
PubChem CID: 7039
DTXSID: DTXSID2059017
UNII: Q99HT08S5N
EC Number: 202-036-4
Nikkaji: J182.075C

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 60.7 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 124

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Melting point: 128 · 128-130 °C(lit.)
Boiling point: 237.12 °C · 237.12°C (rough estimate)
Density: 1.0812 · 1.0812 (rough estimate)
vapor density: 5.8 · 5.8 (vs air)
refractive index: 1.4371 · 1.4371 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: very faint turbidity in THF
form: powder to crystal
pka: 10.2 · 10.20±0.23(Predicted)
color: White to Yellow to Orange
BRN: 1240237 · 1240237
InChI: InChI=1S/C9H12O3/c1-6-2-7(4-10)9(12)8(3-6)5-11/h2-3,10-12H,4-5H2,1H3
InChIKey: KUMMBDBTERQYCG-UHFFFAOYSA-N
SMILES: C1(CO)=CC(C)=CC(CO)=C1O
CAS DataBase Reference: 91 · 91-04-3(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 99 HT08S5N · Q99HT08S5N
NIST Chemistry Reference: 1 · A1,a3-mesityllenediol, 2-hydroxy-(91-04-3)
EPA Substance Registry System: 1 · 1,3-Benzenedimethanol, 2-hydroxy-5-methyl- (91-04-3)
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
WGK Germany: 3 · 3
RTECS: 6440000 · CZ6440000
Hazard Note: Irritant
TSCA: TSCA listed
HS Code: 29072990 · 29072990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 2.1% (1 of 47) of reports.

Warning

H315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, 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

Regulatory InformationChemical: 1,3-Benzenedimethanol, 2-hydroxy-5-methyl-

Hazard Classes and CategoriesSkin Irrit. 2 (97.9%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: CZ6440000
hs_code: 29072990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-37/39
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

General Manufacturing Information1,3-Benzenedimethanol, 2-hydroxy-5-methyl-: ACTIVE

Applications

Uses2,6-Bis(hydroxymethyl)-p-cresol was used as a bridging ligand in binuclear oxovanadium(V) compound, which on exposure to white light and aerial oxygen forms an oligomeric compound.

Preparation methods · 1 item

PreparationThe synthesis method for 2,6-Bis(hydroxymethyl)-p-cresol is as follows:Aqueous formaldehyde (21.5 g, 37%) is added to a solution of p-cresol (10.8 g, 0.1 mol) and NaOH (5.0 g) in HO (20 mL).The mixture is stirred at room temperature for 24 hours.The mixture is filtered and washed with saturated aqueous NaCl (100 mL).The resulting salt is dissolved in water (400 mL) and neutralized with acetic acid.Pale pink crystals are obtained and filtered.The crystals are washed with H2O and dissolved in hot ethyl acetate (40 mL).The solution is dried over Na2SO4 and filtered while still hot.The solution is concentrated to 27 mL and recrystallized overnight.The product crystals are filtered and washed with cold ethyl acetate.The crystals are air dried.