2H-Azepin-2-one,hexahydro-

CAPROLACTAM  is reported in EPA TSCA Inventory.Caprolactam was included on the list of hazardous air pollutants to be controlled under the Clean Air Act of 1990. It was subsequently removed from the list in 1993.

OSHA PEL: Dust: 1 mg/m³; STEL 3 mg/m³; Vapor: 5 ppm; STEL 10 ppm
ACGIH TLV: TWA (aerosol and vapor) 5 mg/m³; Not Suspected as a Human Carcinogen
DFG MAK: 5 mg/m³
NIOSH REL: (Caprolactam, dust) TWA 1 mg/m³; STEL 3 mg/m³; (Caprolactam, vapor) TWA 0.22 ppm; STEL 0.66 ppm

The Caprolactam, with the cas registry number 105-60-2, has the IUPAC name of azepan-2-one. This is a kind of white flake or molten mass, and it is soluble in water, chlorinated solvent, petroleum hydrocarbon, cyclohexene, benzene, methyl alcohol, ethanol and diethyl [ethyl] ether. Its product categories are including pharmaceutical intermediates; highly purified reagents; other categories; zone refined products.

The characteristics of this chemical are as follows: (1)ACD/LogP: -0.32; (2)ACD/LogD (pH 5.5): -0.32; (3)ACD/LogD (pH 7.4): -0.32; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 15.87; (7)ACD/KOC (pH 7.4): 15.87; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)Polar Surface Area: 20.31; (11)Index of Refraction: 1.446; (12)Molar Refractivity: 31.14 cm³; (13)Molar Volume: 116.7 cm³; (14)Polarizability: 12.34 ×10^-24 cm³; (15)Surface Tension: 30.4 dyne/cm; (16)Density: 0.969 g/cm³; (17)Flash Point: 136.7 °C; (18)Enthalpy of Vaporization: 51.08 kJ/mol; (19)Boiling Point: 272.5 °C at 760 mmHg; (20)Vapour Pressure: 0.00607 mmHg at 25°C.

The production method is as below: 1-azido-1-methylsulfanyl-cyclohexane could react to produce  Caprolactam, with the following condition: reagent: trifluoroacetic acid; solution: CHCl3; reation time: 2 hours; reaction temp.: 25 ℃; yield: 79%.

Use of Caprolactam is as below: Caprolactam could react with methanol to produce ch7-methoxy-azepan-2-one, with the following condition: yield: 94%; other condition: methoxylation by anodic oxidation (C rods, (C2H5)4NOTs).

As to its usage, it is widely applied in many ways. It could be used in producing polycaprolactam, synthetic fibre (KaprOn); It could also be used in making wheel gear, bearing, tubular product, medical apparatus and instruments and others. Besides, it could be applied in painting, stabilizer for plastics, in composing lysine, and also in pharmaceutic material.

When dealing with this chemical, you should be cautious. This is irritating to eyes, respiratory system and skin. Besides, being a kind of harmful chemical, it may cause damage to health. And if by inhalation and if swallowed, it will be very harmful. Therefore, while keeping, keep out of the reach of children.

Additionally, the following data information could be converted into the molecular structure:
(1)SMILES:O=C1NCCCCC1
(2)InChI:InChI=1/C6H11NO/c8-6-4-2-1-3-5-7-6/h1-5H2,(H,7,8)
(3)InChIKey:JBKVHLHDHHXQEQ-UHFFFAOYAF

Below are the toxicity information of this chemical:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
frog	LDLo	subcutaneous	2800mg/kg (2800mg/kg)	AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 50, Pg. 199, 1903.
guinea pig	LDLo	subcutaneous	950mg/kg (950mg/kg)		Medicina del Lavoro. Industrial Medicine. Vol. 43, Pg. 124, 1952.
human	TCLo	inhalation	100ppm (100ppm)	LUNGS, THORAX, OR RESPIRATION: COUGH	American Industrial Hygiene Association Journal. Vol. 34, Pg. 384, 1973.
mouse	LC50	inhalation	450mg/m3 (450mg/m3)	BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 10(10), Pg. 54, 1966.
mouse	LD50	intraperitoneal	650mg/kg (650mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ANALGESIA BEHAVIORAL: ANTIPSYCHOTIC	Journal of Pharmaceutical Sciences. Vol. 60, Pg. 1058, 1971.
mouse	LD50	intravenous	480mg/kg (480mg/kg)		IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. Vol. 39, Pg. 247, 1986.
mouse	LD50	oral	930mg/kg (930mg/kg)	BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 10(10), Pg. 54, 1966.
mouse	LD50	subcutaneous	750mg/kg (750mg/kg)		IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. Vol. 39, Pg. 247, 1986.
mouse	LD50	unreported	930mg/kg (930mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(10), Pg. 33, 1990.
rabbit	LD	intravenous	> 300mg/kg (300mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS	British Journal of Industrial Medicine. Vol. 11, Pg. 1, 1954.
rabbit	LD50	skin	1410uL/kg (1.41mL/kg)		American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rabbit	LD50	unreported	1gm/kg (1000mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(10), Pg. 33, 1990.
rat	LC50	inhalation	300mg/m3/2H (300mg/m3)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 32, 1982.
rat	LD50	oral	1210mg/kg (1210mg/kg)	SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	National Toxicology Program Technical Report Series. Vol. NTP-TR-214, Pg. 1982,
rat	LD50	skin	> 2gm/kg (2000mg/kg)		National Technical Information Service. Vol. OTS0557720,
rat	LD50	unreported	580mg/kg (580mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(10), Pg. 33, 1990.
rat	LDLo	intraperitoneal	800mg/kg (800mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS	British Journal of Industrial Medicine. Vol. 11, Pg. 1, 1954.