2,2,4,4-Tetramethylcyclobutane-1,3-diol (HCID 76382)

Names & identifiers

Preferred name: 2,2,4,4-Tetramethylcyclobutane-1,3-diol
IUPAC: 2,2,4,4-tetramethylcyclobutane-1,3-diol
English name: 2,2,4,4-Tetramethyl-1,3-cyclobutanediol
Molecular formula: C8H16O2
Molecular weight: 144.21

Names & synonyms

2,2,4,4-Tetramethyl-1,3-cyclobutanediol3010-96-62,2,4,4-tetramethylcyclobutane-1,3-diol1,3-Cyclobutanediol, 2,2,4,4-tetramethyl-Tetramethyl-1,3-cyclobutanediolDTXSID9044908EINECS 221-140-0NSC 46473UNII-9T56625HW3AI3-26279DTXCID7024908FQXGHZNSUOHCLO-UHFFFAOYSA-

Show more names

CBDOTMCDC8H16O2TIMTEC-BB SBB008546Tetramethylcyclobutanediol1,1,3,3-Tetramethylcyclobutanediol

EC 221-140-0NSC-464739T56625HW32,2,4,4-Tetramethyl-1,3-cyclobutanediol,c&tRefChem:80863221-140-0812-914-4FQXGHZNSUOHCLO-UHFFFAOYSA-N

Database identifiers

CAS: 2694-23-7、3010-96-6、3039-96-1
PubChem CID: 76382
DTXSID: DTXSID9044908
ChEMBL: CHEMBL3186932
UNII: V3G697089H、V7WK40I307
EC Number: 221-140-0、812-914-4
Nikkaji: J1.038.568G、J205.311J、J610.608K

Properties

Computed structural properties

XLogP: 1.1
Topological polar surface area: 40.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 10
Formal charge: 0
Complexity: 115

Experimental & physicochemical properties

Food Contact Substances · 3 items

FCS -> FDA Cumulative Estimated Daily Intake (CEDI)

FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications

Physical DescriptionOther Solid

Physicochemical properties

Melting point: 126 · 126-129 °C(lit.)
Boiling point: 210 · 210-215 °C(lit.)
Density: 1.017 · 1.017
vapor pressure: 0.062 Pa · 0.062Pa at 20℃
refractive index: 1.51 · 1.5100 (estimate)
Flash point: 125 °F · 125 °F
storage temp.: Inert atmosphere,Room Temperature
solubility: soluble in Methanol
form: powder to crystal
pka: 14.67 · 14.67±0.70(Predicted)
color: White to Almost white
Water Solubility: 61 g/L · 61g/L at 20℃
InChI: 1S/C8H16O2/c1-7(2)5(9)8(3,4)6(7)10/h5-6,9-10H,1-4H3
InChIKey: FQXGHZNSUOHCLO-UHFFFAOYSA-N
SMILES: CC1(C)C(O)C(C)(C)C1O
LogP: 1.6 at · 1.6 at 22.6℃
CAS DataBase Reference: 3010 · 3010-96-6(CAS DataBase Reference)
FDA UNII: 9 T56625HW3 · 9T56625HW3
EPA Substance Registry System: 1 · 1,3-Cyclobutanediol, 2,2,4,4-tetramethyl- (3010-96-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS07
Signal word: Danger
Hazard statements: 228 · H228-H315-H319-H335
Precautionary statements: 210 · P210-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: F,Xi
Risk Statements: 11 · 11-36/37/38
Safety Statements: 16 · 16-26-36-7/9
RIDADR: 1325 · UN 1325 4.1/PG 2
WGK Germany: 3 · 3
TSCA: TSCA listed
HazardClass: 4.1 · 4.1
HS Code: 29061990 · 29061990
Storage Class: 4.1 B · 4.1B - Flammable solid hazardous materials
Hazard Classifications: 2 Flam · Eye Irrit. 2Flam. Sol. 1Skin Irrit. 2STOT SE 3
REACH Registrations: Active
Limited Quantities: 1 Kg · 1.0 Kg (2.2 lbs)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H228 (25.9%): Flammable solid [Danger Flammable solids]

P210, P240, P241, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 158 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H228 (100%): Flammable solid [Danger Flammable solids]

Hazard information

Regulatory Information · 3 items

Regulation (EC) No 1935/2004 (amended)

1,3-Cyclobutanediol, 2,2,4,4-tetramethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Cyclobutanediol, 2,2,4,4-tetramethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 08-09-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/11147

Hazard Classes and Categories · 2 items

Flam. Sol. 1 (25.9%)

Flam. Sol. 1 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
tsca: TSCA listed
ridadr: UN 1325 4.1/PG 2
hs_code: 29061990
risk_code: 11-36/37/38
Signal word: Danger
Symbol(GHS): GHS02,GHS07
hazard_code: F,Xi
safety_code: 16-26-36-7/9
hazard_class: 4.1
Storage Class: 4.1B - Flammable solid hazardous materials
target organs: Respiratory system
Hazard statements: H228-H315-H319-H335
Limited Quantities: 1.0 Kg (2.2 lbs)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2Flam. Sol. 1Skin Irrit. 2STOT SE 3
Precautionary statements: P210-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 75,000,000 - <150,000,000 lb

Industry UsesMonomers

General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

1,3-Cyclobutanediol, 2,2,4,4-tetramethyl-: ACTIVE

Applications · 3 items

Description2,2,4,4-tetramethyl-1,3-cyclobutanediol (CBDO) is a cyclic aliphatic diol monomer which is used to synthesize high-performance functionalized polyester materials as the alternative to traditional polycarbonate (PC) containing the poisonous bisphenol A. Additionally, incorporating CBDO compounds into the polyesters significantly improves the glass transition temperature of the materials and enhances their shock resistance. It also endows the polyesters with improved transparency, higher impact strength, higher melt viscosity and better toughness. To date, the major synthesis route to prepare CBDO is hydrogenation of 2,2,4,4-tetramethyl-1,3-cyclobutanedione (CBDK) in a dihydrogen atmosphere[1].

UsesChemical intermediate, lubricants.

Uses2,2,4,4-Tetramethyl-1,3-cyclobutanediol was used in the preparation of Eastman Tritan copolyester.