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1,4-Butanediol diglycidyl ether

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Name

1,4-Butanediol diglycidyl ether

EINECS 219-371-7
CAS No. 2425-79-8 Density 1.117 g/cm3
PSA 43.52000 LogP 0.59740
Solubility Soluble in water Melting Point -21 °C
Formula C10H18O4 Boiling Point 266 °C at 760 mmHg
Molecular Weight 202.251 Flash Point 122.1 °C
Transport Information N/A Appearance Clear pale yellow liquid
Safety 26-28-37/39-28B Risk Codes 20/21-36/38-43
Molecular Structure Molecular Structure of 2425-79-8 (1,4-Butanediol diglycidyl ether) Hazard Symbols HarmfulXn
Synonyms

Butane,1,4-bis(2,3-epoxypropoxy)- (6CI,8CI);1,4-Bis(2,3-epoxypropoxy)butane;1,4-Bis(2,3-epoxypropyloxy)butane;1,4-Bis(glycidyloxy)butane;1,4-Butanedioldiglycidyl ether;1,4-Butylene glycoldiglycidyl ether;1,4-Diglycidyloxybutane;Tetramethyleneglycol diglycidyl ether;BDDGE;NSC 24834;

Article Data 5

1,4-Butanediol diglycidyl ether Consensus Reports

1,4-BUTANE DIGLYCIDYL ETHER is reported in EPA TSCA Inventory.

1,4-Butanediol diglycidyl ether Specification

The 1,4-Butanediol diglycidyl ether with CAS registry number of 2425-79-8 is also known as Oxirane,2,2'-[1,4-butanediylbis(oxymethylene)]bis-. The IUPAC name is 2-[4-(Oxiran-2-ylmethoxy)butoxymethyl]oxirane. It belongs to product categories of Epoxy Diluents; Oxiranes; Simple 3-Membered Ring Compounds; Epoxide Monomers; Monomers; Polymer Science. Its EINECS registry number is 219-371-7. In addition, the formula is C10H18O4 and the molecular weight is 202.25. This chemical is a clear pale yellow liquid and should be sealed in cool, dry place away from oxidants and water.

Physical properties about 1,4-Butanediol diglycidyl ether are: (1)ACD/LogP: 0.27; (2)ACD/LogD (pH 5.5): 0.27; (3)ACD/LogD (pH 7.4): 0.27; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 33.39; (7)ACD/KOC (pH 7.4): 33.39; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 9; (10)Index of Refraction: 1.475; (11)Molar Refractivity: 51.01 cm3; (12)Molar Volume: 180.9 cm3; (13)Surface Tension: 43.4 dyne/cm; (14)Density: 1.117 g/cm3; (15)Flash Point: 122.1 °C; (16)Enthalpy of Vaporization: 48.36 kJ/mol; (17)Boiling Point: 266 °C at 760 mmHg; (18)Vapour Pressure: 0.0146 mmHg at 25 °C.

Preparation of 1,4-Butanediol diglycidyl ether: it is prepared by condensation reaction of 1,4-butanediol with epichlorohydrin. The reaction needs phase transfer catalyst at the temperature of 40 °C for 1 hour under stirring. At last, product is obtained by filtration, drying and distillation.

1,4-Butanediol diglycidyl ether is prepared by condensation reaction of 1,4-butanediol with epichlorohydrin.

Uses of 1,4-Butanediol diglycidyl ether: it is used to produce1,4-bis-(3-bromo-2-trimethylsilanyloxy-propoxy)-butane by reaction with bromo-trimethyl-silane. The reaction occurs with reagent CHCl3 at the temperature of -60 ~ -40 °C. The yield is about 59%.

1,4-Butanediol diglycidyl ether is used to produce1,4-bis-(3-bromo-2-trimethylsilanyloxy-propoxy)-butane by reaction with bromo-trimethyl-silane.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, skin and it is harmful by inhalation and in contact with skin. Besides, this chemical may cause sensitisation by skin contact. During using it, wear suitable gloves and eye/face protection. After contact with skin, wash immediately. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1C(O1)COCCCCOCC2CO2
2. InChI: InChI=1S/C10H18O4/c1(3-11-5-9-7-13-9)2-4-12-6-10-8-14-10/h9-10H,1-8H2
3. InChIKey: SHKUUQIDMUMQQK-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
hamster LD50 oral 3462mg/kg (3462mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0523586,
mouse LD50 oral 1100ug/kg (1.1mg/kg)   National Technical Information Service. Vol. OTS0555389,
rabbit LD50 skin 1130mg/kg (1130mg/kg)   AMA Archives of Industrial Health. Vol. 20, Pg. 390, 1959.
rat LC inhalation > 250ppm/6H (250ppm)   National Technical Information Service. Vol. OTS0555389,
rat LD50 oral 1134mg/kg (1134mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Office of Toxic Substances Report. Vol. OTS0206386,

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