트리스(하이드록시메틸)니트로메탄

2-하이드록시메틸-2-나이트로-1,3-프로페인다이올 · 2-(하이드록시메틸)-2-나이트로-1,3-프로판디올 · 2-(히드록시메틸)-2-니트로-1,3-프로판디올 · 트리스(하이드록시메틸)니트로메탄 · 트리스(히드록시메틸)니트로메탄 · 2-(Hydroxymethyl)-2-nitropropane-1,3-diol · 2-(HYDROXYMETHYL)-2-NITRO-1,3-PROPANEDIOL · Nitroisobutylglycerol

https://huagongshe.com/ko/chemical/31337

식별자 및 물리적 특성

CAS No.	126-11-4
분자식	C4H9NO5
평균 분자량	151.12 g/mol
단동위원소 질량	151.04807239 g/mol
SMILES	O=[N+]([O-])C(CO)(CO)CO
InChIKey	OLQJQHSAWMFDJE-UHFFFAOYSA-N
PubChem CID	31337
ChEMBL	CHEMBL1895497
EC No.	204-769-5
DTXSID	DTXSID8027034
현지명	트리스(하이드록시메틸)니트로메탄

화학 및 물리적 성질

XLogP	-2.2
극성 표면적	107
수소 결합 공여자 수	3
수소 결합 수용자 수	5
회전 가능 결합 수	3
무거운 원자 수	10
형식 전하	0
복잡도	107
물질 분류	Other Uses -> Biocides/Disinfectants
화장품	Viscosity controlling
SpringerMaterials Properties	Fusion temperature
냄새	Odorless
Color/Form	Crystals from ethyl acetate and benzeneWhite solid
용해도	Soluble in polar solvents such as methanol and isopropanol. Insoluble in non-polar solvents such as aliphatic and aromatic hydrocarbons.Freely soluble in alcohols, sparingly soluble in benzeneIn water, 2.20X10+6 mg/L at 20 °CH2O: 20°C에서 용해성220g/100ml
Decomposition	When heated to decomposition it emits toxic fumes of /nitrogen oxide/.
녹는점	214 °C (pure)MP: 180 °C (usual lab product)175-176 °C (technical grade)160 °C (dec.) (lit.)
증기압	0.00000154 [mmHg]
Food Contact Substances	FCS -> FDA Cumulative Estimated Daily Intake (CEDI)
Physical Description	LiquidDry PowderWhite solid[Hawley] Light yellow crystals[MSDSonline]
Stability/Shelf Life	/2-(hydroxymethyl)-2-nitro-1,3-propanediol/ is stable only under acidic conditions of pH 5.0 and below, and is unstable and decomposes to formaldehyde under alkaline conditions and at temperatures above 49 °C.
끓는 점	273.1°C (rough estimate)
밀도	1.5652 (rough estimate)
굴절률	1.4183 (estimate)
저장 조건	Store at room temperature
pKa(산도 계수)	12.32±0.10(Predicted)
물리적 상태	powder to lump
색상	흰색에서 거의 흰색
용해도	물에 용해됩니다.
Merck	14,9753
BRN	742427
헨리 상수	2.1×106 mol/(m3Pa) at 25℃, HSDB (2015)
화장품 원료 기능	항균
InChI	1S/C4H9NO5/c6-1-4(2-7,3-8)5(9)10/h6-8H,1-3H2
InChIKey	OLQJQHSAWMFDJE-UHFFFAOYSA-N
SMILES	OCC(CO)(CO)[N+]([O-])=O
LogP(분배 계수)	0.350 (est)
NIST	1,3-Propanediol, 2-(hydroxymethyl)-2-nitro-(126-11-4)
EPA	2-(Hydroxymethyl)-2-nitro-1,3-propanediol (126-11-4)

화학적 성질

Off-white to orange solid. It crystallizes as white crystals in the mixed solution of ethyl acetate and benzene. Soluble in alcohol, slightly soluble in benzene and other hydrocarbons. Solubility in water (20°C) 220g/100ml.

안전 및 규제

GHS 분류	WarningH302+H332 (58.6%): Harmful if swallowed or if inhaled [Warning Acute toxicity, oralacute toxicity, inhalation]P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 162 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
규제 정보	Chemical: 1,3-Propanediol, 2-(hydroxymethyl)-2-nitro-1,3-Propanediol, 2-(hydroxymethyl)-2-nitro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Propanediol, 2-(hydroxymethyl)-2-nitro- 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)1,3-Propanediol, 2-(hydroxymethyl)-2-nitro-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
유해성 요약	Two cases of allergic contact dermatitis in machinists were reported. Oral LD50 (rat) = 1900 mg/kgNo adverse effects were reported in a 90-day subchronic dermal toxicity study of rats[HSDB] A skin and mucous membrane irritant[Merck Index] Decomposes to formaldehyde in warm, alkaline conditions[EPA REDs] A skin and eye irritant[Hawley] An irritant[MSDSonline] See Formaldehyde.
Special Reports	USEPA/Office of Pesticide ProgramsReregistration Eligibility Decision Document - Tris(hydroxymethyl)-nitromethane. EPA 738-F-93-016. The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of February 7, 2006: http://www.epa.gov/pesticides/reregistration/status.htm]The U.S. high production volume (HPV) chemicals are those which are manufactured in or imported into the United States in amounts equal to or greater than one million pounds per year. Robust Summaries include health effects, ecotoxicity data, and environment fate information for selected chemicals. EPA/Office of Pollution Prevention and Toxics

용도

Tris(hydroxymethyl)nitromethane, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. It is used as a primary and secondary intermediate.

일반 설명

Tris(hydroxymethyl)nitromethane undergoes crosslinking with hexamethylene diisocyanate to form monolithic energetic gels. It is an effective hardener for variety of tannin-based adhesives.

제조 및 합성 방법

제조 방법

Tris(hydroxymethyl)nitromethane is prepared by the condensation of nitromethane and formaldehyde under basic conditions.