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헥사민

헥사민
헥사민 구조식 이미지
카스 번호:
100-97-0
한글명:
헥사민
동의어(한글):
헥사메틸렌테트라민;헥사민;헥사메틸렌테트라아민;메텐아민
상품명:
Hexamethylenetetramine
동의어(영문):
E239;HMTA;Carin;Uramin;Urisol;FORMIN;Hexa B;Heterin;Hexamin;Hexasan
CBNumber:
CB8852597
분자식:
C6H12N4
포뮬러 무게:
140.19
MOL 파일:
100-97-0.mol

헥사민 속성

녹는점
280 °C (subl.)(lit.)
끓는 점
246.7°C (rough estimate)
밀도
1.33
증기압
<0.01 mm Hg ( 20 °C)
굴절률
1.4260 (estimate)
인화점
482 °F
저장 조건
Store at RT.
용해도
H2O: 1 M at 20 °C, clear, colorless
물리적 상태
Solid
산도 계수 (pKa)
5.1(at 25℃)
색상
white
수소이온지수(pH)
7-10 (100g/l, H2O, 20℃)
수용성
895 g/L (20 ºC)
감도
Hygroscopic
Merck
14,5966
승화점
263-295 ºC
BRN
2018
안정성
Stable. Incompatible with strong acids, strong oxidizing agents.
CAS 데이터베이스
100-97-0(CAS DataBase Reference)
NIST
Hexamethylenetetramine(100-97-0)
EPA
1,3,5,7-Tetraazatricyclo[ 3.3.1.13,7]decane(100-97-0)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F,Xn,Xi
위험 카페고리 넘버 11-42/43-43
안전지침서 16-22-24-37
유엔번호(UN No.) UN 1328 4.1/PG 3
WGK 독일 1
RTECS 번호 MN4725000
F 고인화성물질 9-23
자연 발화 온도 770 °F
TSCA Yes
HS 번호 2933 69 40
위험 등급 4.1
포장분류 III
유해 물질 데이터 100-97-0(Hazardous Substances Data)
독성 LD50 orally in Rabbit: 9200 mg/kg
그림문자(GHS):
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H228 인화성 고체 인화성 고체 구분 1
구분 2
위험
경고
P210, P240,P241, P280, P370+P378
H317 알레르기성 피부 반응을 일으킬 수 있음 피부 과민성 물질 구분 1 경고 P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P240 용기와 수용설비를 접지 및 접합시키시오.
P241 폭발 방지용 장비[전기적/환기/조명/...]을(를) 사용하시오.
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P333+P313 피부자극성 또는 홍반이 나타나면 의학적인 조치·조언를 구하시오.
P370+P378 화재 시 불을 끄기 위해 (Section 5. 폭발, 화재시 대처방법의 적절한 소화제)을(를) 사용하시오.

헥사민 C화학적 특성, 용도, 생산

화학적 성질

White or almost white, crystalline powder or colourless crystals.

용도

Used in the treatment of urinary track infection.

용도

antibacterial, tuberculostatic

용도

Hexamethylenetetramine is a versatile reagent in organic synthesis. It is used in the Duff reaction, the Sommelet reaction, and in the Delepine reaction.

정의

ChEBI: A polycyclic cage that is adamantane in which the carbon atoms at positions 1, 3, 5 and 7 are replaced by nitrogen atoms.

정의

A white crystalline organic compound made by condensing methanal with ammonia. It is used as a fuel for camping stoves, in vulcanizing rubber, and as a urinary disinfectant. Hexamine can be nitrated to make the high explosive cyclonite.

상표명

Uritone (Parke- Davis); Urotropin (Parke-Davis).

일반 설명

Odorless white crystalline powder or colorless lustrous crystals. Sublimes in a vacuum at about 505° F with some decomposition. Solutions are strong bases (pH of 0.2 molar aqueous solution is 8.4).

공기와 물의 반응

Highly flammable. Burns readily on contact with a flame with a smokeless flame. Finely powdered dust is significant dust explosion hazard. Water soluble.

반응 프로필

Hexamethylenetetramine is hygroscopic. Hexamethylenetetramine is sensitive to exposure to heat. Hexamethylenetetramine is incompatible with oxidizing agents. Hexamethylenetetramine is also incompatible with acids. Hexamethylenetetramine reacts violently with sodium peroxide. Hexamethylenetetramine reacts explosively with 1-bromopentaborane(9) at temperatures above 194° F. The complex with iodine deflagrates at 280° F. The 1:1 addition complex with iodoform has exploded at 352° F. Hexamethylenetetramine is corrosive to some metals, such as aluminum and zinc . Special Hazards of Combustion Products: Formaldehyde gas and ammonia may be given off when hot [USCG, 1999].

위험도

Skin irritant. Flammable, dangerous fire risk.

화재위험

Special Hazards of Combustion Products: Formaldehyde gas and ammonia may be given off when hot.

Pharmaceutical Applications

Methenamine (hexamine, hexamethylenetetraamine), under the name Urotropin, was successfully used in cystitis by the German physician Nicolaier in 1895. It has no intrinsic antibacterial activity and owes its effect to decomposition in acid conditions to formaldehyde, which is non-specifically microbicidal, and ammonia. It is often used in the form of organic acid salts, methenamine hippurate and methenamine mandelate, which have been claimed (unconvincingly) to keep the urinary pH low. Mandelic acid has some antibacterial activity in its own right and is sometimes given alone as a urinary antiseptic, usually as the calcium or ammonium salt. Infection with urea-splitting organisms such as Proteus spp. causes the urine to become alkaline and methenamine is unsuitable for these infections.
Methenamine is absorbed from the gut and mainly excreted unchanged in the urine, achieving concentrations of around 2–60 mg/L, sufficient to inhibit most bacteria and yeasts. Higher concentrations are achieved by the hippurate salt. It is given in enteric-coated tablets to prevent the liberation of formaldehyde by gastric acid. There is little breakdown in the blood and no systemic effect or toxicity.
Some patients complain of gastrointestinal upset or frequent and burning micturition. Attempts to control these side effects with alkali will abolish the antibacterial effect of the drug. Contact dermatitis and anterior uveitis have occasionally been encountered. Prolonged administration or high dosage may produce proteinuria, hematuria and bladder changes. Methenamine should not be given to patients with acidosis, gout or hepatic insufficiency. There have been fears about the potential carcinogenicity of formaldehyde.
Methenamine and its salts are unsuitable for the treatment of acute urinary tract infection. Their main use, now largely supplanted by other agents, has been in the long-term prophylaxis of recurrent cystitis.

색상 색인 번호

Hexamethylenetetramine is used in the foundry, tire and rubber, and phenol formaldehyde resins industries and in other applications such as a hardener in epoxy resins Bisphenol A type and as an anticorrosive agent. It is an ammonia and formaldehyde releaser sometimes used in topical medicaments and cosmetics

Purification Methods

It is soluble in H2O (67%), CHCl3 (10%), EtOH (8%) and Et2O (0.3%), and a 0.2M solution has a pH of 8.4. Dissolve it in hot absolute EtOH (reflux, Norit), filter using a heated funnel, cool at room temperature first, then in ice. Wash the crystals with cold Et2O, dry them in air or under a vacuum. A further crop can be obtained by adding Et2O to the filtrate. It sublimes above 260o without melting. The picrate has m 179o(dec). [pK2 0 4.85: Reilley & Schmid Anal Chem 30 947 1958, pK2 0 6.30: Pummerer & Hofmann Chem Ber 56 1255 1923.] [Beilstein 26 I 306, 26 II 200, 26 III/IV 1680.]

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