n-Butyl glycidyl ether

n-BUTYL GLYCIDYL ETHER's reported in EPA TSCA Inventory.

OSHA PEL: TWA 25 ppm
ACGIH TLV: TWA 25 ppm
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
NIOSH REL: (Glycidyl Ethers) CL 30 mg/m³/15M

For occupational chemical analysis use NIOSH: n-Butyl Glycidyl Ether S81.

The n-Butyl glycidyl ether, with the CAS registry number 2426-08-6, is also known as 1-Butoxy-2,3-epoxypropane. It belongs to the product categories of Oxiranes; Simple 3-Membered Ring Compounds. Its EINECS number is 219-376-4. This chemical's molecular formula is C₇H₁₄O₂ and molecular weight is 130.18. What's more, its systematic name is 2-(Butoxymethyl)oxirane. Its classification codes are: (1)Mutation data; (2)Reproductive Effect; (3)Skin / Eye Irritant; (4)TSCA Flag T [Subject to the Section 4 test rule under TSCA]. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides.

Physical properties of n-Butyl glycidyl ether are: (1)ACD/LogP: 1.377; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.38; (4)ACD/LogD (pH 7.4): 1.38; (5)ACD/BCF (pH 5.5): 6.56; (6)ACD/BCF (pH 7.4): 6.56; (7)ACD/KOC (pH 5.5): 133.72; (8)ACD/KOC (pH 7.4): 133.72; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 21.76 Å²; (13)Index of Refraction: 1.433; (14)Molar Refractivity: 35.799 cm³; (15)Molar Volume: 137.738 cm³; (16)Polarizability: 14.192×10^-24cm³; (17)Surface Tension: 32.096 dyne/cm; (18)Density: 0.945 g/cm³; (19)Flash Point: 54.444 °C ; (20)Enthalpy of Vaporization: 39.634 kJ/mol; (21)Boiling Point: 176.999 °C at 760 mmHg; (22)Vapour Pressure: 1.431 mmHg at 25°C.

Preparation of n-Butyl glycidyl ether: this chemical can be prepared by 3-butoxy-propane-1,2-diol by heating. This reaction will need reagents 20% aq. NaOH, methanesulfonyl chloride and solvent CH₂Cl₂ with the reaction time of 10 min. This reaction will also need catalyst TEBA. The yield is about 75%.

Uses of n-Butyl glycidyl ether: it can be used to produce 1-butoxy-3-diethylamino-propan-2-ol by heating. It will need solvent H₂O with the reaction time of 10 hours. The yield is about 91%.

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable and has a limited evidence of a carcinogenic effect. It is harmful by inhalation and if swallowed, and it is harmful to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. This substance is irritating to respiratory system and may cause sensitisation by skin contact. It has a possible risk of irreversible effects. When using it, you need wear suitable protective protective clothing and gloves and must avoid contact with eyes. You should avoid releasing it to the environment just refering to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CCCC)CC1OC1
(2)Std. InChI: InChI=1S/C7H14O2/c1-2-3-4-8-5-7-6-9-7/h7H,2-6H2,1H3
(3)Std. InChIKey: YSUQLAYJZDEMOT-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LC50	inhalation	260mg/m3 (260mg/m3)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(8), Pg. 91, 1986.
mouse	LD50	intraperitoneal	700mg/kg (700mg/kg)	BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA	AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956.
mouse	LD50	oral	1530mg/kg (1530mg/kg)	BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA	AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956.
rabbit	LD50	skin	2520uL/kg (2.52mL/kg)		American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat	LC50	inhalation	1030ppm/8H (1030ppm)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: DYSPNEA	AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956.
rat	LD50	intraperitoneal	1140mg/kg (1140mg/kg)	BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA	AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956.
rat	LD50	oral	1660mg/kg (1660mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(8), Pg. 91, 1986.
rat	LD50	skin	> 2150mg/kg (2150mg/kg)		Office of Toxic Substances Report. Vol. OTS0515483.